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Phenylpropanoic acids

Organic compounds consisting of a carboxylic acid with the formula: C9H10O2; also known as hydrocinnamic acid. They are widely used in cosmetics, as food additives, and in the pharmaceutical industry.
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1 – 15 de 84 résultats
1

(R)-(-)-2-Phenylpropionic acid, 97%

CAS: 7782-26-5 Formule moléculaire: C9H10O2 Poids moléculaire (g/mol): 150.177 Numéro MDL: MFCD00063140 Clé InChI: YPGCWEMNNLXISK-SSDOTTSWSA-N Synonyme: r---2-phenylpropionic acid,r-2-phenylpropanoic acid,2r-2-phenylpropanoic acid,r-hydratropic acid,--hydratropic acid,r---hydratropic acid,r---2-phenylpropionicacid,r-2-phenylpropionic acid,r-2-phenyl-propionic acid,r-2-phenyl-proprionic acid CID PubChem: 446626 ChEBI: CHEBI:43035 Nom IUPAC: (2R)-2-phenylpropanoic acid SMILES: CC(C1=CC=CC=C1)C(=O)O

Poids moléculaire (g/mol) 150.177
Synonyme r---2-phenylpropionic acid,r-2-phenylpropanoic acid,2r-2-phenylpropanoic acid,r-hydratropic acid,--hydratropic acid,r---hydratropic acid,r---2-phenylpropionicacid,r-2-phenylpropionic acid,r-2-phenyl-propionic acid,r-2-phenyl-proprionic acid
Numéro MDL MFCD00063140
CAS 7782-26-5
CID PubChem 446626
ChEBI CHEBI:43035
Nom IUPAC (2R)-2-phenylpropanoic acid
Clé InChI YPGCWEMNNLXISK-SSDOTTSWSA-N
SMILES CC(C1=CC=CC=C1)C(=O)O
Formule moléculaire C9H10O2
2

3-(3-Hydroxyphenyl)propionic acid, 98+%

CAS: 621-54-5 Formule moléculaire: C9H10O3 Poids moléculaire (g/mol): 166.176 Numéro MDL: MFCD00016554 Clé InChI: QVWAEZJXDYOKEH-UHFFFAOYSA-N Synonyme: 3-3-hydroxyphenyl propanoic acid,3-3-hydroxyphenyl propionic acid,dihydro-3-coumaric acid,benzenepropanoic acid, 3-hydroxy,3-m-hydroxyphenyl propionic acid,3-hydroxybenzenepropanoic acid,3-hydroxyphenylpropionic acid,m-hydroxyphenylpropionic acid,beta-m-hydroxyphenyl propionic acid,hydrocinnamic acid, m-hydroxy CID PubChem: 91 ChEBI: CHEBI:1427 Nom IUPAC: 3-(3-hydroxyphenyl)propanoic acid SMILES: C1=CC(=CC(=C1)O)CCC(=O)O

Poids moléculaire (g/mol) 166.176
Synonyme 3-3-hydroxyphenyl propanoic acid,3-3-hydroxyphenyl propionic acid,dihydro-3-coumaric acid,benzenepropanoic acid, 3-hydroxy,3-m-hydroxyphenyl propionic acid,3-hydroxybenzenepropanoic acid,3-hydroxyphenylpropionic acid,m-hydroxyphenylpropionic acid,beta-m-hydroxyphenyl propionic acid,hydrocinnamic acid, m-hydroxy
Numéro MDL MFCD00016554
CAS 621-54-5
CID PubChem 91
ChEBI CHEBI:1427
Nom IUPAC 3-(3-hydroxyphenyl)propanoic acid
Clé InChI QVWAEZJXDYOKEH-UHFFFAOYSA-N
SMILES C1=CC(=CC(=C1)O)CCC(=O)O
Formule moléculaire C9H10O3
3

(+/-)-Phenylsuccinic acid, 98%

CAS: 635-51-8 Formule moléculaire: C10H10O4 Poids moléculaire (g/mol): 194.186 Numéro MDL: MFCD00004256 Clé InChI: LVFFZQQWIZURIO-UHFFFAOYSA-N Synonyme: phenylsuccinic acid,dl-phenylsuccinic acid,2-phenylsuccinic acid,phenyl succinic acid,butanedioic acid, phenyl,succinic acid, phenyl,2-phenylsuccinate,.alpha.-phenylsuccinic acid,phenylsuccinate,butanedioic acid, 2-phenyl CID PubChem: 95459 Nom IUPAC: 2-phenylbutanedioic acid SMILES: C1=CC=C(C=C1)C(CC(=O)O)C(=O)O

