56578-37-1

Basic information

• Product Name: 3-Chlorocinnamaldehyde
• Synonyms: 3-CHLOROCINNAMALDEHYDE;2-PROPENAL, 3-(3-CHLOROPHENYL)-,(2E);(E)-3-(3-Chlorophenyl)-2-propenal;(E)-3-Chlorocinnamaldehyde;m-Chlorocinnamaldehyde;(E)-3-(3-chlorophenyl)acrylaldehyde
• CAS NO: 56578-37-1
• Molecular Formula: C₉H₇ClO
• Molecular Weight: 166.6
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives
• Mol File: 56578-37-1.mol
• Article Data: 37

Chemical Properties

• Melting Point: 39 °C
• Boiling Point: 291.3 °C at 760 mmHg
• Flash Point: 134.9 °C
• Appearance: /
• Density: 1.192 g/cm³
• Vapor Pressure: 0.00197mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 3-Chlorocinnamaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chlorocinnamaldehyde(56578-37-1)
• EPA Substance Registry System: 3-Chlorocinnamaldehyde(56578-37-1)

Safety Data

• Hazardous Substances Data: 56578-37-1(Hazardous Substances Data)

Usage

General Description

3-Chlorocinnamaldehyde is a chemical compound that belongs to the class of organic compounds known as cinnamaldehydes. It is characterized by a benzene ring bearing a single aldehyde substituent and an alpha,beta-unsaturated carbonyl group (or propenal). 3-Chlorocinnamaldehyde is known for its yellow to light yellow crystalline powder appearance. It is often used in the fragrance industry due to its cinnamon odor. Its molecular formula is C9H7ClO and possesses a molar mass of 166.6 g/mol. This chemical can be synthesized starting from cinnamaldehyde via alpha-chlorination. Handling this compound mandates caution due to its potential irritant properties.

InChI:InChI=1/C9H7ClO/c10-9-5-1-3-8(7-9)4-2-6-11/h1-7H/b4-2+

Upstream product

• 75-07-0 acetaldehyde 
• 587-04-2 m-Chlorobenzaldehyde 
• 260803-83-6 (E)-2-[-2-(m-chloro)styryl]-3-tosylbenzothiazoline 
• 625-99-0 3-iodochlorobenzene 
• 260803-73-4 3-(2-aminophenylthio)-1-(3-chlorophenyl)prop-1-yne 
• 260803-93-8 N-{2-[3-(3-chloro-phenyl)-prop-2-ynylsulfanyl]-phenyl}-4-methyl-benzenesulfonamide 
• 1504-67-2 3-(3-chlorophenyl)prop-2-en-1-ol 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 64-17-5 ethanol 
• 873-63-2 m-chlorobenzyl alcohol 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 136415-83-3 3-(3-chlorophenyl)propanal 
• 1866-38-2 3-chlorocinnamic acid 
• 119125-31-4 (E)-3-(3-chlorophenyl)prop-2-en-1-ol 

Downstream Products

• 777-63-9 4-(3-chloro-phenyl)-2-hydroxy-but-3-enoic acid amide 
• 1504-67-2 3-(3-chlorophenyl)prop-2-en-1-ol 
• 1507-91-1 3-Chlor-1-(3-chlor-phenyl)-prop-1-en 
• 889-06-5 5-(3-chloro-styryl)-2,2-dimethyl-oxazolidin-4-one 
• 1020270-23-8 (S)-3-(3-chlorophenyl)-4-nitrobutanal 
• 1095532-20-9 (2R,3R)-2-(benzylthio)-3-(3-chlorophenyl)-3-(2,5-dioxopyrrolidin-1-yl)propanal 
• 1095532-19-6 (2S,3R)-2-(benzylthio)-3-(3-chlorophenyl)-3-(2,5-dioxopyrrolidin-1-yl)propanal 
• 1126906-51-1 (R)-diethyl 2-(1-(3-chlorophenyl)-2-formylethyl)malonate 
• 1154760-57-2 C₁₀H₈ClNO₃ 
• 1154760-76-5 C₁₀H₈ClNO₃ 
• 1151841-89-2 (R)-3-(3-chlorophenyl)-3-(4,7-dihydro-1H-indol-2-yl)propanal 
• 1100803-82-4 methyl 2-((1S,2S,3R,4R)-3-(3-chlorophenyl)-2-formyl-4-nitrocyclopentyl)acetate 
• 1188292-98-9 C₁₇H₁₄ClNO 

Relevant articles and documents

Method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and diphosphine ligand used in method

The invention discloses a method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and a diphosphine ligand used in the method. According to the invention, indole-substituted phosphoramidite diphosphine ligand which is stable in air and insensitive to light is synthesized by utilizing a continuous one-pot method, and the indole-substituted phosphoramidite diphosphine ligand and a rhodium catalyst are used for jointly catalyzing to successfully achieve a hydroformylation reaction of aromatic terminal alkyne and terminal conjugated eneyne under the condition of synthesis gas for the first time, so that an olefine aldehyde structure compound can be rapidly and massively prepared, and particularly, a polyolefine aldehyde structure compound which is more difficult to synthesize in the prior art can be easily prepared and synthesized, and a novel method is provided for synthesis and modification of drug molecules, intermediates and chemical products.

Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand

The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.

Biocatalytic Asymmetric Cyclopropanations via Enzyme-Bound Iminium Ion Intermediates

Cyclopropane rings are an important structural motif frequently found in many natural products and pharmaceuticals. Commonly, biocatalytic methodologies for the asymmetric synthesis of cyclopropanes rely on repurposed or artificial heme enzymes. Here, we engineered an unusual cofactor-independent cyclopropanation enzyme based on a promiscuous tautomerase for the enantioselective synthesis of various cyclopropanes via the nucleophilic addition of diethyl 2-chloromalonate to α,β-unsaturated aldehydes. The engineered enzyme promotes formation of the two new carbon-carbon bonds with excellent stereocontrol over both stereocenters, affording the desired cyclopropanes with high diastereo- and enantiopurity (d.r. up to 25:1; e.r. up to 99:1). Our results highlight the usefulness of promiscuous enzymes for expanding the biocatalytic repertoire for non-natural reactions.