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ORD-temperature-yield-training-set

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reaction
stringlengths
4
6.14k
temperature
float32
-230
3.04k
⌀
yield
float32
0.11
100
⌀
CC(C)(C)c1cc([N+](=O)[O-])c(O)c([N+](=O)[O-])c1.CN(C)C=O.O=S(Cl)Cl>Cc1ccccc1>CC(C)(C)c1cc([N+](=O)[O-])c(Cl)c([N+](=O)[O-])c1
null
86.599998
C=O.CCCCCCO.Cl>>CCCCCCOCCl
null
55
C=CC(=O)OCC.CCCCNC>>CCCCN(C)CCC(=O)OCC
null
87.199997
CCCCc1ccc(N(C)CCC(=O)O)cc1.Cl[Ni]Cl.O.O.O.O.O.O.[Na+].[OH-]>O.O>CCCCc1ccc(N(C)CCC(=O)O)cc1.CCCCc1ccc(N(C)CCC(=O)O)cc1.[Ni]
null
88.199997
Clc1cccc2c1Sc1ccccc1N2.O=C1CCCN1.O=P(Cl)(Cl)Cl>ClCCCl.ClCCCl>Clc1cccc2c1Sc1ccccc1N2C1=CCCN1C1=NCCC1
null
17.1
CC1CCC(=O)N1.O=P(Cl)(Cl)Cl.[K+].[OH-].c1ccc2c(c1)Nc1ccccc1S2>ClCCCl.ClCCCl>CC1CCC(N2C(N3c4ccccc4Sc4ccccc43)=CCC2C)=N1.Cl
null
17
CC1CCC(=O)N1.COc1ccc2c(c1)Nc1ccccc1S2.O=P(Cl)(Cl)Cl>ClCCCl>COc1ccc2c(c1)N(C1=CCC(C)N1C1=NC(C)CC1)c1ccccc1S2.Cl
null
8.6
CC1(C)c2ccccc2Nc2ccccc21.CC1CCC(=O)N1.CC1CCC(N2C(N3c4ccccc4C(C)(C)c4ccccc43)=CCC2C)=N1.Cl.O=P(Cl)(Cl)Cl.[K+].[OH-]>ClCCCl>CC1CCC(N2C(N3c4ccccc4C(C)(C)c4ccccc43)=CCC2C)=N1
null
35
BrBr.c1ccc(P(c2ccccc2)c2ccccc2)cc1>CC(=O)N(C)C>[Br-].[Br-].c1ccc(P(c2ccccc2)c2ccccc2)cc1
null
60
CCCNC(=O)c1ccc([N+](=O)[O-])cc1>CO.[Pd]>CCCNC(=O)c1ccc(N)cc1
null
74
CCOC(=O)C(C)c1ccc(O)cc1.Clc1nccs1.O=C([O-])[O-].[K+].[K+]>CN(C)C=O>CCOC(=O)C(C)c1ccc(Oc2nccs2)cc1
null
50.099998
CCOC(=O)c1ccc(O)cc1.Clc1nccs1.O=C([O-])[O-].[K+].[K+]>CN(C)C=O>CCOC(=O)c1ccc(Oc2nccs2)cc1
null
27.799999
CCOC(=O)c1cnc(Br)s1.O=C([O-])[O-].Oc1ccccc1.[K+].[K+]>CN(C)C=O>CCOC(=O)c1cnc(Oc2ccccc2)s1
80
96.599998
CCOC(=O)c1sc(Br)nc1C.O=C([O-])[O-].Sc1ccccc1.[K+].[K+]>CN(C)C=O>CCOC(=O)c1sc(Sc2ccccc2)nc1C
null
98.5
Brc1nccs1.CCOC(=O)C(C)c1ccc(S)cc1.O=C([O-])[O-].[K+].[K+]>CN(C)C=O>CC(C(=O)O)c1ccc(Sc2nccs2)cc1
85
null
Brc1nccs1.CCOC(=O)C(C)c1ccc(N)c(F)c1>ClCCl>CCOC(=O)C(C)c1ccc(Nc2nccs2)c(F)c1
