smiles stringlengths 2 611 | question_style stringclasses 4
values | question stringlengths 65 683 | options listlengths 4 4 | answer stringclasses 4
values | difficulty_tier stringclasses 3
values | question_variant stringclasses 2
values |
|---|---|---|---|---|---|---|
CC(=O)OCCC[Si](O[Si](C)(C)CC[SiH2]O[Si](C)(C)C)(O[Si](C)(C)CC[SiH2]O[Si](C)(C)C)O[Si](C)(C)CC[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OCCC[Si](O[Si](C)(C)CC[SiH2]O[Si](C)(C)C)(O[Si](C)(C)CC[SiH2]O[Si](C)(C)C)O[Si](C)(C)CC[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C? | [
"lactone + siloxane",
"carboxylic ester + silanol",
"carboxylic ester + silyl ether",
"carboxylic ester + siloxane"
] | D | hard | standard |
CC(=O)OCCOC(=O)CC(C)(c1ccc(OP2Cc3cccc4cccc(c34)N2)c(C(C)(C)C)c1)c1ccc(OP2Nc3cccc4cccc(c34)N2)c(C(C)(C)C)c1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OCCOC(=O)CC(C)(c1ccc(OP2Cc3cccc4cccc(c34)N2)c(C(C)(C)C)c1)c1ccc(OP2Nc3cccc4cccc(c34)N2)c(C(C)(C)C)c1? | [
"catechol + phosphonous esteramide",
"carboxylic ester + hydroperoxide",
"carboxylic ester + phosphonous esteramide",
"acylhydrazone + carboxylic ester"
] | C | medium | standard |
CC(=O)OCCc1sc(S(=O)(=O)NC(=O)Nc2cc(C(F)(F)F)c(F)c(N)n2)cc1C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OCCc1sc(S(=O)(=O)NC(=O)Nc2cc(C(F)(F)F)c(F)c(N)n2)cc1C? | [
"acyl sulfonamide + sulfoxide",
"acyl sulfonamide + sulfonic acid",
"acyl sulfonamide + urea",
"nitrosamine + urea"
] | C | medium | standard |
CC(C)(C)c1cnc(CSc2cnc(Nc3ccc(S(=O)(=O)NCCO)cc3)s2)o1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)c1cnc(CSc2cnc(Nc3ccc(S(=O)(=O)NCCO)cc3)s2)o1? | [
"isothiourea + urethane",
"isothiourea + sulfonamide",
"azide + sulfonamide",
"carbothioic halide + isothiourea"
] | B | medium | standard |
CC(=O)OCOOP(=O)(OOCOC(C)=O)OC1C(OP(=O)(OOCOC(C)=O)OOCOC(C)=O)C2OC3CCCC2(O3)C(OP(=O)(OOCOC(C)=O)OOCOC(C)=O)C1OP(=O)(OOCOC(C)=O)OOCOC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OCOOP(=O)(OOCOC(C)=O)OC1C(OP(=O)(OOCOC(C)=O)OOCOC(C)=O)C2OC3CCCC2(O3)C(OP(=O)(OOCOC(C)=O)OOCOC(C)=O)C1OP(=O)(OOCOC(C)=O)OOCOC(C)=O? | [
"aryl ester + carboxylic ester",
"catechol + phosphoric triester",
"carboxylic ester + oxoarene",
"carboxylic ester + phosphoric triester"
] | D | medium | standard |
CC(=O)OP(=O)([O-])O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OP(=O)([O-])O? | [
"carboxylic ester + phosphoric monoester",
"carboxylic ester + oxoarene",
"carboxylic ester + ketenacetal",
"catechol + phosphoric monoester"
] | A | medium | standard |
CC(C)(C)C(=O)OCOP(=O)(OCOC(=O)C(C)(C)C)OC[C@H]1O[C@@H](n2nnc3c(N)ncnc32)C[C@H]1O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)C(=O)OCOP(=O)(OCOC(=O)C(C)(C)C)OC[C@H]1O[C@@H](n2nnc3c(N)ncnc32)C[C@H]1O? | [
"carboxylic ester + semicarbazone",
"aldehyde + phosphoric triester",
"carboxylic ester + hydroxamic acid",
"carboxylic ester + phosphoric triester"
] | D | medium | standard |
CC(=O)OC[C@H]1OC(OC(C)=O)[C@@H](NC(=O)N=[N+]=[N-])[C@@H](OC(C)=O)[C@@H]1OC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OC[C@H]1OC(OC(C)=O)[C@@H](NC(=O)N=[N+]=[N-])[C@@H](OC(C)=O)[C@@H]1OC(C)=O? | [
"acyl azide + carbonic acid esterhalide",
"amide + amidine",
"acyl azide + amide",
"acyl azide + guanidine"
] | C | medium | standard |
CC(C)(C)OC(=O)N1CCC(n2cc(C(=O)N=[N+]=[N-])c3cc(F)cnc32)CC1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)OC(=O)N1CCC(n2cc(C(=O)N=[N+]=[N-])c3cc(F)cnc32)CC1? | [
"enamine + urethane",
"acyl azide + carbonyl",
"acyl azide + amidrazone",
"acyl azide + urethane"
] | D | medium | standard |
CC(C)=C1CC[C@@H](C)[C@]2(C[C@@H](c3ccoc3)OC2=O)[C@H]1CCNC(=O)N=[N+]=[N-] | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)=C1CC[C@@H](C)[C@]2(C[C@@H](c3ccoc3)OC2=O)[C@H]1CCNC(=O)N=[N+]=[N-]? | [
"amide + amidine",
"acyl azide + carbonic acid esterhalide",
"acyl azide + amide",
"acyl azide + guanidine"
] | C | medium | standard |
CC(=O)OC[C@H]1OC(P(C2O[C@H](COC(C)=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)C2O[C@H](COC(C)=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OC[C@H]1OC(P(C2O[C@H](COC(C)=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)C2O[C@H](COC(C)=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O? | [
