1794-45-2

Basic information

• Product Name: 2-CHLOROCINNAMALDEHYDE
• Synonyms: Cinnamaldehyde,o-chloro- (7CI,8CI); 2-Chlorocinnamaldehyde; o-Chlorocinnamaldehyde
• CAS NO: 1794-45-2
• Molecular Formula: C₉H₇ClO
• Molecular Weight: 166.6
• Mol File: 1794-45-2.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 286.8°C at 760 mmHg
• Flash Point: 133.2°C
• Appearance: /
• Density: 1.192g/cm³
• Vapor Pressure: 0.00259mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: 2-CHLOROCINNAMALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLOROCINNAMALDEHYDE(1794-45-2)
• EPA Substance Registry System: 2-CHLOROCINNAMALDEHYDE(1794-45-2)

Safety Data

• Hazardous Substances Data: 1794-45-2(Hazardous Substances Data)

Usage

General Description

2-Chlorocinnamaldehyde is an organic compound with the chemical formula C9H7ClO. It is a pale yellow liquid with a strong, sweet, floral odor. 2-CHLOROCINNAMALDEHYDE is primarily used as a flavor and fragrance ingredient in the food and cosmetic industries. It is also utilized in the production of pharmaceuticals and as an intermediate in organic synthesis. Additionally, 2-Chlorocinnamaldehyde has been studied for its potential antimicrobial and antitumor properties. It is important to handle this chemical with caution, as it may cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C9H7ClO/c10-9-6-2-1-4-8(9)5-3-7-11/h1-7H/b5-3+

Upstream product

• 120681-06-3 3-(2-chlorophenyl)propenoyl chloride 
• 56-23-5 tetrachloromethane 
• 148775-24-0 (2E)-3-(2-chlorophenyl)-prop-2-en-1-ol 
• 89-98-5 2-chloro-benzaldehyde 
• 75-07-0 acetaldehyde 
• 782498-45-7 C₉H₉ClO₂ 
• 64-17-5 ethanol 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 75-27-4 bromodichloromethane 
• 2039-87-4 2-chlorostyrene 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 24393-51-9 ethyl 3-(2-chlorophenyl)acrylate 
• 1504-71-8 3-(2-chlorophenyl)prop-2-en-1-ol 

Downstream Products

• 72776-18-2 1t,4t-bis-(2-chloro-phenyl)-buta-1,3-diene 
• 40978-56-1 C₁₀H₁₁ClN₄ 
• 713-07-5 4-(2-chloro-phenyl)-2-hydroxy-but-3-enoic acid amide 
• 1504-71-8 3-(2-chlorophenyl)prop-2-en-1-ol 
• 704-96-1 trans-2-chlorocinnamic acid 
• 1000682-27-8 C₁₂H₁₀ClN₃O₂ 
• 1134193-25-1 1-(o-chlorophenyl)-2-(o-chlorophenyl)-5-benzoyl-1,2-dihydropyridine 
• 1134193-16-0 4-(o-chlorophenyl)-1-(p-fluorophenyl)-3-benzoyl-1,4-dihydropyridine 
• 1134193-17-1 4-(o-chlorophenyl)-1-(p-bromophenyl)-3-(p-chlorobenzoyl)-1,4-dihydropyridine 
• 1146770-48-0 (4R)-4-(2-chlorophenyl)-2-hydroxy-7-methyl-3,4-dihydropyrano-[4,3-b]-pyran-5(2H)-one 
• 112853-60-8 3-(2-chlorophenyl)-5-hydroxy-2-isoxaline 
• 1020270-20-5 (S)-3-(2-chlorophenyl)-4-nitrobutanal 

Relevant articles and documents

Preparation method of alpha-deuterated olefine aldehyde

The invention relates to a preparation method of alpha-deuterated olefine aldehyde, which comprises the following steps: by taking alpha, beta-olefine aldehyde as a raw material, carrying out a reversible Michael addition mechanism under the action of deuterium water, a nucleophilic reagent and an organic catalyst to obtain an alpha-deuterated olefine aldehyde compound. The method has high selectivity, and does not generate deuterated by-products at other positions. The alpha-deuterated olefine aldehyde compound prepared by the invention has great application value, can be further widely converted to prepare mono (poly) deuterated olefin and derivatives, olefine acid, conjugated olefine aldehyde, eneyne and other compounds, and has important significance in drug synthesis.

Enantioselective Organocatalytic Synthesis of 1,2,3-Trisubstituted Cyclopentanes

An organocatalytic asymmetric domino Michael/α-alkylation reaction between enals and non-stabilized alkyl halides has been developed. Chiral secondary amine catalyzed cyclization reaction of 1-bromo-3-nitropropane with α,β-unsaturated aldehydes provides 1,2,3-trisubstituted cyclopentane carbaldehydes with high diastereo- (dr up to 8 : 1) and enantioselectivities (ee up to 96 %).

Substrate-Controlled Chemo-/Enantioselective Synthesis of α-Benzylated Enals and Chiral Cyclopropane-Fused 2-Chromanone Derivatives

Substrate-controlled cascade reactions between α,β-unsaturated aldehydes or their analogues and 2,4-dinitrobenzyl chloride in the presence of a chiral secondary amine as the catalyst and base were developed, to obtain a broad spectrum of α-benzylated enals and enantioenriched cyclopropane-fused chroman-2-one derivatives. The cyclopropane-tethered iminium ion clearly served as a key intermediate in these reactions to trigger stereochemical outcomes, one of which was supported by a control experiment. (Figure presented.).