Poids moléculaire (g/mol) 194.186
Synonyme phenylsuccinic acid,dl-phenylsuccinic acid,2-phenylsuccinic acid,phenyl succinic acid,butanedioic acid, phenyl,succinic acid, phenyl,2-phenylsuccinate,.alpha.-phenylsuccinic acid,phenylsuccinate,butanedioic acid, 2-phenyl
Numéro MDL MFCD00004256
CAS 635-51-8
CID PubChem 95459
Nom IUPAC 2-phenylbutanedioic acid
Clé InChI LVFFZQQWIZURIO-UHFFFAOYSA-N
SMILES C1=CC=C(C=C1)C(CC(=O)O)C(=O)O
Formule moléculaire C10H10O4
4

3-(4-Hydroxy-3-methoxyphenyl)propionic acid, 97%

CAS: 1135-23-5 Formule moléculaire: C10H12O4 Poids moléculaire (g/mol): 196.202 Numéro MDL: MFCD00016558 Clé InChI: BOLQJTPHPSDZHR-UHFFFAOYSA-N Synonyme: 3-4-hydroxy-3-methoxyphenyl propanoic acid,3-4-hydroxy-3-methoxyphenyl propionic acid,dihydroferulic acid,hydroferulic acid,dihydroconiferylic acid,unii-o01rnc700m,benzenepropanoic acid, 4-hydroxy-3-methoxy,3-4-hydroxymethyl propionic acid,.beta.-4-hydroxy-3-methoxyphenyl propionic acid,3-4-hydroxy-3-methoxy-phenyl propanoic acid CID PubChem: 14340 ChEBI: CHEBI:86612 Nom IUPAC: 3-(4-hydroxy-3-methoxyphenyl)propanoic acid SMILES: COC1=C(C=CC(=C1)CCC(=O)O)O

Poids moléculaire (g/mol) 196.202
Synonyme 3-4-hydroxy-3-methoxyphenyl propanoic acid,3-4-hydroxy-3-methoxyphenyl propionic acid,dihydroferulic acid,hydroferulic acid,dihydroconiferylic acid,unii-o01rnc700m,benzenepropanoic acid, 4-hydroxy-3-methoxy,3-4-hydroxymethyl propionic acid,.beta.-4-hydroxy-3-methoxyphenyl propionic acid,3-4-hydroxy-3-methoxy-phenyl propanoic acid
Numéro MDL MFCD00016558
CAS 1135-23-5
CID PubChem 14340
ChEBI CHEBI:86612
Nom IUPAC 3-(4-hydroxy-3-methoxyphenyl)propanoic acid
Clé InChI BOLQJTPHPSDZHR-UHFFFAOYSA-N
SMILES COC1=C(C=CC(=C1)CCC(=O)O)O
Formule moléculaire C10H12O4
5

3-(3,4-Dihydroxyphenyl)propionic acid, 98+%

CAS: 1078-61-1 Formule moléculaire: C9H10O4 Poids moléculaire (g/mol): 182.175 Numéro MDL: MFCD00002776 Clé InChI: DZAUWHJDUNRCTF-UHFFFAOYSA-N Synonyme: dihydrocaffeic acid,3-3,4-dihydroxyphenyl propionic acid,hydrocaffeic acid,3,4-dihydroxyhydrocinnamic acid,3-3,4-dihydroxyphenyl propanoic acid,benzenepropanoic acid, 3,4-dihydroxy,hydrocaffeic acid polymer,hykop,3,4-dihydroxyhydrocinnamate,3,4-dihydroxybenzenepropionic acid CID PubChem: 348154 ChEBI: CHEBI:48400 Nom IUPAC: 3-(3,4-dihydroxyphenyl)propanoic acid SMILES: C1=CC(=C(C=C1CCC(=O)O)O)O