"carboxylic ester + phosphine",
"carboxylic ester + phosphine oxide",
"carboxylic ester + phosphorylen",
"lactone + phosphine"
] | A | hard | standard |
CC(=O)OC[C@H]1O[C@@H](N=C=N[C@@H]2O[C@H](COC(C)=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OC[C@H]1O[C@@H](N=C=N[C@@H]2O[C@H](COC(C)=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O? | [
"ether + phosphoric diestermonoamide",
"carbodiimide + siloxide",
"carbodiimide + phosphite ester",
"carbodiimide + ether"
] | D | easy | standard |
CC(=O)OC[C@H]1O[C@@H](S(=O)(=O)Cc2nnn(-c3ccc(S(N)(=O)=O)cc3)c2I)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1O[C@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OC[C@H]1O[C@@H](S(=O)(=O)Cc2nnn(-c3ccc(S(N)(=O)=O)cc3)c2I)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1O[C@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O? | [
"aryl iodide + phosphonic monoester",
"aryl iodide + sulfone",
"aryl iodide + peroxyseleninic acid",
"selenoxide + sulfone"
] | B | easy | standard |
CC(=O)OC[C@H]1O[C@@H](Sc2nc3c(c(-c4c[nH]c5ccccc45)c2C#N)CCC3)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OC[C@H]1O[C@@H](Sc2nc3c(c(-c4c[nH]c5ccccc45)c2C#N)CCC3)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O? | [
"carboxylic ester + hemiaminal",
"carboxylic ester + thiocyanate",
"nitrile + sulfinic amide",
"carboxylic ester + nitrile"
] | D | medium | standard |
CC(=O)OC[C@H]1O[C@@H](n2ccc(NP(=O)(N3CC3(C)C)N3CC3(C)C)nc2=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OC[C@H]1O[C@@H](n2ccc(NP(=O)(N3CC3(C)C)N3CC3(C)C)nc2=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O? | [
"phosphoric triamide + siloxide",
"ether + phosphoric triamide",
"carbothioic acid + ether",
"chloride + ether"
] | B | easy | standard |
CC(=O)O[C@H]1C[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COC(=O)NP(=O)(N1CC1(C)C)N1CC1(C)C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@H]1C[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COC(=O)NP(=O)(N1CC1(C)C)N1CC1(C)C? | [
"phosphoric triamide + siloxide",
"chloride + ether",
"ether + phosphoric triamide",
"carbothioic acid + ether"
] | C | easy | standard |
CC(=O)OC[C@H]1O[C@@H](n2ccc(NP(=O)(N3CC3(C)C)N3CC3(C)C)nc2=O)[C@H](OC(C)=O)[C@@H]1OC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OC[C@H]1O[C@@H](n2ccc(NP(=O)(N3CC3(C)C)N3CC3(C)C)nc2=O)[C@H](OC(C)=O)[C@@H]1OC(C)=O? | [
"chloride + lactam",
"peroxyseleninic acid + phosphoric triamide",
"carbothioic acid + lactam",
"lactam + phosphoric triamide"
] | D | easy | standard |
CC(=O)OCc1cccc(COC(C)=O)c1B1OC(C)(C)C(C)(C)O1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)OCc1cccc(COC(C)=O)c1B1OC(C)(C)C(C)(C)O1? | [
"boronic acid + carboxylic ester",
"boronic ester + lactone",
"boronic ester + carboxylic acid",
"boronic ester + carboxylic ester"
] | D | hard | standard |
CC(=O)O[C@@H]1/C=C(\C)CC[C@]2([C@@](C)(O)C(=O)SCc3oc(=O)oc3C)CC(=O)N([C@H](C)c3nc(cs3)/C=C/C=C/C1=O)[S+]2[O-] | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@@H]1/C=C(\C)CC[C@]2([C@@](C)(O)C(=O)SCc3oc(=O)oc3C)CC(=O)N([C@H](C)c3nc(cs3)/C=C/C=C/C1=O)[S+]2[O-]? | [
"phosphoric triester + thioester",
"carbonic acid diester + seleninic acid",
"carbonic acid diester + selenone",
"carbonic acid diester + thioester"
] | D | easy | standard |
CC(C)(C)OC(=O)Oc1ccccc1-c1ccccc1Op1oc2c(C(C)(C)C)cc(C(C)(C)C)cc2c2cc(C(C)(C)C)cc(C(C)(C)C)c2o1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)OC(=O)Oc1ccccc1-c1ccccc1Op1oc2c(C(C)(C)C)cc(C(C)(C)C)cc2c2cc(C(C)(C)C)cc(C(C)(C)C)c2o1? | [
"aryl ester + carbonic acid diester",
"aryl ester + phosphonic monoamide",
"aryl ester + phosphoric triester",
"carbonic acid diester + selenoxide"
] | A | easy | standard |
CC(=O)O[C@@H]1C2=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)c3ccccc3)c3ccccc3)C[C@@](O)([C@@H](OC(=O)c3ccccc3)[C@@H]3[C@]4(OC(C)=O)CO[C@@H]4C[C@@H]4OC(=S)O[C@@H]1[C@]43C)C2(C)C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@@H]1C2=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)c3ccccc3)c3ccccc3)C[C@@](O)([C@@H](OC(=O)c3ccccc3)[C@@H]3[C@]4(OC(C)=O)CO[C@@H]4C[C@@H]4OC(=S)O[C@@H]1[C@]43C)C2(C)C? | [
"amide + carbothioic O lactone",
