18365-42-9

Basic information

• Product Name: alpha-Chlorocinnamaldehyde
• Synonyms: 2-chloro-3-phenyl-2-propenal;2-Propenal, 2-chloro-3-phenyl-;alpha-chloro-cinnamaldehyd;Cinnamaldehyde, alpha-chloro-;ALPHA-CHLOROCINNAMALDEHYDE;α-chlorocinnamaldehyde;ALPHA-CHLOROCINNAMALDEHYDE, 90+%;2-Chloro-3-phenylpropenal
• CAS NO: 18365-42-9
• Molecular Formula: C₉H₇ClO
• Molecular Weight: 166.6
• EINECS: 242-237-4
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aldehydes;C9;Carbonyl Compounds
• Mol File: 18365-42-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 20-22 °C(lit.)
• Boiling Point: 107-108 °C3 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Brown/Liquid After Melting
• Density: 1.1466 (rough estimate)
• Vapor Pressure: 0.00889mmHg at 25°C
• Refractive Index: n20/D 1.64(lit.)
• Storage Temp.: 0-6°C
• CAS DataBase Reference: alpha-Chlorocinnamaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-Chlorocinnamaldehyde(18365-42-9)
• EPA Substance Registry System: alpha-Chlorocinnamaldehyde(18365-42-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-27-37/39
• RIDADR: UN 2810 6.1/PG 2
• WGK Germany: 3
• RTECS: GD6489990
• Hazardous Substances Data: 18365-42-9(Hazardous Substances Data)

Usage

Chemical Properties

Brown liquid after melting

InChI:InChI=1/C9H7ClO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-7H/b9-6-

Upstream product

• 20473-36-3 2,3-dichloro-3-phenyl-propionaldehyde 
• 127-08-2 potassium acetate 
• 64-19-7 acetic acid 
• 104-55-2 3-phenyl-propenal 
• 67-66-3 chloroform 
• 4747-15-3 1-(2-methoxyvinyl)benzene 
• 84782-53-6 3-phenyl-2-(phenylseleno)propionaldehyde 
• 121034-36-4 C₁₅H₁₄Cl₂OSe 
• 36261-05-9 Triphenylphosphin-chlor-formyl-methylen 
• 100-52-7 benzaldehyde 
• 25234-20-2 5-Chloro-2-(1-chloro-2-hydroxy-2-phenyl-ethyl)-6-phenyl-[1,3]dioxan-4-ol 
• 332-15-0 1-(2-phenylethynyl)piperidine 
• 14371-10-9 (E)-3-phenylpropenal 
• 23553-32-4 2-Chloro-2-[1,3]dioxolan-2-yl-1-phenyl-ethanol 

Downstream Products

• 705-54-4 (Z)-α-chlorocinnamic acid 
• 54944-37-5 2,2,3-trichloro-3-phenyl-propionaldehyde 
• 53783-57-6 2-chloro-3-phenyl-2-propen-1-ol 
• 851282-97-8 (Z)-2-chloro-3-(2-nitrophenyl)acrylaldehyde 
• 1727-39-5 α-chloro β-phenyl acrylic acid 
• 65298-18-2 2r-(1-chloro-2-phenyl-vinyl)-5c-methyl-oxazolidin-4-one 
• 65298-18-2 2r-(1-chloro-2-phenyl-vinyl)-5t-methyl-oxazolidin-4-one 
• 121597-20-4 2-[(Z)-2-Chloro-3-phenyl-prop-2-en-(E)-ylideneamino]-isoindole-1,3-dione 
• 104-55-2 3-phenyl-propenal 
• 2591-86-8 N-Formylpiperidine 
• 22039-42-5 1,2-dipiperidino-ethene 
• 100-52-7 benzaldehyde 
• 176374-16-6 (E)-3-Phenyl-2-piperidin-1-yl-propenal 
• 870685-69-1 2-(α-chlorocinnamylideneamino)benzimidazole 

Relevant articles and documents

A new synthetic approach to α-chlorocinnamaldehydes

A new simple and efficient transformation of aromatic aldehydes into α-chlorocinnamaldehydes is described. Catalytic olefination reaction of hydrazones of aromatic aldehydes with 2-trichloromethyl-1,3-dioxolane gives ethylene acetals of target alkenes in moderate to good yields. The reaction proceeds stereoselectively to form preferably Z-isomers.

REACTIVITY OF α-ARYLSELENO-ALDEHYDES TOWARDS HALOGENS AND BENZENESELENENYL CHLORIDE

Chlorination of α-seleno-aldehydes bearing an α-hydrogen gives selenium dichlorides which decompose into α-chloro α-seleno-aldehydes and α-chloroenal.Bromination, in all cases, and chlorination for the other α-seleno-aldehydes lead to the α-halogenoaldehydes.