Poids moléculaire (g/mol) 182.175
Synonyme dihydrocaffeic acid,3-3,4-dihydroxyphenyl propionic acid,hydrocaffeic acid,3,4-dihydroxyhydrocinnamic acid,3-3,4-dihydroxyphenyl propanoic acid,benzenepropanoic acid, 3,4-dihydroxy,hydrocaffeic acid polymer,hykop,3,4-dihydroxyhydrocinnamate,3,4-dihydroxybenzenepropionic acid
Numéro MDL MFCD00002776
CAS 1078-61-1
CID PubChem 348154
ChEBI CHEBI:48400
Nom IUPAC 3-(3,4-dihydroxyphenyl)propanoic acid
Clé InChI DZAUWHJDUNRCTF-UHFFFAOYSA-N
SMILES C1=CC(=C(C=C1CCC(=O)O)O)O
Formule moléculaire C9H10O4
6

3-(3,4-Dimethoxyphenyl)propionic acid, 98%

CAS: 2107-70-2 Formule moléculaire: C11H14O4 Poids moléculaire (g/mol): 210.229 Numéro MDL: MFCD00002774 Clé InChI: LHHKQWQTBCTDQM-UHFFFAOYSA-N Synonyme: 3-3,4-dimethoxyphenyl propionic acid,3-3,4-dimethoxyphenyl propanoic acid,3,4-dimethoxyhydrocinnamic acid,benzenepropanoic acid, 3,4-dimethoxy,3-3,4-dimethoxyphenyl-propionic acid,3-3,4-dimethoxy-phenyl-propionic acid,unii-6xo32zsp1d,6xo32zsp1d,3-3',4'-dimethoxyphenyl propanoic acid,3-3,4-dimethoxyphenyl propionicacid CID PubChem: 75019 ChEBI: CHEBI:44235 Nom IUPAC: 3-(3,4-dimethoxyphenyl)propanoic acid SMILES: COC1=C(C=C(C=C1)CCC(=O)O)OC

Poids moléculaire (g/mol) 210.229
Synonyme 3-3,4-dimethoxyphenyl propionic acid,3-3,4-dimethoxyphenyl propanoic acid,3,4-dimethoxyhydrocinnamic acid,benzenepropanoic acid, 3,4-dimethoxy,3-3,4-dimethoxyphenyl-propionic acid,3-3,4-dimethoxy-phenyl-propionic acid,unii-6xo32zsp1d,6xo32zsp1d,3-3',4'-dimethoxyphenyl propanoic acid,3-3,4-dimethoxyphenyl propionicacid
Numéro MDL MFCD00002774
CAS 2107-70-2
CID PubChem 75019
ChEBI CHEBI:44235
Nom IUPAC 3-(3,4-dimethoxyphenyl)propanoic acid
Clé InChI LHHKQWQTBCTDQM-UHFFFAOYSA-N
SMILES COC1=C(C=C(C=C1)CCC(=O)O)OC
Formule moléculaire C11H14O4
7

3-(4-Methoxyphenyl)propionic acid, 98%

CAS: 1929-29-9 Formule moléculaire: C10H12O3 Poids moléculaire (g/mol): 180.203 Numéro MDL: MFCD00002777 Clé InChI: FIUFLISGGHNPSM-UHFFFAOYSA-N Synonyme: 3-4-methoxyphenyl propanoic acid,3-4-methoxyphenyl propionic acid,benzenepropanoic acid, 4-methoxy,p-methoxyhydrocinnamic acid,3-p-methoxyphenyl propionic acid,3-4-methoxy-phenyl-propionic acid,4-methoxyhydrocinnamic acid,3-4-methoxyphenyl-propionic acid,4-methoxyhydro cinnamic acid,hydrocinnamic acid, p-methoxy CID PubChem: 95750 Nom IUPAC: 3-(4-methoxyphenyl)propanoic acid SMILES: COC1=CC=C(C=C1)CCC(=O)O

Poids moléculaire (g/mol) 180.203
Synonyme 3-4-methoxyphenyl propanoic acid,3-4-methoxyphenyl propionic acid,benzenepropanoic acid, 4-methoxy,p-methoxyhydrocinnamic acid,3-p-methoxyphenyl propionic acid,3-4-methoxy-phenyl-propionic acid,4-methoxyhydrocinnamic acid,3-4-methoxyphenyl-propionic acid,4-methoxyhydro cinnamic acid,hydrocinnamic acid, p-methoxy
Numéro MDL MFCD00002777
CAS 1929-29-9
CID PubChem 95750
Nom IUPAC 3-(4-methoxyphenyl)propanoic acid
Clé InChI FIUFLISGGHNPSM-UHFFFAOYSA-N
SMILES COC1=CC=C(C=C1)CCC(=O)O
Formule moléculaire C10H12O3
8