"lactam + thiocarbonic acid diester",
"amide + thiocarbonic acid monoester",
"amide + thiocarbonic acid diester"
] | D | hard | standard |
CC(=O)O[C@@H]1CC[C@@]2(C)[C@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C(Br)C(Br)[C@H](C)C(C)C)CC[C@@H]32)C1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@@H]1CC[C@@]2(C)[C@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C(Br)C(Br)[C@H](C)C(C)C)CC[C@@H]32)C1? | [
"aryl bromide + carboxylic ester",
"bromide + lactone",
"bromide + carboxylic acid",
"bromide + carboxylic ester"
] | D | hard | standard |
CC(=O)O[C@]12[C@@H]3[C@@H](Br)[C@@H]4[C@H]5C[C@H]([C@@H]([C@H]53)[C@H]1Br)[C@@H]42 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@]12[C@@H]3[C@@H](Br)[C@@H]4[C@H]5C[C@H]([C@@H]([C@H]53)[C@H]1Br)[C@@H]42? | [
"bromide + lactone",
"aryl bromide + carboxylic ester",
"bromide + carboxylic acid",
"bromide + carboxylic ester"
] | D | hard | standard |
CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](O[C@H]2CC[C@]34C[C@]35C[C@@H](OC(C)=O)[C@]3(C)[C@H]6[C@H](C)C[C@]7(O[C@H](OC(=O)c8ccccc8)[C@@]8(C)O[C@@H]78)O[C@H]6C[C@@]3(C)[C@@H]5CC[C@H]4C2(C)C)OC[C@H]1OC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](O[C@H]2CC[C@]34C[C@]35C[C@@H](OC(C)=O)[C@]3(C)[C@H]6[C@H](C)C[C@]7(O[C@H](OC(=O)c8ccccc8)[C@@]8(C)O[C@@H]78)O[C@H]6C[C@@]3(C)[C@@H]5CC[C@H]4C2(C)C)OC[C@H]1OC(C)=O? | [
"epoxide + phosphoric diestermonoamide",
"acetal + siloxide",
"acetal + epoxide",
"acetal + phosphonous diester"
] | C | easy | standard |
CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](O[C@H]2CC[C@]34C[C@]35C[C@@H](OC(C)=O)[C@]3(C)[C@H]6[C@H](C)C[C@]7(O[C@H](OC(=O)c8ccccc8F)[C@@]8(C)O[C@@H]78)O[C@H]6C[C@@]3(C)[C@@H]5CC[C@H]4C2(C)C)OC[C@H]1OC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](O[C@H]2CC[C@]34C[C@]35C[C@@H](OC(C)=O)[C@]3(C)[C@H]6[C@H](C)C[C@]7(O[C@H](OC(=O)c8ccccc8F)[C@@]8(C)O[C@@H]78)O[C@H]6C[C@@]3(C)[C@@H]5CC[C@H]4C2(C)C)OC[C@H]1OC(C)=O? | [
"aryl fluoride + phosphonous diester",
"epoxide + selenamide",
"aryl fluoride + epoxide",
"aryl fluoride + phosphonous monoester"
] | C | easy | standard |
CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](OC(=O)OCCn4ccnc4[N+](=O)[O-])[C@@H](NC(=O)c4ccccc4)c4ccccc4)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](OC(=O)OCCn4ccnc4[N+](=O)[O-])[C@@H](NC(=O)c4ccccc4)c4ccccc4)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O? | [
"nitro + phosphoric acid",
"ketone + phosphonic monoester",
"ketone + nitro",
"ketone + siloxide"
] | C | easy | standard |
CC(=O)c1c(Nc2cccc(C)c2)[nH]c2c(Cl)ccc([N+](=O)[O-])c2c1=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1c(Nc2cccc(C)c2)[nH]c2c(Cl)ccc([N+](=O)[O-])c2c1=O? | [
"nitro + phosphoric triester",
"ketone + silanol",
"ketone + phosphonic monoester",
"ketone + nitro"
] | D | easy | standard |
CC(C)C(=O)c1c(Nc2ccc(Cl)cc2F)[nH]c2c(Cl)ccc([N+](=O)[O-])c2c1=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)C(=O)c1c(Nc2ccc(Cl)cc2F)[nH]c2c(Cl)ccc([N+](=O)[O-])c2c1=O? | [
"nitro + phosphoric acid",
"nitro + phosphonic diester",
"oxoarene + silanol",
"nitro + oxoarene"
] | D | easy | standard |
CC(=O)O[C@H]1CC[C@@]2(C)[C@@]3(OC[C@@H](OO3)[C@]3(C)[C@@]2(C)CC[C@@]2(C)[C@@H]4CC(C)(C)CC[C@]4(C)CC[C@]32C)C1(C)C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@H]1CC[C@@]2(C)[C@@]3(OC[C@@H](OO3)[C@]3(C)[C@@]2(C)CC[C@@]2(C)[C@@H]4CC(C)(C)CC[C@]4(C)CC[C@]32C)C1(C)C? | [
"carboxylic ester + peroxo",
"carboxylic ester + enolether",
"epoxide + peroxo",
"carboxylic ester + endiol"
] | A | medium | standard |
CC(=O)O[C@H]1CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)CCOCCOc6no[n+]([O-])c6S(=O)(=O)c6ccccc6)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@H]1CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)CCOCCOc6no[n+]([O-])c6S(=O)(=O)c6ccccc6)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C? | [
"boronamide + ketone",
"N-oxide + phosphoric monoester",
"ketone + N-oxide",
"ketone + selenamide"
] | C | easy | standard |
CC(=O)O[C@H]1C[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1CO[P+]([O-])(N1CC1)N1CC1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@H]1C[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1CO[P+]([O-])(N1CC1)N1CC1? | [
