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Cinnamoyl chloride

Cinnamoyl chloride structure

CAS No:
102-92-1
Formula:
C9H7ClO
Chemical Name:
Cinnamoyl chloride
Synonyms:
2-Propenoyl chloride,3-phenyl-;Cinnamoyl chloride;3-Phenyl-2-propenoyl chloride;β-Phenylacryloyl chloride;Cinnamic acid chloride;Cinnamic chloride;Benzylideneacetyl chloride;3-Phenylpropenoyl chloride;NSC 4683;3-Phenylacryloyl chloride;3-Phenylacryloyl choride;919299-20-0
Categories:
Chemical Reagents > Organic Reagents

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Cinnamoyl chloride Basic Attributes

Molecular Weight：

166.6

Exact Mass：

166.60

EC Number：

203-065-5

HScode：

2916399090

Characteristics

PSA：

17.1

XLogP3：

2.46520

Appearance：

White to yellow Crystalline Solid

Density：

1.199 g/cm3

Melting Point：

36 °C

Boiling Point：

257 °C

Flash Point：

>230 °F

Refractive Index：

1.614 (20ºC)

Water Solubility：

Decomposes in water;dioxane: 0.1 g/mL, clear

Storage Conditions：

0-6°C

Vapor Pressure：

0.0143mmHg at 25°C

Safety Information

Packing level：

Ⅱ

Hazard category：

Transport codes：

UN 3261 8/PG 2

wgk germany：

hazard class code：

34-29-20-14

safety instructions：

26-36/37/39-45-25-30-23-8

Marks：

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P260-P280-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338

Hazard Statements：

H314

Cinnamoyl chloride Use and Manufacturing

Methods of Manufacturing

From sodium cinnamate and oxalyl chloride reaction. Dissolve oxalyl chloride and benzene into a solution, and add the dried sodium cinnamate multiple times with stirring from time to time. Each time it is added, carbon dioxide is released after the reaction and then the next time. Then reflux for 2h. After a little cooling, the generated sodium chloride and traces of unreacted sodium cinnamate are filtered off. The filtrate is first distilled off benzene under normal pressure, and then distilled under reduced pressure to collect 131 ℃ (1.47kPa) fractions, that is, the product is obtained, the yield is 75-90%. When purification is required, carbon tetrachloride can be used for recrystallization. The reaction of cinnamic acid with dichlorosulfoxide produces cinnamoyl chloride.

Uses

Titrimetric determination of small amounts of water.

Computed Properties

Molecular Weight:166.60
XLogP3:3.1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:166.0185425
Monoisotopic Mass:166.0185425
Topological Polar Surface Area:17.1
Heavy Atom Count:11
Complexity:157
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Benzaldehyde

Carbon dioxide

Thionyl chloride

Oxalyl chloride

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