null
63.599998
CCOC(=O)Cc1csc(Br)n1.CNc1ccccc1>>CCOC(=O)Cc1csc(N(C)c2ccccc2)n1
null
90.5
CCN1CCCC1CN.COC(=O)CC(C)=O.O=S(=O)([O-])[O-].[2H]Cl.[Mg+2]>ClCCl>CCN1CCCC1CN/C(C)=C\C(=O)OC
null
81.099998
C#C.CN(C)P(=O)(N(C)C)N(C)C.ON=C1CCCCC1.[Ca+2].[O-2]>>C=Cn1ccc2c1CCCC2
null
30
C#C.C#C.CCP(=O)(CC)CC.ON=C1CCCCC1>>C=Cn1ccc2c1CCCC2
70
24
C#C.CCC(C)(C)O.ON=C1CCCCC1>CS(C)=O>C=Cn1ccc2c1CCCC2
null
94.900002
C#C.CS(C)=O.ON=C1CCCCC1.[Na+].[OH-].c1ccncc1>>C=Cn1ccc2c1CCCC2
null
90
C#C.CCOCC.CS(C)=O.ON=C1CCCCC1.[K+].[OH-]>C1COCCO1>C=Cn1ccc2c1CCCC2
null
91.599998
C#CCN.O=C(Cl)c1c2ccccc2cc2ccccc12>C1CCOC1.C1CCOC1>C#CCNC(=O)c1c2ccccc2cc2ccccc12
null
98.699997
Cl.NCC1CCCC1.O=Cc1c2ccccc2cc2ccccc12.[BH4-].[Na+]>CCO>c1ccc2c(CNCC3CCCC3)c3ccccc3cc2c1
null
96.800003
C#CCBr.O=C([O-])[O-].[K+].[K+].c1ccc2c(CNCC3CCCC3)c3ccccc3cc2c1>ClCCl>C#CCN(Cc1c2ccccc2cc2ccccc12)CC1CCCC1
null
88.400002
CC(=O)NCc1nnc(S)s1.CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N)[C@H]2SC1.O=C([O-])O.[Na+]>O>CC(=O)NCc1nnc(SCC2=C(C(=O)O)N3C(=O)C(N)[C@H]3SC2)s1
60
51.400002
CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N)[C@H]2SC1.CC(C)(C)OC(=O)NCc1nnc(S)s1.Cl.O=C([O-])O.[Na+]>CC(C)=O>CC(C)(C)OC(=O)NCc1nnc(SCC2=C(C(=O)O)N3C(=O)C(N)[C@H]3SC2)s1
null
56.200001
CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N)[C@H]2SC1.Cl.O=C([O-])O.OCc1nnc(S)s1.[Na+]>O>NC1C(=O)N2C(C(=O)O)=C(CSc3nnc(CO)s3)CS[C@H]12
null
66.699997
CSCC(=O)O.NC1C(=O)N2C(C(=O)O)=C(CSc3nnc(CO)s3)CS[C@H]12.O=C([O-])O.[Na+]>CC(C)=O.O.O=S(Cl)Cl>CCC(=S)NC1C(=O)N2C(C(=O)O)=C(CSc3nnc(CO)s3)CS[C@H]12
null
88.400002
CC(=O)Cl.CCC(=S)NC1C(=O)N2C(C(=O)O)=C(CSc3nnc(CN)s3)CS[C@H]12>C1CCOC1.C1CCOC1.CCN(CC)CC.O>CCC(=S)NC1C(=O)N2C(C(=O)O)=C(CSc3nnc(CNC(C)=O)s3)CS[C@H]12
null
63.799999
CS(=O)(=O)Cl.Cl.NCc1nnc(SCC2=C(C(=O)O)N3C(=O)C(NC(=O)Cc4cccs4)[C@H]3SC2)s1>ClCCl>CS(=O)(=O)NCc1nnc(SCC2=C(C(=O)O)N3C(=O)C(NC(=O)Cc4cccs4)[C@H]3SC2)s1
