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2-Fluorocinnamic acid

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2-Fluorocinnamic acid Basic information

Product Name:
2-Fluorocinnamic acid
Synonyms:
  • -(2-Fluoro-phenyl)-acrylic acid
  • 3-(2-fluorophenyl)-2-propenoicaci
  • 3-(2-Fluorophenyl)propenoic acid
  • 2-Fluorociamic acid
  • 2-Fluorocinnamic acid, predominantly trans
  • (E)-3-(2-fluorophenyl)acrylic acid
  • 3-(2-Fluorophenyl)prop-2-enoic acid, 3-(2-Fluorophenyl)acrylic acid
  • (E)-3-(2-fluorophenyl)-2-propenoate
CAS:
451-69-4
MF:
C9H7FO2
MW:
166.15
EINECS:
207-195-3
Product Categories:
  • Cinnamic acid
  • Miscellaneous
  • Acids & Esters
  • Fluorine Compounds
  • C9
  • Carbonyl Compounds
  • Carboxylic Acids
  • Aromatic Cinnamic Acids, Esters and Derivatives
  • Fluoro-contained cinnamic acid series
  • 451-69-4
Mol File:
451-69-4.mol
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2-Fluorocinnamic acid Chemical Properties

Melting point:
178-180 °C(lit.)
Boiling point:
290°C (rough estimate)
Density 
1.2247 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
form 
Crystalline Powder of Flakes
pka
4.31±0.10(Predicted)
color 
White
BRN 
1863963
InChI
InChI=1S/C9H7FO2/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6H,(H,11,12)
InChIKey
IOUDZAFBPDDAMK-AATRIKPKSA-N
SMILES
C(O)(=O)C=CC1=CC=CC=C1F
CAS DataBase Reference
451-69-4(CAS DataBase Reference)
NIST Chemistry Reference
2-Propenoic acid, 3-(2-fluorophenyl)-(451-69-4)
EPA Substance Registry System
2-Propenoic acid, 3-(2-fluorophenyl)- (451-69-4)
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Safety Information

Hazard Codes 
Xi,C
Risk Statements 
36/37/38-34
Safety Statements 
37/39-26-45-36/37/39-27-24/25
WGK Germany 
3
RTECS 
GD9081000
HazardClass 
IRRITANT
HS Code 
29163990
Storage Class
11 - Combustible Solids

MSDS

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2-Fluorocinnamic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

2-Fluorocinnamic acid was used in the synthesis of acrylamide.

Synthesis

There are various methods for synthesizing o-fluorocinnamic acid, such as Perkin's method, Knoevenagel's method, o-fluorobenzaldehyde-acetone method, o-fluorobenzaldehyde-vinyl ketone method, o-fluorobenzaldehyde-acetic acid method, styrene-carbon tetrachloride method, Styrene-carbon monoxide method, styrene-carbon dioxide method, phenylchloromethane-anhydrous sodium acetate method, halogenated benzene-acrylic acid method, cinnamaldehyde oxidation method and so on. Most of the above methods have no practical industrial application value or have been eliminated due to high energy consumption, heavy pollution, high cost and low yield. At present, the main methods for the industrial production of o-fluorocinnamic acid are Perkin's method and styrene-carbon tetrachloride method. The author reviews and evaluates the progress of the synthesis of o-fluorocinnamic acid based on the classification of reaction materials.

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