3-(4-Chloro-3-methylphenyl)propionic acid, 96%

CAS: 1086386-05-1 Formule moléculaire: C10H11ClO2 Poids moléculaire (g/mol): 198.646 Numéro MDL: MFCD11655590 Clé InChI: PCLIPGMIRVJYFB-UHFFFAOYSA-N Synonyme: 3-4-chloro-3-methylphenyl propanoic acid,3-4-chloro-3-methyl-phenyl-propionic acid,3-4-chloro-3-methylphenyl propionic acid,benzenepropanoic acid, 4-chloro-3-methyl CID PubChem: 46741400 Nom IUPAC: 3-(4-chloro-3-methylphenyl)propanoic acid SMILES: CC1=C(C=CC(=C1)CCC(=O)O)Cl

Poids moléculaire (g/mol) 198.646
Synonyme 3-4-chloro-3-methylphenyl propanoic acid,3-4-chloro-3-methyl-phenyl-propionic acid,3-4-chloro-3-methylphenyl propionic acid,benzenepropanoic acid, 4-chloro-3-methyl
Numéro MDL MFCD11655590
CAS 1086386-05-1
CID PubChem 46741400
Nom IUPAC 3-(4-chloro-3-methylphenyl)propanoic acid
Clé InChI PCLIPGMIRVJYFB-UHFFFAOYSA-N
SMILES CC1=C(C=CC(=C1)CCC(=O)O)Cl
Formule moléculaire C10H11ClO2
9

3-(2,6-Dichlorophenyl)propionic acid, 96%

CAS: 51656-68-9 Formule moléculaire: C9H8Cl2O2 Poids moléculaire (g/mol): 219.061 Numéro MDL: MFCD01310807 Clé InChI: IDEOVPXKPDUXTP-UHFFFAOYSA-N CID PubChem: 2758192 Nom IUPAC: 3-(2,6-dichlorophenyl)propanoic acid SMILES: C1=CC(=C(C(=C1)Cl)CCC(=O)O)Cl

Poids moléculaire (g/mol) 219.061
Numéro MDL MFCD01310807
CAS 51656-68-9
CID PubChem 2758192
Nom IUPAC 3-(2,6-dichlorophenyl)propanoic acid
Clé InChI IDEOVPXKPDUXTP-UHFFFAOYSA-N
SMILES C1=CC(=C(C(=C1)Cl)CCC(=O)O)Cl
Formule moléculaire C9H8Cl2O2
10

3-(4-n-Propoxyphenyl)propionic acid, 96%

CAS: 3243-40-1 Formule moléculaire: C12H16O3 Poids moléculaire (g/mol): 208.257 Numéro MDL: MFCD00484121 Clé InChI: SOFMLHAGBATXNZ-UHFFFAOYSA-N Synonyme: 3-4-propoxyphenyl propanoic acid,3-4-propoxy-phenyl-propionic acid,benzenepropanoic acid,4-propoxy,3-4-n-propoxyphenyl propionic acid,cbmicro_011397,cambridge id 5152838,4-propoxy-benzenepropanoic acid,3-4-n-propoxyphenyl propanoic acid CID PubChem: 2255935 Nom IUPAC: 3-(4-propoxyphenyl)propanoic acid SMILES: CCCOC1=CC=C(C=C1)CCC(=O)O

Poids moléculaire (g/mol) 208.257
Synonyme 3-4-propoxyphenyl propanoic acid,3-4-propoxy-phenyl-propionic acid,benzenepropanoic acid,4-propoxy,3-4-n-propoxyphenyl propionic acid,cbmicro_011397,cambridge id 5152838,4-propoxy-benzenepropanoic acid,3-4-n-propoxyphenyl propanoic acid
Numéro MDL MFCD00484121
CAS 3243-40-1
CID PubChem 2255935
Nom IUPAC 3-(4-propoxyphenyl)propanoic acid
Clé InChI SOFMLHAGBATXNZ-UHFFFAOYSA-N
SMILES CCCOC1=CC=C(C=C1)CCC(=O)O
Formule moléculaire C12H16O3
11