null
31.799999
CCC(=S)NC1C(=O)N2C(C(=O)O)=C(CSc3nnc(CN)s3)CS[C@H]12.CCN(CC)CC.CN=C=O>C1CCOC1.C1CCOC1.O>CCC(=S)NC1C(=O)N2C(C(=O)O)=C(CSc3nnc(CNC(=O)NC)s3)CS[C@H]12
null
96.199997
CC(=O)NCC(=O)NNC(=S)[S-].[K+]>O=S(=O)(O)O>CC(=O)NCc1nnc(S)s1
null
69.099998
CC(=O)NCCC(=O)NNC(=S)[S-].O=S(=O)(O)O.[K+].[Na+].[OH-]>>CC(=O)NCCc1nnc(S)s1
null
78.800003
O=C(CCO)NNC(=S)[S-].O=S(=O)(O)O.[K+]>CCOC(C)=O.CCOC(C)=O>OCCc1nnc(S)s1
null
24.700001
C1CCOC1.CC1(CCCC(=O)O)OCCO1.[Li].[Li]C>CCOCC>CC(=O)CCCC1(C)OCCO1
0
null
C=CCCCCCC.CC(C)(C)OO.[B].[O-]O>B#[W]>CCCCCCC1CO1
90
36
N[C@H](Cc1c[nH]cn1)C(=O)NO.O=C1OC(=O)c2ccccc21>CN(C)C=O.O>N[C@H](Cc1c[nH]cn1)C(=O)N(O)C(=O)c1ccccc1C(=O)O
null
44.900002
NCCCCCC(=O)O.O=C(Cl)OCc1ccccc1.[Na+].[Na+].[OH-].[OH-]>CCOCC>O=C(O)CCCCCNC(=O)OCc1ccccc1
null
73.099998
C=CCCl.CN(C)c1ccc(C(=O)Cl)cc1.CN(C)c1ccc(C(=O)O)cc1.CN(C)c1ccc(C(=O)O)cc1.CN(C)c1ccc(C(=O)[O-])cc1.[Na+]>CN(C)C=O>C=CCOC(=O)c1ccc(N(C)C)cc1
null
60
CC(=O)O.C[C@@]12CCC[C@H]1[C@@H]1CCC3=CC(=O)CC[C@]3(CO)[C@H]1CC2.O.[BH4-].[BH4-].[BH4-].[K+].[K+].[K+]>CCO>C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO)[C@@H]1CC[C@@H]2O
0
null
O=C(O)c1ccccc1C(=O)C=Cc1ccccc1O>O>O=C1OC2(C=Cc3ccccc3O2)c2ccccc21
null
90.300003
O.O=[N+]([O-])O.c1ccc(C2CCOCC2)cc1>CC(=O)O.CC(=O)O>O=[N+]([O-])c1ccc(C2CCOCC2)cc1
-10
null
O=[N+]([O-])c1ccc(C2CCOCC2)cc1>Cl>Nc1ccc(C2CCOCC2)cc1
60
72.699997
Nc1ccc(C2CCOCC2)cc1.O=N[O-].O=S(=O)(O)O.O=S(=O)(O)O.[Na+]>O.O>Oc1ccc(C2CCOCC2)cc1
5
null
CCOC(=O)C(C)Oc1ccc(C2CCOCC2)cc1.[Na+].[OH-]>CCO>CC(Oc1ccc(C2CCOCC2)cc1)C(=O)O
null
89.300003
CCOC(=O)C(Br)CC.Oc1ccc(C2CCOCC2)cc1.[Na]>CCO.CCO>CCOC(=O)C(CC)Oc1ccc(C2CCOCC2)cc1
0
null
CCOC(=O)C(CC)Oc1ccc(C2CCOCC2)cc1.[Na+].[OH-]>CCO>CCC(Oc1ccc(C2CCOCC2)cc1)C(=O)O
20
92.400002
CCCCCC(=O)Cl.Oc1ccccc1>c1ccncc1>CCCCCC(=O)Oc1ccccc1
null
94.699997
CCCCCC(=O)Oc1ccccc1.Cl.[Al+3].[Cl-].[Cl-].[Cl-]>>CCCCCC(=O)c1ccccc1O
120
null
