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trans-Cinnamic acid

Catalog No. A13538 Name Alfa Aesar
CAS Number 140-10-3 Website
M. F. C9H8O2 Telephone
M. W. 148.15862 Fax
Purity 99+% Email
Storage Chembase ID: 81003

SYNONYMS

Title
反-肉桂酸
IUPAC name
(2E)-3-phenylprop-2-enoic acid
IUPAC Traditional name
cinnamic acid
Synonyms
trans-3-Phenylacrylic acid

DATABASE IDS

CAS Number 140-10-3
EC Number 205-398-1
Merck Index 142299
Beilstein Number 1905952
MDL Number MFCD00004369

PROPERTIES

Purity 99+%
Boiling Point 147°C/4mm
Density 1.250
Flash Point 166°C(330°F)
Melting Point 133-136°C
GHS Pictograms GHS07
GHS Hazard statements H319-H303
European Hazard Symbols Irritant Irritant (Xi)
GHS Precautionary statements P305+P351+P338
Risk Statements 36
RTECS GD7850000
Safety Statements 26
TSCA Listed

DETAILS

REFERENCES

  • Heating with excess thionyl chloride and a catalytic amount of pyridine gives a benzo[b]thiophene derivative, formed by electrophilic addition of thionyl chloride across the double bond of cinnamoyl chloride, Pummerer rearrangement of the resulting sulfinyl chloride and final cyclization. ɑ-Chlorocinnamoyl chloride is formed as a by-product by elimination of SCl2: J. Org. Chem., 40, 3037 (1975):
  • Under similar conditions, 3-phenylpropionic acid gave the same products in lower yield; the reaction was thought to occur via an initial ɑ-enolization of the acid chloride: Tetrahedron Lett., 5149 (1968).