152842-93-8

Basic information

• Product Name: 2-(ALLYLOXY)-5-CHLOROBENZENECARBALDEHYDE
• Synonyms: CHEMBRDG-BB 4021966;ASISCHEM V46518;2-(ALLYLOXY)-5-CHLOROBENZENECARBALDEHYDE;2-(ALLYLOXY)-5-CHLOROBENZALDEHYDE;5-CHLORO-2-(PROP-2-EN-1-YLOXY)BENZALDEHYDE;2-(allyloxy)-5-chlorobenzaldehyde(SALTDATA: FREE)
• CAS NO: 152842-93-8
• Molecular Formula: C₁₀H₉ClO₂
• Molecular Weight: 196.63
• Mol File: 152842-93-8.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 303.4°C at 760 mmHg
• Flash Point: 130.5°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 0.00093mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 2-(ALLYLOXY)-5-CHLOROBENZENECARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(ALLYLOXY)-5-CHLOROBENZENECARBALDEHYDE(152842-93-8)
• EPA Substance Registry System: 2-(ALLYLOXY)-5-CHLOROBENZENECARBALDEHYDE(152842-93-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 152842-93-8(Hazardous Substances Data)

Usage

General Description

2-(Allyloxy)-5-chlorobenzencarbaldehyde is a chemical compound with the molecular formula C11H11ClO2. It is a benzene derivative that contains an aldehyde functional group and a chloro substituent on the benzene ring, as well as an allyloxy group attached to the benzene ring. 2-(ALLYLOXY)-5-CHLOROBENZENECARBALDEHYDE is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals, agrochemicals, and other organic compounds. It has been reported to exhibit antimicrobial, anticancer, and anti-inflammatory activities, and its unique structure makes it a valuable intermediate in the synthesis of diverse organic compounds. It is important to handle and store this compound with appropriate safety measures, as it may pose hazards to human health and the environment if not properly managed.

InChI:InChI=1/C10H9ClO2/c1-2-5-13-10-4-3-9(11)6-8(10)7-12/h2-4,6-7H,1,5H2

Upstream product

• 106-95-6 allyl bromide 
• 635-93-8 5-chlorosalicyclaldehyde 
• 4392-24-9 Cinnamyl bromide 

Downstream Products

• 152842-86-9 (E)-3-(2-Allyloxy-5-chloro-phenyl)-acrylic acid methyl ester 
• 152842-88-1 (E)-3-(2-Allyloxy-5-chloro-phenyl)-2-methyl-acrylic acid ethyl ester 
• 934569-94-5 1-(2-allyloxy-5-chlorophenyl)-3-phenylprop-2-yn-1-ol 
• 934569-93-4 1-(2-allyloxy-5-chlorophenyl)hept-2-yn-1-ol 
• 42180-82-5 5-chloro-2-methyl benzofuran 
• 1246016-26-1 1-(allyloxy)-4-chloro-2-ethynylbenzene 
• 1332501-11-7 C₁₇H₁₆ClNO₂ 
• 1415717-31-5 2-(2-(allyloxy)-5-chlorophenyl)furan 
• 90909-58-3 6H-2-chloro-dibenzopyran-6-one 

Relevant articles and documents

tert-Butyl Hydroperoxide-Initiated Radical Cyclization of 1-(Allyloxy)-2-(1-Arylvinyl)Benzenes with Sulfinic Acids to Access Sulfonated Benzoxepines

A tert-butyl hydroperoxide-initiated radical cyclization of 1-(allyloxy)-2-(1-arylvinyl)benzenes with sulfinic acids for the construction of sulfonated benzoxepines is developed. This reaction involves a radical pathway and offers a straightforward route to the formation of seven-membered ring via sulfonylation/cyclization process. This methodology features mild reaction conditions, a broad substrate scope and good functional group tolerance. (Figure presented.).

Visible-Light-Promoted Cascade Radical Cyclization: Synthesis of 1,4-Diketones Containing Chroman-4-One Skeletons

A visible-light-induced cascade radical cyclization of aroyl chlorides with 2-(allyloxy)-benzaldehyde derivatives has been developed. The method takes advantages of unactivated C=C bonds as the acyl radical acceptors and offers a mild and green approach for the synthesis of 1,4-diketones bearing biologically important chroman-4-one skeletons with moderate to good yields.

Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans

Metal-catalyzed cycloisomerization reactions of 1,n-enynes have become conceptually and chemically attractive processes in the search for atom economy, which is a key subject of current research. However, metal-catalyzed cycloisomerization between aryl enol ether and silylalkynes has not been developed. The ruthenium hydride complex catalyzed cycloisomerization between aryl enol ether and silylalkynes is reported to give benzofurans having useful functional groups, vinyl and trimethylsilylmethyl, on the 2- and 3-positions, respectively.