CCCCCCc1cc(SC)ccc1O.COC(=O)c1ccc(Br)c(C(=O)OC)c1.O=C([O-])[O-].[K+].[K+].[Na+].[OH-]>CCO.O.O=[N+]([O-])c1ccccc1.[Cu]>CCCCCCc1cc(SC)ccc1Oc1ccc(C(=O)O)cc1C(=O)O
140
74.699997
CCCCCBr.O.Oc1ccccc1O.[Na]>CCO>CCCCCOc1ccccc1O
null
87.099998
CCCCCOc1cc(SC)ccc1O.COC(=O)c1ccc(Br)c(C(=O)OC)c1.O=C([O-])[O-].[K+].[K+].[Na+].[OH-]>CCO.O.O.O=[N+]([O-])c1ccccc1.[Cu]>CCCCCOc1cc(SC)ccc1Oc1ccc(C(=O)O)cc1C(=O)O
120
84.800003
ClCc1ccc(Cl)cc1Cl.OC(/C=C/c1ccccc1)Cn1ccnc1.[H-].[Na+]>C1CCOC1.C1CCOC1>Clc1ccc(COC(/C=C/c2ccccc2)Cn2ccnc2)c(Cl)c1
25
null
Cc1cccc(C=O)c1.O.O=S(=O)(O)O.OCC(O)CO>c1ccccc1>Cc1cccc(C2OCC(O)CO2)c1
null
64.599998
Cc1cccc(C2OCC(O)CO2)c1.ClCc1ccccc1.[H-].[Na+].c1ccccc1>Cc1ccccc1C>Cc1cccc(C2OCC(OCc3ccccc3)CO2)c1
null
91.900002
O.O=Cc1cccc(F)c1.O=S(=O)(O)O.OCC(O)CO>c1ccccc1>OC1COC(c2cccc(F)c2)OC1
null
73.199997
ClCc1ccccc1.OC1COC(c2cccc(F)c2)OC1.[H-].[Na+]>Cc1ccccc1C.c1ccccc1>Fc1cccc(C2OCC(OCc3ccccc3)CO2)c1
null
71.199997
O.O=Cc1cccc(Cl)c1.OCC(O)CO>Cc1ccc(S(=O)(=O)O)cc1.c1ccccc1>OC1COC(c2cccc(Cl)c2)OC1
null
42.200001
Cc1ccccc1CCl.OC1COC(c2cccc(Cl)c2)OC1>>Cc1ccccc1COC1COC(c2cccc(Cl)c2)OC1
null
39.200001
O=Cc1ccccc1F.O=S(=O)(O)O.OCC(O)CO>CCOCC>OC1COC(c2ccccc2F)OC1
null
45.5
ClCc1ccccc1.OC1COC(c2ccccc2F)OC1.[H-].[Na+]>>Fc1ccccc1C1OCC(OCc2ccccc2)CO1
null
46.599998
COc1cccc(C=O)c1.OCC(CO)OCc1ccccc1>>COc1cccc(C2OCC(OCc3ccccc3)CO2)c1
null
86.599998
COc1ccccc1CCl.OC1COC(c2ccccc2)OC1.[H-].[Na+]>>COc1ccccc1COC1COC(c2ccccc2)OC1
100
77.900002
O.O=S(=O)(O)O.c1ccc(COC2COC(c3ccccc3)OC2)cc1>CCO>OCC(CO)OCc1ccccc1
null
87.400002
ClCc1ccccc1.OC1COC(c2ccco2)OC1.[H-].[H][H].[Na+]>Cc1ccccc1>c1ccc(COC2COC(c3ccco3)OC2)cc1
70
86.5
COC(CCl)OC.Cc1ccc(S(=O)(=O)O)cc1.OCC(CO)OCc1ccccc1>>ClCC1OCC(OCc2ccccc2)CO1
null
49.599998
C1=COCCC1.O=C(CO)CO>Cl>O=C(COC1CCCCO1)COC1CCCCO1
85
66.800003
CCN(CC)CCCl.CCOC(=O)c1[nH]c(-c2ccccc2)c2ccccc12.Cl.[H-].[Na+]>CN(C)C=O>CCOC(=O)c1c2ccccc2c(-c2ccccc2)n1CCN(CC)CC.Cl
60
null