"carboxylic ester + phosphonium",
"carboxylic ester + isothiocyanate",
"phosphonic acid + phosphonium",
"carboxylic ester + sulfuric monoester"
] | A | easy | standard |
CC(=O)O[C@H]1[C@@H](OC(C)=O)[C@@H]2NC(=O)c3c(cc4c(c3O)OCO4)[C@@]23OC(=S)O[C@H]3[C@@H]1OC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)O[C@H]1[C@@H](OC(C)=O)[C@@H]2NC(=O)c3c(cc4c(c3O)OCO4)[C@@]23OC(=S)O[C@H]3[C@@H]1OC(C)=O? | [
"carboxylic ester + phosphoric acid",
"carboxylic ester + seleninic acid",
"phosphoric acid + thiocarbonic acid diester",
"carboxylic ester + thiocarbonic acid diester"
] | D | easy | standard |
CC(=O)Oc1cc(OCC(=O)OCc2c(-c3ccccc3)no[n+]2[O-])cc2oc(-c3ccccc3)cc(=O)c12 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)Oc1cc(OCC(=O)OCc2c(-c3ccccc3)no[n+]2[O-])cc2oc(-c3ccccc3)cc(=O)c12? | [
"N-oxide + nitroso",
"N-oxide + oxoarene",
"hydrazinecarboxylate + N-oxide",
"azo + oxoarene"
] | B | medium | standard |
CC(=O)Oc1ccc2cc(Br)ccc2c1Cl | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)Oc1ccc2cc(Br)ccc2c1Cl? | [
"aryl bromide + selenoxide",
"aryl chloride + silyl halide",
"aryl bromide + boronamide",
"aryl bromide + aryl chloride"
] | D | easy | standard |
CC(C(O)=C1C(=O)N(c2ccc(Cl)cc2)N(c2ccc(Cl)cc2)C1=O)c1ccc(Br)cc1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C(O)=C1C(=O)N(c2ccc(Cl)cc2)N(c2ccc(Cl)cc2)C1=O)c1ccc(Br)cc1? | [
"aryl bromide + aryl chloride",
"aryl chloride + selenamide",
"aryl bromide + selenoxide",
"aryl bromide + silyl ether"
] | A | easy | standard |
CC(=O)PP | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)PP? | [
"carbonyl + phosphinous derivatives",
"epoxide + phosphinous derivatives",
"carbonyl + iminophosphine",
"carbonyl + phosphinous acid"
] | A | medium | standard |
CC(=O)SC[Si](CSC(C)=O)(CSC(C)=O)CSC(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)SC[Si](CSC(C)=O)(CSC(C)=O)CSC(C)=O? | [
"phosphoric acid + silane",
"borane + thioester",
"silane + thioester",
"selenone + silane"
] | C | easy | standard |
CC(C)(C(=O)O)C(C)(C)[Si](C)(C)C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C(=O)O)C(C)(C)[Si](C)(C)C? | [
"carboxylic acid + phosphine oxide",
"phosphoric diester + silane",
"carboxylic acid + silane",
"borane + carboxylic acid"
] | C | easy | standard |
CC(=O)SCc1ccc([Si])cc1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)SCc1ccc([Si])cc1? | [
"silyl halide + thioester",
"aryl ester + silane",
"carboxylic ester + silane",
"silane + thioester"
] | D | hard | standard |
CC(=O)[B]CBr | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)[B]CBr? | [
"aryl bromide + carbonyl",
"bromide + carbonyl",
"bromide + ketone",
"bromide + carboxylic acid"
] | B | hard | standard |
CC(=O)[C@@H](F)[C@H]1CCCS(=O)(=O)C1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)[C@@H](F)[C@H]1CCCS(=O)(=O)C1? | [
"ketene + sulfone",
"ketone + sulfone",
"ketone + sulfonic ester",
"ketone + sulfonic halide"
] | B | hard | standard |
CC(=O)[C@]1(O)Cc2c(O)c3c(c(O)c2[C@@H](OC2C[C@H](N4CC4)[C@H](OS(C)(=O)=O)[C@H](C)O2)C1)C(=O)c1ccccc1C3=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)[C@]1(O)Cc2c(O)c3c(c(O)c2[C@@H](OC2C[C@H](N4CC4)[C@H](OS(C)(=O)=O)[C@H](C)O2)C1)C(=O)c1ccccc1C3=O? | [
"ketone + sulfonic halide",
"ketone + sulfonic ester",
"ketone + sulfonic acid",
"ketene + sulfonic ester"
] | B | hard | standard |
CC(=O)c1c(N2CCS(=O)(=O)CC2)nc2c(-c3ccc(-c4ccccc4)nc3)cnn2c1N | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1c(N2CCS(=O)(=O)CC2)nc2c(-c3ccc(-c4ccccc4)nc3)cnn2c1N? | [
"ketone + sulfone",
"ketone + sulfonic halide",
"ketene + sulfone",
"ketone + sulfonic ester"
] | A | hard | standard |
CC(=O)c1cc(F)ccc1NC1C[C@H]2CC[C@@H](C1)S2(=O)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1cc(F)ccc1NC1C[C@H]2CC[C@@H](C1)S2(=O)=O? | [
"ketene + sulfone",
"ketone + sulfonic halide",
"ketone + sulfone",
"ketone + sulfonic ester"
] | C | hard | standard |
CC(C)(C)C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3[C@@H](c3ccc(N4CCS(=O)(=O)CC4)cc3)C[C@@]21C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3[C@@H](c3ccc(N4CCS(=O)(=O)CC4)cc3)C[C@@]21C? | [
"ketone + sulfonic ester",
"ketene + sulfone",
"ketone + sulfone",
