144703
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.
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.
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
Regulatory Information
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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)
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
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