CCN(CC)CCCl.CCOC(=O)C1N=C(c2ccccc2)c2cc(Cl)ccc2NC1=O.Cl.[Cl-].[H-].[Na+].[Na+]>CN(C)C=O>CCOC(=O)c1c2ccc(Cl)cc2c(-c2ccccc2)n1CCN(CC)CC.Cl
60
null
CCN(CC)CCn1c(C(=O)OC(C)C)c2ccc(Cl)cc2c1-c1ccccc1.CCOC(=O)C1N=C(c2ccccc2)c2cc(Cl)ccc2NC1=O.C[O-].Cl.ClCCl.[Na+]>CC(=O)O>CC(C)OC(=O)C1N=C(c2ccccc2)c2cc(Cl)ccc2NC1=O
25
null
BrCCCCBr.CCOC(=O)c1[nH]c(-c2ccccc2)c2cc(Cl)ccc12.[Cl-].[H-].[Na+].[Na+]>CN(C)C=O>CCOC(=O)c1c2ccc(Cl)cc2c(-c2ccccc2)n1CCCCBr
60
null
CCN(CC)CCCl.CNC(=O)c1[nH]c(-c2ccccc2)c2cc(Cl)ccc12.Cl>>CCN(CC)CCn1c(C(=O)NC)c2ccc(Cl)cc2c1-c1ccccc1
70
null
CCN(CC)C(=O)CCl.CCOC(=O)c1[nH]c(-c2ccccc2)c2cc(Cl)ccc12.CN(C)P(=O)(N(C)C)N(C)C.[H-].[Na+]>CCO>CCOC(=O)c1c2ccc(Cl)cc2c(-c2ccccc2)n1CC(=O)N(CC)CC
80
null
CN(C)C=O.O=C1CN=C(c2ccccc2)c2cc(Cl)ccc2N1Cc1ccccc1.[H-].[Na+]>O>O=C(NCc1ccccc1)c1[nH]c(-c2ccccc2)c2cc(Cl)ccc12
60
null
CO.CO.C[O-].O=C1C=C(S(=O)(=O)O)C(=O)O1.[Na+]>>COC(C(=O)[O-])C(C(=O)[O-])S(=O)(=O)O.[Na+].[Na+].[Na+]
80
null
CCCCCCCCCCCCO.O=C1C=C(S(=O)(=O)O)C(=O)O1.[Na+].[OH-]>O>CCCCCCCCCCCCOC(C(=O)[O-])C(C(=O)[O-])S(=O)(=O)O.[Na+].[Na+].[Na+]
100
64.199997
CC(C)=O.O=C1C=C(S(=O)(=O)O)C(=O)O1.OCCO.[Na+].[OH-]>O>CC(O)OC(C(=O)[O-])C(C(=O)[O-])S(=O)(=O)O.[Na+].[Na+].[Na+]
80
null
O=C1CC(=O)c2ccccc21.[BH4-].[H][H].[Na+]>[Pd]>O=C1CC(O)c2ccccc21
null
95
C1CCNCC1.CCN(CC)c1ccc(C=O)cc1.O=C1CC(O)c2ccccc21>CCCCCl>CCN(CC)c1ccc(C=C2C(=O)c3ccccc3C2O)cc1
null
44
CC(=O)OC(C)=O.CC(=O)OC(C)=O.CC(=O)OC(C)=O.NC(=O)Nc1ccc(S(=O)(=O)O)cc1.O=C(O)CC(=O)O.[K]>CC(=O)O>O=C1CC(=O)N(c2ccc(S(=O)(=O)O)cc2)C(=O)N1.[K]
95
91.099998
CC(=O)OC(C)=O.CC(=O)OC(C)=O.CCNC(=O)Nc1ccc(S(=O)(=O)O)cc1.O=C(O)CC(=O)O.[Na]>CC(=O)O>CCN1C(=O)CC(=O)N(c2ccc(S(=O)(=O)O)cc2)C1=O.[Na]
95
93.5
BrCc1ccccc1.CC(C)=O.[K+].[OH-].c1ccc(Nc2ccc(-c3ccc(Nc4ccccc4)cc3)cc2)cc1.c1ccccc1>>c1ccc(CN(c2ccccc2)c2ccc(-c3ccc(N(Cc4ccccc4)c4ccccc4)cc3)cc2)cc1
null
81
CCN(CC)c1cccc(C)c1.O=Cc1ccccc1.O=Cc1ccccc1.O=S(=O)(O)O>CCCCO>CCN(CC)c1ccc(C(c2ccccc2)c2ccc(N(CC)CC)cc2C)c(C)c1