"ketone + sulfonic halide"
] | C | hard | standard |
CC(C)(C)c1ccc(S(=O)(=O)c2cc3c(c4nsnc24)C(=O)c2ccccc2C3=O)cc1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)c1ccc(S(=O)(=O)c2cc3c(c4nsnc24)C(=O)c2ccccc2C3=O)cc1? | [
"ketene + sulfone",
"ketone + sulfonic ester",
"ketone + sulfone",
"ketone + sulfonic halide"
] | C | hard | standard |
CC(C)(CCl)C(=O)C(Oc1ccc(-c2ccc(Cl)cc2)cc1)(OS(=O)(=O)c1cccc2c(S(=O)(=O)OC(Oc3ccc(-c4ccc(Cl)cc4)cc3)(C(=O)C(C)(C)CCl)n3ccnc3)cccc12)n1ccnc1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(CCl)C(=O)C(Oc1ccc(-c2ccc(Cl)cc2)cc1)(OS(=O)(=O)c1cccc2c(S(=O)(=O)OC(Oc3ccc(-c4ccc(Cl)cc4)cc3)(C(=O)C(C)(C)CCl)n3ccnc3)cccc12)n1ccnc1? | [
"ketone + sulfonic ester",
"ketone + sulfonic acid",
"ketone + sulfonic halide",
"ketene + sulfonic ester"
] | A | hard | standard |
CC(=O)[O][Al]([O]C(C)=O)[O]P(C)(=O)[O][Al]([O]C(C)=O)[O]C(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)[O][Al]([O]C(C)=O)[O]P(C)(=O)[O][Al]([O]C(C)=O)[O]C(C)=O? | [
"carboxylic ester + phosphonic diester",
"carboxylic ester + phosphonic monoester",
"carboxylic ester + phosphonic acid",
"lactone + phosphonic diester"
] | A | hard | standard |
CC(C(=O)O)C(C(=O)O)(P(=O)(O)O)P(=O)(O)O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C(=O)O)C(C(=O)O)(P(=O)(O)O)P(=O)(O)O? | [
"carboxylic acid + phosphonic monoester",
"carboxylic acid + phosphonic diester",
"carboxylic acid + phosphonic acid",
"carboxylic ester + phosphonic acid"
] | C | hard | standard |
CC(C)(C)C(=O)OCOP(=O)(OCOC(=O)C(C)(C)C)C(Cc1cccc(-c2cccc(-c3ccccc3)c2)c1)P(=O)(OCOC(=O)C(C)(C)C)OCOC(=O)C(C)(C)C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)C(=O)OCOP(=O)(OCOC(=O)C(C)(C)C)C(Cc1cccc(-c2cccc(-c3ccccc3)c2)c1)P(=O)(OCOC(=O)C(C)(C)C)OCOC(=O)C(C)(C)C? | [
"carboxylic ester + phosphonic diester",
"carboxylic ester + phosphonic acid",
"carboxylic ester + phosphonic monoester",
"lactone + phosphonic diester"
] | A | hard | standard |
CC(=O)[Si](OC(C)C)(OC(C)C)C(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)[Si](OC(C)C)(OC(C)C)C(C)=O? | [
"carbonyl + silyl ether",
"carbonyl + selenoxide",
"peroxyseleninic acid + silyl ether",
"carbonyl + phosphinous ester"
] | A | easy | standard |
CC(=O)c1c(C(F)(F)F)[n+]([O-])c2cc(F)c(N3CCSCC3)cc2[n+]1[O-] | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1c(C(F)(F)F)[n+]([O-])c2cc(F)c(N3CCSCC3)cc2[n+]1[O-]? | [
"boronamide + trifluoromethyl",
"N-oxide + phosphoric triamide",
"N-oxide + phosphoric triester",
"N-oxide + trifluoromethyl"
] | D | easy | standard |
CC(=O)c1c(C)c2cnc(Nc3ccc(N4CCN(C(=O)COCCOCCOCCONCc5ccc(S(=O)(=O)Nc6cccc7c(Cl)c[nH]c67)cc5)CC4)cn3)nc2n(C2CCCC2)c1=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1c(C)c2cnc(Nc3ccc(N4CCN(C(=O)COCCOCCOCCONCc5ccc(S(=O)(=O)Nc6cccc7c(Cl)c[nH]c67)cc5)CC4)cn3)nc2n(C2CCCC2)c1=O? | [
"phosphoric acid + sulfonamide",
"ketone + phosphonic diester",
"ketone + sulfonamide",
"ketone + phosphonic monoester"
] | C | easy | standard |
CC(=O)c1c(Nc2ccc(F)cc2F)[nH]c2c([N+](=O)[O-])cc(Cl)cc2c1=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1c(Nc2ccc(F)cc2F)[nH]c2c([N+](=O)[O-])cc(Cl)cc2c1=O? | [
"nitro + selenoxide",
"aryl chloride + nitro",
"aryl chloride + phosphonic monoester",
"aryl chloride + silanol"
] | B | easy | standard |
CC(=O)c1c(Nc2ccc([N+](=O)[O-])cc2)[nH]c2c([N+](=O)[O-])cc(Cl)cc2c1=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1c(Nc2ccc([N+](=O)[O-])cc2)[nH]c2c([N+](=O)[O-])cc(Cl)cc2c1=O? | [
"aryl chloride + silanol",
"nitro + selenoxide",
"aryl chloride + phosphonic monoester",
"aryl chloride + nitro"
] | D | easy | standard |
CC(=O)c1c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(C)c(O)c2c1OC1=CC(=O)/C(=C(/C)N)C(=O)C12C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(C)c(O)c2c1OC1=CC(=O)/C(=C(/C)N)C(=O)C12C? | [
"acetal + selenoxide",
"enamine + phosphoric monoesterdiamide",
"acetal + phosphinic ester",
"acetal + enamine"
] | D | easy | standard |
CC(=O)c1c(SCc2ccc(C#N)cc2)[nH]c2c(Br)ccc(Cl)c2c1=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1c(SCc2ccc(C#N)cc2)[nH]c2c(Br)ccc(Cl)c2c1=O? | [
"selenamide + thioether",
"aryl bromide + diselenide",
"aryl bromide + thioether",
"aryl bromide + siloxide"