3-(5-Bromo-2-methoxyphenyl)propionic acid, 96%, Thermo Scientific Chemicals

CAS: 82547-30-6 Formule moléculaire: C10H11BrO3 Poids moléculaire (g/mol): 259.10 Numéro MDL: MFCD09258907 Clé InChI: RCLIOLQUIYTUPY-UHFFFAOYSA-N Synonyme: 3-5-bromo-2-methoxyphenyl propanoic acid,benzenepropanoic acid, 5-bromo-2-methoxy,3-5-bromo-2-methoxyphenyl propionic acid,3-5-bromo-2-methoxy-phenyl-propionic acid CID PubChem: 22685184 Nom IUPAC: 3-(5-bromo-2-methoxyphenyl)propanoic acid SMILES: COC1=C(CCC(O)=O)C=C(Br)C=C1

Poids moléculaire (g/mol) 259.10
Synonyme 3-5-bromo-2-methoxyphenyl propanoic acid,benzenepropanoic acid, 5-bromo-2-methoxy,3-5-bromo-2-methoxyphenyl propionic acid,3-5-bromo-2-methoxy-phenyl-propionic acid
Numéro MDL MFCD09258907
CAS 82547-30-6
CID PubChem 22685184
Nom IUPAC 3-(5-bromo-2-methoxyphenyl)propanoic acid
Clé InChI RCLIOLQUIYTUPY-UHFFFAOYSA-N
SMILES COC1=C(CCC(O)=O)C=C(Br)C=C1
Formule moléculaire C10H11BrO3
12

D-(+)-3-Phenyllactic acid, 98%

CAS: 7326-19-4 Formule moléculaire: C9H10O3 Poids moléculaire (g/mol): 166.18 Numéro MDL: MFCD00078062 Clé InChI: VOXXWSYKYCBWHO-MRVPVSSYSA-N Synonyme: r-2-hydroxy-3-phenylpropionic acid,a-hydroxy-3-phenylpropionic acid,2r-2-hydroxy-3-phenylpropanoic acid,d-+-phenyllactic acid,d-+-3-phenyllactic acid,d-+-3-phenyllactic acid,r-+-3-phenyllactic acid,r-+-3-phenyllactic acid,r-3-phenyllactic acid,r-,r- CID PubChem: 643327 ChEBI: CHEBI:32978 Nom IUPAC: (2R)-2-hydroxy-3-phenylpropanoic acid SMILES: O[C@H](CC1=CC=CC=C1)C(O)=O

Poids moléculaire (g/mol) 166.18
Synonyme r-2-hydroxy-3-phenylpropionic acid,a-hydroxy-3-phenylpropionic acid,2r-2-hydroxy-3-phenylpropanoic acid,d-+-phenyllactic acid,d-+-3-phenyllactic acid,d-+-3-phenyllactic acid,r-+-3-phenyllactic acid,r-+-3-phenyllactic acid,r-3-phenyllactic acid,r-,r-
Numéro MDL MFCD00078062
CAS 7326-19-4
CID PubChem 643327
ChEBI CHEBI:32978
Nom IUPAC (2R)-2-hydroxy-3-phenylpropanoic acid
Clé InChI VOXXWSYKYCBWHO-MRVPVSSYSA-N
SMILES O[C@H](CC1=CC=CC=C1)C(O)=O
Formule moléculaire C9H10O3
13

4-(2-Carboxyethyl)benzeneboronic acid, 97%

CAS: 166316-48-9 Formule moléculaire: C9H11BO4 Poids moléculaire (g/mol): 193.993 Numéro MDL: MFCD01318119 Clé InChI: VPSARXNVXCRDIV-UHFFFAOYSA-N Synonyme: 3-4-boronophenyl propanoic acid,4-2-carboxyethyl phenylboronic acid,4-2-carboxyethyl benzeneboronic acid,3-4-boronophenyl propionic acid,3-4-dihydroxyboranyl phenyl propanoic acid,acmc-209dty,benzenepropanoic acid,4-borono,3-4-boronophenyl-propanoic acid,4-borono-benzenepropanoic acid,4-2-carboxyethyl phenyl boronic acid CID PubChem: 3863484 Nom IUPAC: 3-(4-boronophenyl)propanoic acid SMILES: B(C1=CC=C(C=C1)CCC(=O)O)(O)O