null
70
O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.O=P([O-])([O-])[O-].O=S(=O)([O-])[O-].[Mg+2]>O>O=C(CO)[C@@H](O)[C@H](O)[C@H](O)CO
70
null
O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.O=P([O-])([O-])[O-].O=S(=O)([O-])[O-].[Mg+2]>>O=C(CO)[C@@H](O)[C@H](O)[C@H](O)CO
70
null
CC(=O)OC(C)=O.N#CCC(=O)O.O=CCS.[Na]>>CC(=O)Nc1sccc1C(=O)O
20
null
CC1=C(C)C(=O)OC1=O.NC1CCC(O)CC1>ClCCl>CC1=C(C)C(=O)N(C2CCC(O)CC2)C1=O
20
69.400002
C=CC=O.CC(O)CCO>>C=CC1OCCC(C)O1
null
99
CC(C)c1ccc(CCC(=O)O)cc1>[Fe]>CC(C)c1ccc(CCC(=O)CCc2ccc(C(C)C)cc2)cc1
290
null
Cl[Si](Cl)(c1ccccc1)c1ccccc1.[K+].[OH-]>CC(C)=O.O>c1ccc([Si]2(c3ccccc3)O[Si](c3ccccc3)(c3ccccc3)O[Si](c3ccccc3)(c3ccccc3)O[Si](c3ccccc3)(c3ccccc3)O2)cc1
null
94.099998
CCOC(=O)c1cc(C)sc1N.CCOC=C(C(=O)OCC)C(=O)OCC>CCO>CCOC(=O)C(=CNc1sc(C)cc1C(=O)OCC)C(=O)OCC
110
null
CCOS(=O)(=O)OCC.CCn1cc(C(=O)O)c(=O)c2cc(C)sc21.O=C([O-])[O-].[K+].[K+]>CN(C)C=O>CCOC(=O)c1cn(CC)c2sc(C)cc2c1=O
100
null
CCI.CCOC(=O)c1cnc2sc(C)cc2c1O.[H-].[Na+]>CN(C)C=O>CCOC(=O)c1cn(CC)c2sc(C)cc2c1=O
70
null
CCOC(=O)c1cn(CC)c2sc(C)cc2c1=O.[Na+].[OH-]>CC(=O)O>CCn1cc(C(=O)O)c(=O)c2cc(C)sc21
90
null
Br.CC(=O)NCCc1ccc(N)cc1.Cl.Nc1nc(N)c2nc(CBr)cnc2n1.[Na+].[OH-]>CC(=O)N(C)C>CC(=O)NCCc1ccc(NCc2cnc3nc(N)nc(N)c3n2)cc1
null
70
BrBr.CC(=O)c1ccc(Cl)s1.Cc1ccc(S(=O)(=O)O)cc1.OCCO.c1ccccc1>O>Clc1ccc(C2(CBr)OCCO2)s1
null
64.5
BrBr.CC(=O)c1ccc(C)c(Br)c1.CCCCO.Cc1ccc(S(=O)(=O)O)cc1>O.OCCO.c1ccccc1>Cc1ccc(C2(CBr)OCCO2)cc1Br
null
57
COc1cc(N)ccc1C(C)=O.Cl.Cl.O=N[O-].[Na+]>CC(=O)O.Cl[Cu].O.O>COc1cc(Cl)ccc1C(C)=O
60
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This is the reaction temperature and yield training set extracted from the Open Reaction Dataset (ORD) used in the paper ChemBART (arXiv:2601.02915)
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Paper for ChemBart/ORD-temperature-yield-training-set