4251-63-2

Basic information

• Product Name: (2-CHLOROPHENYL)ACETALDEHYDE
• Synonyms: (2-CHLOROPHENYL)ACETALDEHYDE;2-(2-Chlorophenyl)ethanal
• CAS NO: 4251-63-2
• Molecular Formula: C₈H₇ClO
• Molecular Weight: 154.6
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aldehydes;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 4251-63-2.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 235.8 °C at 760 mmHg
• Flash Point: 106.3 °C
• Appearance: /
• Density: 1.175 g/cm³
• Vapor Pressure: 0.049mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: (2-CHLOROPHENYL)ACETALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-CHLOROPHENYL)ACETALDEHYDE(4251-63-2)
• EPA Substance Registry System: (2-CHLOROPHENYL)ACETALDEHYDE(4251-63-2)

Safety Data

• Hazardous Substances Data: 4251-63-2(Hazardous Substances Data)

Usage

Description

(2-Chlorophenyl)acetaldehyde, also known as 2-Chloro-benzeneacetaldehyde, is an organic compound with the molecular formula C8H7ClO. It is a derivative of acetaldehyde, featuring a chlorophenyl group attached to the carbonyl carbon. (2-Chlorophenyl)acetaldehyde is characterized by its reactivity and potential applications in the synthesis of various chemical compounds.

Uses

Used in Pharmaceutical Industry:
(2-Chlorophenyl)acetaldehyde is used as a synthetic intermediate for the preparation of regioand stereoselective α-fluorinated amides. These amides are important in the development of new pharmaceuticals, particularly those targeting specific biological receptors or enzymes.
Used in Chemical Research:
In the field of chemical research, (2-Chlorophenyl)acetaldehyde serves as a key building block for the synthesis of regioselective 1,4-disubstituted 1,2,3-triazoles. These triazoles are valuable compounds with diverse applications, including their use as ligands, catalysts, and in the development of new materials with unique properties.
Overall, (2-Chlorophenyl)acetaldehyde is a versatile compound with significant potential in both the pharmaceutical industry and chemical research, contributing to the development of new drugs and advanced materials.

InChI:InChI=1/C8H7ClO/c9-8-4-2-1-3-7(8)5-6-10/h1-4,6H,5H2

Upstream product

• 135879-72-0 [(E)-2-(2-Chloro-phenyl)-vinyl]-carbamic acid methyl ester 
• 19819-95-5 2-(2-chlorophenyl)-1-ethanol 
• 615-41-8 2-iodochlorobenzene 
• 15851-90-8 (E)-3-(2-chlorophenyl)acrylamide 
• 2039-87-4 2-chlorostyrene 
• 2444-36-2 2'-chloro-benzeneacetic acid 

Downstream Products

• 4311-00-6 (2-chloro-phenyl)-acetaldehyde-semicarbazone 
• 46322-07-0 C₉H₁₁ClN₄ 
• 99846-64-7 2-(2-Chlorophenyl)-N-methylacetamide 
• 701-06-4 1-(2′-chlorophenyl)-2-propanol 
• 6282-87-7 3-(2-chlorophenyl)-propanol 
• 848978-56-3 (2R)-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-2-(2-chlorobenzyl)-5,6-didehydro-piperidin-4-one 
• 1746-11-8 2-methyl-2,3-dihydro-1-benzofuran 
• 52516-17-3 2-(2-chlorochlorophenyl)-N-methylethanamine 
• 141438-36-0 N'-tert-Butyl-N-[2-(2-chloro-phenyl)-ethyl]-N-methyl-formamidine 
• 1065495-62-6 (Z)-N-(2-propynyl)-N'-[2-(2-chlorophenyl)ethylidene]hydrazine 
• 1065495-27-3 (E)-N-(2-propynyl)-N'-[2-(2-chlorophenyl)ethylidene]hydrazine 
• 1359070-93-1 1-(2-chlorobenzyl)-2-p-toluenesulfonyl-1,2,3,4-tetrahydroisoquinolin-7-ol 
• 1431696-13-7 (E)-1-chloro-2-(3-(phenylsulfonyl)allyl)benzene 

Relevant articles and documents

Regioselective, Diastereoselective, and Enantioselective One-Pot Tandem Reaction Based on an in Situ Formed Reductant: Preparation of 2,3-Disubstituted 1,5-Benzodiazepine

The 1,5-benzodiazepines are important skeletons frequently contained in medicinal chemistry. Herein, we described an unexpected tandem cyclization/transfer hydrogenation reaction for obtaining chiral 2,3-disubstituted 1,5-benzodiazepines. The enolizable aryl aldehydes were chosen as substrates to react with symmetric and unsymmetric o-phenylenediamines. The unforeseen tandem reaction occurred among many possible latent side reactions under chiral phosphoric acid catalysis and affords the corresponding products in moderate yields and regioselectivities, good diastereoselectivities, and enantiomeric ratio (up to 99:1).

Stereoselective synthesis of 3,4-di-substituted mercaptolactones via photoredox-catalyzed radical addition of thiophenols

A visible light mediated radical addition of thiophenols on 4-phenylbut-3-enoic acids to give diastereoselective synthesis of 3,4-disubstituted γ-lactones is reported. The reaction precludes the conventional prerequisite of conjugate addition. Furthermore, the lactones were successfully utilized in the synthesis of γ-ketoamides.

Maleimide-assisted anti-Markovnikov Wacker-type oxidation of vinylarenes using molecular oxygen as a terminal oxidant

Arylacetaldehydes were successfully synthesized by the anti-Markovnikov Wacker-type oxidation of vinylarenes using 1 atm O2 as a terminal oxidant under mild conditions. Electron-deficient alkenes, such as maleic anhydride and maleimides, were effective additives and would operate as ligands to stabilize the Pd(0) species during the reaction.