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Date/Time:  10/10/19 6:51 GMT

Cinnamoyl chloride

Molecular Formula:C9H7ClO
Molecular Weight:166.604 g/mol
Synonym:Cinnamoyl chloride;3-Phenyl-2-propenoyl chloride;3-Phenylpropenoyl
EINECS No.:203-065-5
FEMA No.:2007
Density:1.1617 g/cm3 (20 C)
Melting point:35-37 °C(lit.)
Boiling point:256-258 °C(lit.)
Appea , rance: white or yellowish crystal
Storage temp:0-6°C
Partition Coefficient:3.19
Heat Of Vaporization:49.5 kJ/mol
Water-solubility:Soluble in petroleum ether, carbon tetrachloride and hot ethanol,
insoluble in water. Slowly decompose in water.
Keep container closed when not in use. Store in a cool, dry, well-ventilated area
away from incompatible substances. Corrosives area. Refrigerator (approx 4 C).
Store protected from moisture.
Keep container tightly closed. Do not get on skin or in eyes. Do not ingest or
inhale. Use with adequate ventilation. Discard contaminated shoes.

Used as an intermediate in organic synthesis for the determination of trace
This product can be used as an intermediate in organic synthesis. Cinnamamide can
be prepared by amidation, and n-cinnamyl -nphenylhydroxylamine can be prepared by
interaction with phenylhydroxylamine. Cinnamyl chloride can also be used to
synthesize the anti-inflammatory and analgesic drug Sinnoxicam (cinnoxicam) and
other fine chemicals. A reagent for the determination of trace water.

Production preparation:
Cinnamyl chloride is obtained by the reaction of sodium cinnamate with acetyl
chloride. The acetyl chloride and benzene are mixed into solution, and the dried
sodium cinnamate is added several times under stirring from time to time. After
each addition, the carbon dioxide is released and the next time is added. Then
reflux for 2 hours. After a little cooling, the resulting sodium chloride and
trace unreacted sodium cinnamate are filtered out. The filtrate was distilled to
remove benzene at atmospheric pressure and then distilled at 131C (1.47kPa) to
obtain the product in 75-90 yield. Carbon tetrachloride can be recrystallized when
purification is needed. Cinnamyl chloride was prepared by the reaction of cinnamic
acid with dichloro sulfoxide.

Polyvinyl cinnamate adhesive (PVAC,) is a linear polymer compound with molecular
weight of 15000 ~ 20 000, which is obtained by esterification of polyvinyl alcohol
and cinnamyl chloride. The photosensitive adhesive was prepared by adding 5-
nitroacenaphthene and organic solvent cyclohexanone, that is, the double bond of
the molecule was opened and solidified under ultraviolet light irradiation. It has
important applications in the manufacture of integrated circuits and micro
components. A photoresist, polyvinyl cinnamate, synthesized from polyvinyl alcohol
and cinnamyl chloride in a pyridine solvent. The prepared photoresist is called
KPR.. The photochemical dimerization of the double bond of cinnamate was formed
under the action of ultraviolet light, and it was turned into an insoluble
substance. KPR was the first photoresist used in photolithography, and 5-
nitroacenaphthene was usually added as Guang Min. Photoresist, also known as
photoresist, can be used in photolithography, which is widely used in printing and
electronic industry. Its working principle is that the light part is crosslinked
to form the insoluble hardening film, which is processed into negative image
(negative glue), or the original insoluble glue becomes soluble after
illumination, and is processed as a positive image (positive glue).
 Cinnamoyl chloride
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