Cinnamoyl chloride

Cinnamoyl chloride Basic information

Product Name:	Cinnamoyl chloride
Synonyms:	(2E)-3-Phenyl-2-propenoyl chloride;3-phenyl-2-propenoylchlorid;3-phenyl-acryloylchloride;beta-Phenylacryloyl chloride;Cinnamic chloride;Phenylacrylchloride;Phenylacrylyl chloride;TRANS-CINNAMOYL CHLORIDE
CAS:	102-92-1
MF:	C9H7ClO
MW:	166.6
EINECS:	203-065-5
Product Categories:	Pharmaceutical Intermediates;Aromatic Halides (substituted);102-92-1
Mol File:	102-92-1.mol

Cinnamoyl chloride Chemical Properties

Melting point	35-37 °C (lit.)
Boiling point	256-258 °C (lit.)
density	d445.3 1.1617
refractive index	nD42.5 1.614
Fp	>230 °F
storage temp.	2-8°C
solubility	dioxane: 0.1 g/mL, clear
form	Crystalline Solid
color	White to yellow
Water Solubility	DECOMPOSES
Merck	13,2323
BRN	606265
CAS DataBase Reference	102-92-1(CAS DataBase Reference)
NIST Chemistry Reference	2-Propenoyl chloride, 3-phenyl-(102-92-1)
EPA Substance Registry System	2-Propenoyl chloride, 3-phenyl- (102-92-1)

Safety Information

Hazard Codes	C
Risk Statements	34-29-20-14
Safety Statements	26-36/37/39-45-25-30-23-8
RIDADR	UN 3261 8/PG 2
WGK Germany	3
F	10-21
HazardClass	8
PackingGroup	III
HS Code	29163990

MSDS Information

Provider	Language
3-Phenyl-2-propenoyl chloride	English
ACROS	English
SigmaAldrich	English
ALFA	English

Cinnamoyl chloride Usage And Synthesis

Chemical Properties	white to yellowish crystalline solid
Uses	Titrimetric determination of small amounts of water.
Synthesis Reference(s)	Organic Syntheses, Coll. Vol. 3, p. 714, 1955 Tetrahedron Letters, 14, p. 5121, 1973 DOI: 10.1016/S0040-4039(01)87403-7
Hazard	Skin irritant.
Purification Methods	Refractionate it in a vacuum until the distillate solidifies on cooling, and recrystallise it from pet ether. The trans-amide has m 145-150o (from H2O) [Beilstein 9 III 2711]. [Adams & Ulich J Am Chem Soc 42 605 1920, Bergmann et al. J Chem Soc 2524 1952, Beilstein 9 H 587, 9 I 233, 9 II 390, 9 III 2710, 9 IV 2020.]

Cinnamoyl chloride Preparation Products And Raw materials

Raw materials	Thionyl chloride-->CARBON DIOXIDE-->Oxalyl chloride-->Sodium cinnamate
Preparation Products	Cinnamamide-->Pentyl cinnamate-->3-Phenyl-2-propen-1-ol-->8-BROMOQUINOLIN-2(1H)-ONE-->6-Methyl-4-phenylchroman-2-one-->Oroxylin A-->N,N-DIPHENYLCINNAMAMIDE-->1-cinnamoyl-4-(2-pyridinyl)piperazine-->2-Propenamide, N-(3-aminopropyl)-3-phenyl-, (E)- (9CI)-->N-(3-Hydroxyphenyl)cinnamamide

Methylene Chloride 2-Phenylphenol Cassia Aurantium P.E Catechins 8% HPLC Cinnamamide Tetrakis(triphenylphosphine)platinum Calcium chloride Phenylacetone Acrylamide Diphenyl ether Acryloyl chloride Methanesulfonyl chloride (FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE Polyvinyl chloride Triphenylphosphine Benzoyl chloride Potassium chloride Phenyl salicylate 2-[[(2-ethylphenyl)(2-hydroxyethyl)amino]methyl]-3,3-difluoro-Propanenitrile

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