] | C | easy | standard |
CC(=O)c1cc(Br)cc(C)c1C#N | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1cc(Br)cc(C)c1C#N? | [
"ketone + silyl halide",
"aryl bromide + ketone",
"aryl bromide + phosphoric monoester",
"aryl bromide + phosphoric triester"
] | B | easy | standard |
CC(=O)c1ccc(Br)cc1O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1ccc(Br)cc1O? | [
"ketone + silyl halide",
"aryl bromide + phosphoric monoester",
"aryl bromide + ketone",
"aryl bromide + phosphoric triester"
] | C | easy | standard |
CC(=O)c1cn(CC(=O)N2[C@H](C(=O)Nc3nc(Br)ccc3C)C[C@@]3(C)C[C@@H]23)c2ncc(-c3cnc(C)nc3)cc12 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1cn(CC(=O)N2[C@H](C(=O)Nc3nc(Br)ccc3C)C[C@@]3(C)C[C@@H]23)c2ncc(-c3cnc(C)nc3)cc12? | [
"aryl bromide + phosphoric triester",
"ketone + silyl halide",
"aryl bromide + phosphoric monoester",
"aryl bromide + ketone"
] | D | easy | standard |
CC(=O)c1ccc(N2CCN(C(=O)c3cc([N+](=O)[O-])ccc3N3CCCCC3)CC2)c(F)c1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1ccc(N2CCN(C(=O)c3cc([N+](=O)[O-])ccc3N3CCCCC3)CC2)c(F)c1? | [
"aryl fluoride + nitro",
"nitro + selenamide",
"aryl fluoride + phosphonic monoester",
"aryl fluoride + silanol"
] | A | easy | standard |
CC(=O)c1ccc2c(c1)C[C@H](C(C)C)O2 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1ccc2c(c1)C[C@H](C(C)C)O2? | [
"ether + oxoarene",
"ether + ketone",
"ketone + phenol",
"ether + ketene"
] | B | hard | standard |
CC(C)(C)C(=O)C(Oc1cccc2nonc12)n1cncn1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)C(=O)C(Oc1cccc2nonc12)n1cncn1? | [
"ether + ketone",
"ketone + phenol",
"ether + oxoarene",
"ether + ketene"
] | A | hard | standard |
CC(C)C1CC(=O)c2cc(Cl)cc(Br)c2O1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)C1CC(=O)c2cc(Cl)cc(Br)c2O1? | [
"ether + oxoarene",
"ether + ketene",
"ether + ketone",
"ketone + phenol"
] | C | hard | standard |
CC(C)CC1CC(=O)CCO1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)CC1CC(=O)CCO1? | [
"ether + oxoarene",
"ether + ketene",
"ether + ketone",
"ketone + phenol"
] | C | hard | standard |
CC(=O)c1ccc2c(c1)[Si](C)(C)C[Si]2(C)C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1ccc2c(c1)[Si](C)(C)C[Si]2(C)C? | [
"ketone + silyl halide",
"ketone + silicic acid derivative",
"ketone + silane",
"ketene + silane"
] | C | hard | standard |
CC(C)(C)[Si](C)(C)C(=C=O)[Si](C)(C)C(C)(C)C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)[Si](C)(C)C(=C=O)[Si](C)(C)C(C)(C)C? | [
"ketone + silane",
"ketene + silyl halide",
"ketene + silicic acid derivative",
"ketene + silane"
] | D | hard | standard |
CC(=O)c1ccc2ccccc2c1OP(=O)(O)O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1ccc2ccccc2c1OP(=O)(O)O? | [
"hemiacetal + phosphoric monoester",
"ketenacetal + ketone",
"ketone + oxoarene",
"ketone + phosphoric monoester"
] | D | medium | standard |
CC(=O)c1ccc[n+]([C@@H]2C[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1ccc[n+]([C@@H]2C[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c1? | [
"ketone + phosphoric diester",
"ketene + phosphoric diester",
"ketone + phosphoric monoester",
"ketone + phosphoric triester"
] | A | hard | standard |
CC(=O)c1cccc(Br)n1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1cccc(Br)n1? | [
"aryl bromide + oxoarene",
"aryl bromide + ketene",
"bromide + ketone",
"aryl bromide + ketone"
] | D | hard | standard |
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@H](n4cc[n+](CC(=O)c5cccc(Br)c5)c4)[C@]45C[C@H]4CC[C@]5(C)[C@H]3CC[C@]12C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@H](n4cc[n+](CC(=O)c5cccc(Br)c5)c4)[C@]45C[C@H]4CC[C@]5(C)[C@H]3CC[C@]12C? | [
"aryl bromide + ketone",
"bromide + ketone",
"aryl bromide + ketene",
"aryl bromide + oxoarene"
] | A | hard | standard |
CC(=O)c1cccc([Si](C)(C)C)c1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1cccc([Si](C)(C)C)c1? | [
"ketone + silyl halide",
"ketone + silicic acid derivative",
"ketone + silane",
"phenol + silane"
] | C | medium | standard |
CC(=O)c1cccn1CC(I)=C(I)I | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)c1cccn1CC(I)=C(I)I? | [
"iodoalkene + ketene",
"acyl iodide + ketone",
"iodoalkene + oxoarene",
"iodoalkene + ketone"
