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HomeProduct name list2-Chlorocinnamic acid

2-Chlorocinnamic acid

  • CAS NO.:3752-25-8
  • Empirical Formula: C9H7ClO2
  • Molecular Weight: 182.6
  • MDL number: MFCD00004372
  • EINECS: 223-154-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-24 19:19:26
2-Chlorocinnamic acid Structural

What is 2-Chlorocinnamic acid?

Chemical properties

white to light yellow crystal powder. Insoluble in water, soluble in ethanol, ethyl acetate and other organic solvents.

The Uses of 2-Chlorocinnamic acid

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.

Properties of 2-Chlorocinnamic acid

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
pka 4.23(at 25℃)
form  powder to crystal
color  White to Almost white
BRN  1365198
CAS DataBase Reference 3752-25-8(CAS DataBase Reference)
NIST Chemistry Reference 2-Chlorocinnamic acid(3752-25-8)

Safety information for 2-Chlorocinnamic acid

Signal word Warning
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H301:Acute toxicity,oral
H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.
P501:Dispose of contents/container to..…

Computed Descriptors for 2-Chlorocinnamic acid

InChIKey KJRRTHHNKJBVBO-AATRIKPKSA-N

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