4-Chlorocinnamic acid

HCID 637797

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Basic information

CAS: 1615-02-7
Standard SMILES: O=C(O)/C=C/c1ccc(Cl)cc1
InChIKey: GXLIFJYFGMHYDY-ZZXKWVIFSA-N
Molecular formula: C9H7ClO2
Average molar mass: 182.6 g/mol
Monoisotopic mass: 182.01345714

Overview

4-chlorocinnamic acid is an organochlorine compound comprising trans-cinnamic acid having a chloro substituent at the 4-position on the phenyl ring. It is functionally related to a trans-cinnamic acid.

Names & identifiers

Preferred name: 4-Chlorocinnamic acid
IUPAC: (E)-3-(4-chlorophenyl)prop-2-enoic acid
English name: (E)-3-(4-Chlorophenyl)acrylic Acid
Molecular formula: C9H7ClO2
Molecular weight: 182.6

Names & synonyms

4-CHLOROCINNAMIC ACID1615-02-7p-Chlorocinnamic acid(2E)-3-(4-chlorophenyl)prop-2-enoic acid(E)-p-Chlorocinnamic acid(2E)-3-(4-chlorophenyl)acrylic acidNSC 52172CHEBI:61116Cinnamic acid, p-chloro-, (E)-Cinnamic acid, p-chloro-, trans-EINECS 213-373-1(2E)-3-(4-Chlorophenyl)-2-propenoic acid

Show more names

AKOS 92736TIMTEC-BB SBB008203RARECHEM BK HC T318Baclofen Impurity 214-CHLOROCINNAMIC ACID 99+%p-Chloro-trans-cinnamic acid4-Chloro-trans-cinnamic acid3-(4-CHLOROPHENYL)ACRYLIC ACID

2-Propenoic acid, 3-(4-chlorophenyl)-, (E)-DTXSID001275521pChlorocinnamic acidCinnamic acid, pchloroRefChem:5219773(pChlorophenyl)acrylic acid3(4Chlorophenyl)2propenoic acidDTXCID70212698

Database identifiers

CAS: 1615-02-7、940-62-5
PubChem CID: 637797
DTXSID: DTXSID001275521
ChEMBL: CHEMBL327951
ChEBI: CHEBI:61116
UNII: 6J7K3LQS3P
EC Number: 213-373-1、216-564-8
Nikkaji: J208.177F、J40.580I

Properties

Computed structural properties

XLogP: 2.4
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 181

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Organic Acids

Physical DescriptionWhite powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 248 · 248-250 °C(lit.)
Boiling point: 260.71 °C · 260.71°C (rough estimate)
Density: 1.2377 · 1.2377 (rough estimate)
refractive index: 1.5426 · 1.5426 (estimate)
storage temp.: 2 · 2-8°C
solubility: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: Solid
pka: 4.35 · 4.35±0.10(Predicted)
color: White
InChI: InChI=1S/C9H7ClO2/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6H,(H,11,12)/b6-3+
InChIKey: GXLIFJYFGMHYDY-ZZXKWVIFSA-N
SMILES: C(O)(=O)/C=C/C1=CC=C(Cl)C=C1
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
Hazard Codes: Xn
Risk Statements: 22 · 22
Safety Statements: 36 · 36
WGK Germany: 3 · 3
RTECS: 8490000 · GD8490000

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]

Hazard information

Regulatory Information · 2 items

Chemical: 2-Propenoic acid, 3-(4-chlorophenyl)-

Status: Active Update: 03-08-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/31470

Hazards SummaryCauses changes in motor activity, ataxia, and rigidity in intraperitoneal lethal-dose studies of mice; [RTECS] A skin and strong eye irritant; Toxic by ingestion; [Alfa Aesar MSDS] See 2,4-Dichlorocinnamic acid. See Cinnamic acid.

Hazard Classes and Categories · 2 items

Acute Tox. 4 (100%)

Acute Tox. 4 (50%)