3-(3,4-Dichlorophenyl)prop-2-enoic acid

HCID 14548

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Basic information

CAS: 1202-39-7
Standard SMILES: O=C(O)C=Cc1ccc(Cl)c(Cl)c1
InChIKey: RRLUFPHCTSFKNR-UHFFFAOYSA-N
Molecular formula: C9H6Cl2O2
Average molar mass: 217.05 g/mol
Monoisotopic mass: 215.9744848

Names & identifiers

Preferred name: 3-(3,4-Dichlorophenyl)prop-2-enoic acid
IUPAC: 3-(3,4-dichlorophenyl)prop-2-enoic acid
English name: 3,4-Dichlorocinnamic acid
Molecular formula: C9H6Cl2O2
Molecular weight: 217.05

Names & synonyms

3-(3,4-dichlorophenyl)prop-2-enoic acidMFCD00004385(2E)-3-(3,4-Dichlorophenyl)acrylic acidEnamine_0054633,4-dichloro cinnamic acid3,4-dichloro-cinnamic acidSCHEMBL1124517RRLUFPHCTSFKNR-UHFFFAOYSA-NSTR02636AKOS025243220PS-7921SY015682

Show more names

(E)-3-(3,4-Dichlorophenyl)acrylic acidNsc518800RARECHEM BK HC T316OTAVA-BB BB70204003573,4-Dichlorociamic acid3,4-DICHLOROCINNAMIC ACID3,4-Dichlorocinnnamic AcidCinnamic acid, 3,4-dichloro-3,4-DICHLOROCINNAMIC ACID 97%3,4-Dichlorocinnamic acid-97%

3-(3,4-dichlorophenyl)-2-propeneoic acidDB-021862NS00044750F958411

Database identifiers

CAS: 1202-39-7
PubChem CID: 14548
DTXSID: DTXSID101311887

Properties

Computed structural properties

XLogP: 3.1
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 216

Physicochemical properties

Melting point: 218 · 218-220 °C (lit.)
Boiling point: 366.6 · 366.6±32.0 °C(Predicted)
Density: 1.457 · 1.457±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: 25 mg/mL, · ethanol: soluble25mg/mL, very slightly hazy, faintly yellow
pka: 4.18 · 4.18±0.10(Predicted)
form: Powder or Crystalline Powder
color: White to off-white
BRN: 1872129 · 1872129
InChI: InChI=1S/C9H6Cl2O2/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5H,(H,12,13)
InChIKey: RRLUFPHCTSFKNR-DUXPYHPUSA-N
SMILES: C(O)(=O)C=CC1=CC=C(Cl)C(Cl)=C1
CAS DataBase Reference: 1202 · 1202-39-7(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 480625 A7SY · 480625A7SY
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-24/25
WGK Germany: 3 · 3
RTECS: 3333900 · UD3333900
HazardClass: IRRITANT
HS Code: 29163990 · 29163990
Storage Class: 13 · 13 - Non Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
rtecs: UD3333900
hs_code: 29163990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-24/25
hazard_class: IRRITANT
Storage Class: 13 - Non Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications

Uses3,4-Dichlorocinnamic acid was used in the preparation of indolopiperidine CCR2B receptor antagonists possessing a conformationally restricted C-5 linker chain and a restricted piperidine ring.

General Description3,4-Dichlorocinnamic acid undergoes photodimerization in the presence of water.