] | D | hard | standard |
CC(=O)n1c2ccccc2c(=O)n1C(C)C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)n1c2ccccc2c(=O)n1C(C)C? | [
"lactam + phosphoric acid",
"carbonyl + lactam",
"carbonyl + selenonic acid",
"carbonyl + peroxyseleninic acid"
] | B | easy | standard |
CC(=O)n1cc(F)c(=O)n(C(C)=O)c1=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)n1cc(F)c(=O)n(C(C)=O)c1=O? | [
"imide + phosphonic diester",
"carbonyl + phosphonic acid",
"carbonyl + peroxyseleninic acid",
"carbonyl + imide"
] | D | easy | standard |
CC(=O)n1ncc2c(-n3c(C(F)(F)F)cc4c(N)ncnc4c3=O)c(C)ccc21 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)n1ncc2c(-n3c(C(F)(F)F)cc4c(N)ncnc4c3=O)c(C)ccc21? | [
"carbonyl + phosphonic acid",
"carbonyl + lactam",
"lactam + phosphonic diester",
"carbonyl + peroxyseleninic acid"
] | B | easy | standard |
CC(=O)n1cc(C=O)c2ccccc21 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)n1cc(C=O)c2ccccc21? | [
"carbonyl + ketone",
"aldehyde + carboxylic acid",
"aldehyde + ketone",
"aldehyde + carbonyl"
] | D | hard | standard |
CC(=O)n1ncc2c(Nc3c(-c4ncccn4)oc4cnccc34)cc(Cl)cc21 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=O)n1ncc2c(Nc3c(-c4ncccn4)oc4cnccc34)cc(Cl)cc21? | [
"carbonyl + tertiary amine",
"carbonyl + secondary amine",
"ketone + secondary amine",
"carbonyl + primary amine"
] | B | hard | standard |
CC(=S)P(C)(C)=O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(=S)P(C)(C)=O? | [
"phosphine oxide + sulfanylidene",
"phosphine oxide + phosphonium",
"carboxylic anhydride + sulfanylidene",
"phosphine oxide + selanyl halide"
] | A | easy | standard |
CC(Br)C1CCS(=O)(=O)CC1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(Br)C1CCS(=O)(=O)CC1? | [
"bromide + phosphonic diester",
"bromide + phosphonic monoester",
"selenoxide + sulfone",
"bromide + sulfone"
] | D | easy | standard |
CC(Br)N=P | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(Br)N=P? | [
"bromide + iminophosphine",
"iminophosphine + selenamide",
"bromide + enolester",
"1,2-diol + bromide"
] | A | easy | standard |
CC(C#N)C1(O)CC2CCC1C2 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C#N)C1(O)CC2CCC1C2? | [
"hydroxy + isocyanate",
"cyanohydrin + hydroxy",
"hydroxy + nitrile",
"nitrile + phenol"
] | C | hard | standard |
CC(C#N)OCC(F)F | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C#N)OCC(F)F? | [
"difluoromethyl + phosphoric diamide",
"difluoromethyl + nitrile",
"difluoromethyl + phosphoric monoamide",
"nitrile + phosphinic acid"
] | B | easy | standard |
CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1[C@]1(C)C(=O)N(c3ccc(C#N)c(C(F)(F)F)c3)C(=O)N21 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1[C@]1(C)C(=O)N(c3ccc(C#N)c(C(F)(F)F)c3)C(=O)N21? | [
"phosphoric monoamide + trifluoromethyl",
"nitrile + phosphoric monoester",
"nitrile + phosphoric triester",
"nitrile + trifluoromethyl"
] | D | easy | standard |
CC(C)(F)C[C@H](N[C@@H](c1ccc(-c2ccc(-c3ccncc3)cc2)cc1)C(F)(F)F)C(=O)N[C@H](C#N)Cc1ccccc1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(F)C[C@H](N[C@@H](c1ccc(-c2ccc(-c3ccncc3)cc2)cc1)C(F)(F)F)C(=O)N[C@H](C#N)Cc1ccccc1? | [
"nitrile + phosphoric triester",
"nitrile + trifluoromethyl",
"nitrile + phosphoric triamide",
"phosphoric monoamide + trifluoromethyl"
] | B | easy | standard |
CC(C)(F)C[C@H](N[C@@H](c1ccc(-c2ccc(C3(C(N)=O)CC3)cc2F)cc1)C(F)F)C(=O)NC1(C#N)CC1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(F)C[C@H](N[C@@H](c1ccc(-c2ccc(C3(C(N)=O)CC3)cc2F)cc1)C(F)F)C(=O)NC1(C#N)CC1? | [
"difluoromethyl + phosphoric diestermonoamide",
"nitrile + seleninic acid",
"difluoromethyl + nitrile",
"difluoromethyl + phosphoric monoamide"
] | C | easy | standard |
CC(C(=O)O)c1ccc(C[SiH](C)C)cc1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C(=O)O)c1ccc(C[SiH](C)C)cc1? | [
"carboxylic acid + silyl hydride",
"carboxylic acid + selanyl halide",
"phosphoric triester + silyl hydride",
"carboxylic acid + phosphonium"
] | A | easy | standard |
CC(C(=O)O[Si](C)(C)C(C)(C)C)C(CC(=O)O[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C(=O)O[Si](C)(C)C(C)(C)C)C(CC(=O)O[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C? | [
"carboxylic ester + siloxane",
