ChemicalBook--->CAS DataBase List--->3752-25-8

3752-25-8

3752-25-8 Structure

3752-25-8 Structure
IdentificationMore
[Name]

2-Chlorocinnamic acid
[CAS]

3752-25-8
[Synonyms]

2-CHLOROCINNAMIC ACID
(2E)-3-(2-CHLOROPHENYL)ACRYLIC ACID
3-(2-CHLORO-PHENYL)-ACRYLIC ACID
3-(2-CHLOROPHENYL)PROPENOIC ACID
AKOS B004073
AKOS BBB/195
AKOS BBS-00006452
O-CHLOROCINNAMIC ACID
OTAVA-BB BB0125160239
RARECHEM BK HC T319
(2E)-3-(2-Chlorophenyl)-2-propenoic acid
2-Propenoic acid, 3-(2-chlorophenyl)-
3-(2-chlorophenyl)-2-propenoicaci
3-(2-chlorophenyl)-2-propenoicacid
Cinnamic acid, o-chloro-
o-chloro-cinnamicaci
2-Chlorocinnamic acid, predominantly trans
Chlorocinnamicacid
2-CHLOROCINNAMIC ACID, 99%, PREDOMINANTL Y TRANS
2-CLOROCINNAMIC ACID
[EINECS(EC#)]

223-154-2
[Molecular Formula]

C9H7ClO2
[MDL Number]

MFCD00004372
[Molecular Weight]

182.6
[MOL File]

3752-25-8.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powder
[Melting point ]

208-210 °C(lit.)
[Boiling point ]

260.71°C (rough estimate)
[density ]

1.2377 (rough estimate)
[refractive index ]

1.5426 (estimate)
[storage temp. ]

Room temperature.
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[Water Solubility ]

Insoluble in water
[form ]

powder to crystal
[pka]

4.23(at 25℃)
[color ]

White to Almost white
[BRN ]

1365198
[InChI]

InChI=1S/C9H7ClO2/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6H,(H,11,12)
[InChIKey]

KJRRTHHNKJBVBO-AATRIKPKSA-N
[SMILES]

C(O)(=O)C=CC1=CC=CC=C1Cl
[CAS DataBase Reference]

3752-25-8(CAS DataBase Reference)
[NIST Chemistry Reference]

2-Chlorocinnamic acid(3752-25-8)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[RTECS ]

GD8450000
[Hazard Note ]

Irritant
[HS Code ]

29124990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

o-Phthalaldehyde-->Malonic acid-->Acetic anhydride-->2-Chlorobenzaldehyde-->Acetic acid-->Toluene-->Sodium hydroxide-->Water
[Preparation Products]

2-AMINO-3-(2-CHLORO-PHENYL)-PROPIONIC ACID-->3,4-DICHLOROBENZO[B]THIOPHENE-2-CARBONYL CHLORIDE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

o-Chlorocinnamic acid(3752-25-8).msds
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powder
[Uses]

2-Chlorocinnamic acid is a kind of trans-cinnamate. It is used in organic synthesis.
[Biological Functions]

2-Chlorocinnamic acid is a cinnamic acid derivative that inhibits the hydroxylation of phenylpropanoids. It has been shown to inhibit the activity of cinnamic acid derivatives and their hydroxylation in cell lines, which is linked to the inhibition of cellulose acetate synthesis. 2-Chlorocinnamic acid also has an inhibitory effect on the chloride ion and water molecule. The chloride ion may be needed for the formation of hydrochloric acid, which is necessary for cellulose acetate hydrolysis, while water molecules are involved in many biochemical reactions. 2-Chlorocinnamic acid affects human cell lines at temperatures between 10°C and 37°C and at regiospecific sites. This oxidative dehalogenation reaction catalyzed by R. rubra was found to be regiospecific for 2-chlorocinnamic acid; the chloride ion was probably removed after the ring fission reaction.
[Synthesis]

O-chlorocinnamic acid is prepared by reacting o-phthalaldehyde with malonic acid.
[References]

[1] Patent: EP1676838, 2006, A1. Location in patent: Page/Page column 17
[2] Patent: WO2006/69799, 2006, A1. Location in patent: Page/Page column 29-30
Spectrum DetailBack Directory
[Spectrum Detail]

2-Chlorocinnamic acid(3752-25-8)MS
2-Chlorocinnamic acid(3752-25-8)1HNMR
2-Chlorocinnamic acid(3752-25-8)IR1
2-Chlorocinnamic acid(3752-25-8)IR2
2-Chlorocinnamic acid(3752-25-8)Raman
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2-Chlorocinnamic acid, predominantly trans, 99%(3752-25-8)
[TCI AMERICA]

2-Chlorocinnamic Acid,>98.0%(GC)(T)(3752-25-8)
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