4251-65-4

Basic information

• Product Name: (4-CHLORO-PHENYL)-ACETALDEHYDE
• Synonyms: 2-(4-CHLOROPHENYL)ACETALDEHYDE;(4-CHLORO-PHENYL)-ACETALDEHYDE;(4-Chloro-phenyl)-etaldehyde;(4-chloro-phenyl0_acetaldehyde;2-(4-Chlorophenyl)ethanal;4-Chlorobenzeneacetaldehyde
• CAS NO: 4251-65-4
• Molecular Formula: C₈H₇ClO
• Molecular Weight: 154.59
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aldehydes;Phenyls & Phenyl-Het
• Mol File: 4251-65-4.mol
• Article Data: 89

Chemical Properties

• Melting Point: 87-88 °C(Solv: benzene (71-43-2))
• 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: (4-CHLORO-PHENYL)-ACETALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-CHLORO-PHENYL)-ACETALDEHYDE(4251-65-4)
• EPA Substance Registry System: (4-CHLORO-PHENYL)-ACETALDEHYDE(4251-65-4)

Safety Data

• Hazardous Substances Data: 4251-65-4(Hazardous Substances Data)

Usage

General Description

(4-Chloro-phenyl)-acetaldehyde is a chemical compound that belongs to the class of organic compounds known as phenylacetaldehydes. Its IUPAC name is 1-(4-Chlorophenyl)ethanal. The chemical formula for the compound is C8H7ClO and its molecular weight is 154.59 g/mol. It contains a phenyl group (a ring of six carbon atoms) substituted with a chlorine atom and attached to an acetaldehyde group. (4-CHLORO-PHENYL)-ACETALDEHYDE is used in the synthesis of other chemicals and is typically handled with care due to its potentially harmful nature. A precise safety assessment should be considered by professionals in chemistry before its usage.

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

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 105-39-5 chloroacetic acid ethyl ester 
• 140-53-4 p-chlorobenzyl cyanide 
• 60947-43-5 1-chloro-4-(2-nitroethyl)benzene 
• 956-04-7 3-(4-chlorophenyl)-1-phenylprop-2-en-1-one 
• 1073-67-2 4-vinylbenzyl chloride 
• 106-47-8 4-chloro-aniline 
• 109-92-2 ethyl vinyl ether 
• 4412-41-3 1-Chloro-4-(2,2-dichloro-ethyl)-benzene 
• 81321-33-7 (E)-N-[2-(4-Chlorophenyl)ethenyl]morpholine 
• 861529-20-6 1,2-diethoxy-1-(4-chloro-phenyl)-ethane 
• 14062-24-9 4-chloro-benzeneacetic acid, ethyl ester 
• 2788-86-5 4-Chlorostyrene oxide 
• 50-00-0 formaldehyd 

Downstream Products

• 1550-92-1 3-(4-chloro-benzyl)-1,1-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide 
• 14091-10-2 (S)-2-acetamido-3-(4-chlorophenyl)propanoic acid 
• 14091-10-2 N-acetyl-4-chlorophenylalanine 
• 1878-66-6 4-chlorophenylacetic Acid 
• 444587-02-4 E-2-(N,N-dimethylamino)-1-(4-chlorophenyl)ethene 
• 74444-81-8 5-chloro-1,3-dihydro-2H-inden-2-one 
• 70090-69-6 1-chloro-4-(prop-2-yn-1-yl)benzene 
• 1562370-46-0 C₂₁H₂₂ClN₃O 
• 207799-86-8 2-(4-chlorophenyl)-2,2-difluoroethanol 

Relevant articles and documents

Oxidation of certain 4-substituted phenethyl alcohols with Collins reagent: On the mechanism of a carbon-carbon bond cleavage

A mechanism is proposed for a carbon-carbon bond cleavage observed in the oxidation of certain 4-substituted phenethyl alcohols with Collins reagent.

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).

Structural and Biochemical Studies Enlighten the Unspecific Peroxygenase from Hypoxylon sp. EC38 as an Efficient Oxidative Biocatalyst

Unspecific peroxygenases (UPOs) are glycosylated fungal enzymes that can selectively oxidize C-H bonds. UPOs employ hydrogen peroxide as the oxygen donor and reductant. With such an easy-to-handle cosubstrate and without the need for a reducing agent, UPOs are emerging as convenient oxidative biocatalysts. Here, an unspecific peroxygenase from Hypoxylon sp. EC38 (HspUPO) was identified in an activity-based screen of six putative peroxygenase enzymes that were heterologously expressed in Pichia pastoris. The enzyme was found to tolerate selected organic solvents such as acetonitrile and acetone. HspUPO is a versatile catalyst performing various reactions, such as the oxidation of prim- and sec-alcohols, epoxidations, and hydroxylations. Semipreparative biotransformations were demonstrated for the nonenantioselective oxidation of racemic 1-phenylethanol rac-1b (TON = 13 000), giving the product with 88% isolated yield, and the oxidation of indole 6a to give indigo 6b (TON = 2800) with 98% isolated yield. HspUPO features a compact and rigid three-dimensional conformation that wraps around the heme and defines a funnel-shaped tunnel that leads to the heme iron from the protein surface. The tunnel extends along a distance of about 12 ? with a fairly constant diameter in its innermost segment. Its surface comprises both hydrophobic and hydrophilic groups for dealing with substrates of variable polarities. The structural investigation of several protein-ligand complexes revealed that the active site of HspUPO is accessible to molecules of varying bulkiness with minimal or no conformational changes, explaining the relatively broad substrate scope of the enzyme. With its convenient expression system, robust operational properties, relatively small size, well-defined structural features, and diverse reaction scope, HspUPO is an exploitable candidate for peroxygenase-based biocatalysis.