Poids moléculaire (g/mol) 193.993
Synonyme 3-4-boronophenyl propanoic acid,4-2-carboxyethyl phenylboronic acid,4-2-carboxyethyl benzeneboronic acid,3-4-boronophenyl propionic acid,3-4-dihydroxyboranyl phenyl propanoic acid,acmc-209dty,benzenepropanoic acid,4-borono,3-4-boronophenyl-propanoic acid,4-borono-benzenepropanoic acid,4-2-carboxyethyl phenyl boronic acid
Numéro MDL MFCD01318119
CAS 166316-48-9
CID PubChem 3863484
Nom IUPAC 3-(4-boronophenyl)propanoic acid
Clé InChI VPSARXNVXCRDIV-UHFFFAOYSA-N
SMILES B(C1=CC=C(C=C1)CCC(=O)O)(O)O
Formule moléculaire C9H11BO4
14

(+/-)-3-Phenyllactic acid, 98+%

CAS: 828-01-3 Formule moléculaire: C9H10O3 Poids moléculaire (g/mol): 166.176 Numéro MDL: MFCD00065928 Clé InChI: VOXXWSYKYCBWHO-UHFFFAOYSA-N Synonyme: dl-3-phenyllactic acid,3-phenyllactic acid,dl-beta-phenyllactic acid,b-phenyllactic acid,2-hydroxy-3-phenyl-propionic acid,3-phenyllactate,2-hydroxy-3-phenylpropionic acid,+--3-phenyllactic acid,dl-phenyllactic acid,beta-phenyllactic acid CID PubChem: 3848 ChEBI: CHEBI:25998 Nom IUPAC: 2-hydroxy-3-phenylpropanoic acid SMILES: C1=CC=C(C=C1)CC(C(=O)O)O

Poids moléculaire (g/mol) 166.176
Synonyme dl-3-phenyllactic acid,3-phenyllactic acid,dl-beta-phenyllactic acid,b-phenyllactic acid,2-hydroxy-3-phenyl-propionic acid,3-phenyllactate,2-hydroxy-3-phenylpropionic acid,+--3-phenyllactic acid,dl-phenyllactic acid,beta-phenyllactic acid
Numéro MDL MFCD00065928
CAS 828-01-3
CID PubChem 3848
ChEBI CHEBI:25998
Nom IUPAC 2-hydroxy-3-phenylpropanoic acid
Clé InChI VOXXWSYKYCBWHO-UHFFFAOYSA-N
SMILES C1=CC=C(C=C1)CC(C(=O)O)O
Formule moléculaire C9H10O3
15

3-(2-Chlorophenyl)propionic acid, 98+%

CAS: 1643-28-3 Formule moléculaire: C9H9ClO2 Poids moléculaire (g/mol): 184.619 Numéro MDL: MFCD00016547 Clé InChI: KZMDFTFGWIVSNQ-UHFFFAOYSA-N Synonyme: 3-2-chlorophenyl propionic acid,3-2-chlorophenyl propanoic acid,benzenepropanoic acid, 2-chloro,2-chlorobenzenepropanoic acid,2-chloro-benzenepropanoic acid,zlchem 694,pubchem19768,acmc-209dqy,2-chlorohydrocinnamic acid,ksc494i2t CID PubChem: 95676 Nom IUPAC: 3-(2-chlorophenyl)propanoic acid SMILES: C1=CC=C(C(=C1)CCC(=O)O)Cl

Poids moléculaire (g/mol) 184.619
Synonyme 3-2-chlorophenyl propionic acid,3-2-chlorophenyl propanoic acid,benzenepropanoic acid, 2-chloro,2-chlorobenzenepropanoic acid,2-chloro-benzenepropanoic acid,zlchem 694,pubchem19768,acmc-209dqy,2-chlorohydrocinnamic acid,ksc494i2t
Numéro MDL MFCD00016547
CAS 1643-28-3
CID PubChem 95676
Nom IUPAC 3-(2-chlorophenyl)propanoic acid
Clé InChI KZMDFTFGWIVSNQ-UHFFFAOYSA-N
SMILES C1=CC=C(C(=C1)CCC(=O)O)Cl
Formule moléculaire C9H9ClO2