54636-68-9

Basic information

• Product Name: 1-(3-bromo-1-propen-1-yl)-3-methylbenzene
• Synonyms: 1-(3-bromo-1-propen-1-yl)-3-methylbenzene
• CAS NO: 54636-68-9
• Molecular Weight: 211.101
• Mol File: 54636-68-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-(3-bromo-1-propen-1-yl)-3-methylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-bromo-1-propen-1-yl)-3-methylbenzene(54636-68-9)
• EPA Substance Registry System: 1-(3-bromo-1-propen-1-yl)-3-methylbenzene(54636-68-9)

Safety Data

• Hazardous Substances Data: 54636-68-9(Hazardous Substances Data)

Usage

Functional groups

Bromoalkene, aromatic ring

Derivative of

Benzene

Applications

a. Production of pharmaceuticals
b. Manufacturing of fragrances and flavorings
c. Building block for synthesis of various organic compounds
d. Intermediate in organic chemistry
e. Production of fine chemicals and specialty materials

Upstream product

• 82444-40-4 3-(3-methylphenyl)acrylic acid methyl ester 
• 50556-03-1 3-m-tolyl-acrylic acid ethyl ester 
• 620-23-5 m-tolyl aldehyde 
• 93614-80-3 3-(3-methylphenyl)prop-2-en-1-al 
• 73244-32-3 3-(3-methylphenyl)-2-propen-1-ol 
• 591-17-3 meta-bromotoluene 
• 58824-47-8 1-(m-tolyl)prop-2-en-1-ol 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 

Downstream Products

• 94711-81-6 4-Methyl-2-<α-(m-tolyl)-allyl>-phenol 
• 16122-61-5 3-m-tolyl-allylamine 
• 94711-82-7 m-Methyl-cinnamyl-p-tolylether 
• 17157-48-1 bromoacetaldehyde 
• 99-04-7 m-Toluic acid 

Relevant articles and documents

Highly Regio- A nd Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids

Highly regio- A nd enantioselective hydrogenation of conjugated α-substituted dienoic acids was realized for the first time using Trifer-Rh complex, providing a straightforward method for the synthesis of chiral α-substituted ?,?′-unsaturated acids. DFT calculations revealed N+H-O hydrogen bonding interaction is formed to stabilize the transition state and the coordination of 4,5-double bond to Rh(III) center would facilitate the reductive elimination process. This hydrogenation provided a gram-scale synthesis of the precursor of sacubitril.

Arene Trifunctionalization with Highly Fused Ring Systems through a Domino Aryne Nucleophilic and Diels–Alder Cascade

A convenient and efficient domino aryne process was developed under transition-metal-free conditions to generate a range of tetra- and pentacyclic ring systems. This transformation was realized via a 1,2-benzdiyne through a nucleophilic and Diels–Alder reaction cascade using styrene as the diene moiety. Three new chemical bonds, namely one C?N and two C?C bonds, and two benzofused rings could be constructed concomitantly, which was made possible by distinct chemoselective control at both the 1,2-aryne and 2,3-aryne stages. Moreover, in-depth studies were carried out on the domino aryne precursors and controlling the diastereoselectivity.

Copper-catalyzed nucleophilic trifluoromethylation of allylic halides: A simple approach to allylic trifluoromethylation

Trifluoromethylation: The treatment of allylic halides with trifluoromethyltrimethylsilane in the presence of a catalytic amount of copper(I) thiophene-2-carboxylate (CuTC) gives the corresponding allylic trifluoromethylation products in good to high yields and with complete regioselectivity (see scheme). The use of THF as a solvent is crucial for obtaining good yields of product.