"carboxylic ester + silanol",
"carboxylic ester + silyl ether",
"lactone + silyl ether"
] | C | hard | standard |
CC(C(O)(O)O)C(O)(CC(O)(O)C(N)(O)C(C)(O)C(C)(C(C)(O)c1c(O)c(O)c(O)c(OC(C)(O)C(C)(O)C(O)(O)OC(C)(O)O)c1O)C(O)(C(C)(O)O)C(C)(O)O)C(=O)NC(O)(O)C(C(N)=O)(C(C)(O)O)C(O)(O)O | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C(O)(O)O)C(O)(CC(O)(O)C(N)(O)C(C)(O)C(C)(C(C)(O)c1c(O)c(O)c(O)c(OC(C)(O)C(C)(O)C(O)(O)OC(C)(O)O)c1O)C(O)(C(C)(O)O)C(C)(O)O)C(=O)NC(O)(O)C(C(N)=O)(C(C)(O)O)C(O)(O)O? | [
"hemiketal + N-oxide",
"primary amine + urethane",
"hemiketal + urea",
"hemiketal + primary amine"
] | D | medium | standard |
CC(C)(C)[C@@]1(O)C[N+](C)(C)CCO1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)[C@@]1(O)C[N+](C)(C)CCO1? | [
"ammonium + oxim-ester",
"hemiketal + N-oxide",
"ammonium + dicarbodiazene",
"ammonium + hemiketal"
] | D | medium | standard |
CC(C)(C#Cc1ccc(-c2ccc(Cl)c3c(NS(=O)(=O)C4CC4)nn(CC(F)F)c23)c([C@@H](N)Cc2cc(F)cc(F)c2)n1)CS(=O)[O-] | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C#Cc1ccc(-c2ccc(Cl)c3c(NS(=O)(=O)C4CC4)nn(CC(F)F)c23)c([C@@H](N)Cc2cc(F)cc(F)c2)n1)CS(=O)[O-]? | [
"sulfinic acid + sulfonamide",
"imide + sulfinic acid",
"acyl chloride + sulfonamide",
"isocyanate + sulfinic acid"
] | A | medium | standard |
CC(C)(C#N)OP(=O)(O)C(C)(C)C#N | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C#N)OP(=O)(O)C(C)(C)C#N? | [
"guanidine + nitrile",
"cyanohydrin + phosphonic monoester",
"isothiourea + nitrile",
"nitrile + phosphonic monoester"
] | D | medium | standard |
CC(C)(C)/[N+]([O-])=C/c1ccc(C(=O)NCCCCC(NC(=O)[C@H](O)[C@H](O)[C@@H](C[C@H](O)CO)O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)C(=O)NCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F)cc1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)/[N+]([O-])=C/c1ccc(C(=O)NCCCCC(NC(=O)[C@H](O)[C@H](O)[C@@H](C[C@H](O)CO)O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)C(=O)NCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F)cc1? | [
"N-oxide + phosphinic ester",
"hydroxy + N-oxide",
"hydroxy + phosphoric diamide",
"hydroxy + selenamide"
] | B | easy | standard |
CC(C)(C)/[N+]([O-])=C/c1cccnc1Cl | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)/[N+]([O-])=C/c1cccnc1Cl? | [
"aryl chloride + ketone",
"aryl chloride + carbonyl",
"chloride + N-oxide",
"aryl chloride + N-oxide"
] | D | medium | standard |
CC(C)(C)C#Cc1cc2nsnc2cc1[N+](=O)[O-] | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)C#Cc1cc2nsnc2cc1[N+](=O)[O-]? | [
"alkene + nitro",
"alkyne + nitroso",
"alkyne + nitro",
"alkyne + nitrosamine"
] | C | hard | standard |
CC(C)(C)C(=O)N1CC2CCCC(C1)[S+]2c1ccc(C(C)(C)C)cc1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)C(=O)N1CC2CCCC(C1)[S+]2c1ccc(C(C)(C)C)cc1? | [
"amide + thiol",
"lactam + sulfonium",
"amide + sulfonium",
"amide + aryl thiol"
] | C | hard | standard |
CC(C)(C)C1(I)C(C)(I)C(I)(I)C(C)(I)C(I)(I)C1(Br)I | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)C1(I)C(C)(I)C(I)(I)C(C)(I)C(I)(I)C1(Br)I? | [
"aryl bromide + iodide",
"bromide + iodoalkene",
"bromide + iodide",
"aryl iodide + bromide"
] | C | hard | standard |
CC(C)(C)C1=CC(=C/C=C/c2cc(C(C)(C)C)[te+]c(C(C)(C)C)c2)C=C(C(C)(C)C)[Se]1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)C1=CC(=C/C=C/c2cc(C(C)(C)C)[te+]c(C(C)(C)C)c2)C=C(C(C)(C)C)[Se]1? | [
"alkene + bromoformate",
"alkene + hydrazinecarboxylate",
"alkene + selenide",
"phosphoric monoamide + selenide"
] | C | easy | standard |
CC(C)(C)C1=CSC(=C2Sc3ccccc3C2=O)N1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)C1=CSC(=C2Sc3ccccc3C2=O)N1? | [
"phosphoric monoester + thioenolether",
"ketone + phosphinic ester",
"ketone + phosphoric monoester",
"ketone + thioenolether"
] | D | easy | standard |
CC(C)(C)C1=C[C+](C(F)(F)F)C(=C=C2C(Br)=CC(C(C)(C)C)=CC2Br)C(C(F)(F)F)=C1 | present_pair | Which pair of functional groups is present in the molecule with SMILES CC(C)(C)C1=C[C+](C(F)(F)F)C(=C=C2C(Br)=CC(C(C)(C)C)=CC2Br)C(C(F)(F)F)=C1? | [
"bromoalkene + fluoride",
"bromoalkene + trifluoromethyl",
"bromoalkene + difluoromethyl",
"aryl bromide + trifluoromethyl"
] | B | hard | standard |
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