58824-52-5

Basic information

• Product Name: α-vinyl-o-chlorobenzyl alcohol
• Synonyms: α-vinyl-o-chlorobenzyl alcohol
• CAS NO: 58824-52-5
• Molecular Weight: 168.623
• Mol File: 58824-52-5.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: α-vinyl-o-chlorobenzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: α-vinyl-o-chlorobenzyl alcohol(58824-52-5)
• EPA Substance Registry System: α-vinyl-o-chlorobenzyl alcohol(58824-52-5)

Safety Data

• Hazardous Substances Data: 58824-52-5(Hazardous Substances Data)

Usage

General Description

Alpha-vinyl-o-chlorobenzyl alcohol, also known as AVCOB or chlorobenzyl alcohol, is a chemical compound with the molecular formula C9H9ClO. It is an important intermediate in the synthesis of various pharmaceuticals and agricultural products. AVCOB is used as a solvent, a starting material in the production of resins, and as an additive in the formulation of pesticides and herbicides. It is a colorless liquid with a sharp, sweet odor and is flammable. α-vinyl-o-chlorobenzyl alcohol is considered to be relatively stable under normal conditions, but can react violently with strong oxidizing agents and alkalis. It is important to handle alpha-vinyl-o-chlorobenzyl alcohol with caution and in accordance with proper safety protocols.

Upstream product

• 694-80-4 2-bromo-1-chlorobenzene 
• 107-02-8 acrolein 
• 89-98-5 2-chloro-benzaldehyde 
• 1826-67-1 vinyl magnesium bromide 
• 2351-74-8 chloromethylsulfonylmethane 

Downstream Products

• 1504-71-8 3-(2-chlorophenyl)prop-2-en-1-ol 
• 1240503-32-5 2-[1-(o-chlorophenyl)allyl]-3-hydroxy-5,5-dimethylcyclohex-2-enone 
• 1431561-26-0 (S)-2-(2-chlorobenzyl)-4,4-dimethylpyrrolidin-1-yl 4-nitrobenzoate 
• 1431561-44-2 (1E,4E)-5-(2-chlorophenyl)-2,2-dimethylpent-4-enal oxime 
• 1431561-48-6 (E)-tert-butyl(tert-butoxycarbonyl)oxy(5-(2-chlorophenyl)-2,2-dimethylpent-4-en-1-yl)carbamate 
• 1431561-38-4 C₁₃H₁₅ClO 
• 89638-23-3 1-(2-chlorophenyl)-2-propen-1-one 
• 1337953-42-0 1-(2-chlorophenyl)allyl acetate 

Relevant articles and documents

Lanthanide-Catalyzed Tandem Addition of Amines to Cyanoalkenes: Synthesis of Cyclic Amidines

A tandem insertion of aliphatic nitriles and unactivated alkenes to the N-H bond of secondary aliphatic amines catalyzed by simple trialkyl rare-earth metal complexes was disclosed. This reaction provides a highly atom-economic and stereoselective way to a range of cyclic amidines under mild reaction conditions.

In Situ Ring-Closing Strategy for Direct Synthesis of N-Heterocyclic Carbene Nickel Complexes and Their Application in Coupling of Allylic Alcohols with Aryl Boronic Acids

A in situ ring-closing strategy was developed for the synthesis of N-heterocyclic carbene nickel complexes. The process was carried out in air, and did not require solvent purification. The resulting nickel complexes were investigated as catalysts for the coupling of allylic alcohols with aryl boronic acids. A wide range of allylic substrates and aryl acids proved to be applicable to this catalytic system. Control experiments suggest that the Ni(0) may be the true active species in the coupling reactions. (Figure presented.).

A Convenient Palladium-Catalyzed Carbonylative Synthesis of (E)-3-Benzylidenechroman-4-ones

A convenient palladium-catalyzed carbonylation reaction for the efficient synthesis of (E)-3-benzylidenechroman-4-ones has been developed. Using TFBen as a solid CO source, a range of substituted (E)-3-benzylidenechroman-4-ones were prepared in moderate to good yields with 2-iodophenols and allyl chlorides as the substrates. Additionally, substituted quinolin-4(1H)-ones can also be obtained with 2-iodoaniline as the starting material.