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144703

Sigma-Aldrich

3,4-Dichlorocinnamic acid

97%

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About This Item

Linear Formula:
Cl2C6H3CH=CHCO2H
CAS Number:
Molecular Weight:
217.05
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

218-220 °C (lit.)

solubility

ethanol: soluble 25 mg/mL, very slightly hazy, faintly yellow

SMILES string

OC(=O)\C=C\c1ccc(Cl)c(Cl)c1

InChI

1S/C9H6Cl2O2/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5H,(H,12,13)/b4-2+

InChI key

RRLUFPHCTSFKNR-DUXPYHPUSA-N

General description

3,4-Dichlorocinnamic acid undergoes photodimerization in the presence of water[1].

Application

3,4-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[2].

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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J Witherington et al.
Bioorganic & medicinal chemistry letters, 11(16), 2177-2180 (2001-08-22)
The preparation and biological evaluation of a series of indolopiperidine CCR2B receptor antagonists possessing a conformationally restricted C-5 linker chain in combination with a restricted piperidine ring are described. Compared to the parent compound 1, analogue 8 shows a dramatic
Water-participation in the crystalline-state photodimerization of cinnamic acid derivatives. A new type of organic photoreaction.
Nakanishi F, et al.
Bulletin of the Chemical Society of Japan, 49, 3096-3099 (1976)

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