154180-30-0

Basic information

• Product Name: Benzene, 1-bromo-2-(2-propenylthio)-
• CAS NO: 154180-30-0
• Molecular Formula: C9H9BrS
• Molecular Weight: 229.14
• Mol File: 154180-30-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzene, 1-bromo-2-(2-propenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-bromo-2-(2-propenylthio)-(154180-30-0)
• EPA Substance Registry System: Benzene, 1-bromo-2-(2-propenylthio)-(154180-30-0)

Safety Data

• Hazardous Substances Data: 154180-30-0(Hazardous Substances Data)

Usage

Description

Benzene, 1-bromo-2-(2-propenylthio)-, commonly known as allylthioanisole, is an organic chemical compound characterized by a benzene ring with a bromine atom at one position and an allylthio group at another. Benzene, 1-bromo-2-(2-propenylthio)is recognized for its unique and pleasant odor, making it valuable in the creation of fragrances and flavors.

Uses

Used in Fragrance and Flavor Industry:
Benzene, 1-bromo-2-(2-propenylthio)is utilized as a key ingredient in the production of fragrances and flavors due to its distinctive and agreeable scent, enhancing the sensory experience of various consumer products.
Used as an Intermediate in Organic Synthesis:
Benzene, 1-bromo-2-(2-propenylthio)serves as an intermediate in the synthesis of other organic compounds, contributing to the development of a range of chemical products and materials.
Used in Medicine and Pharmaceuticals:
Benzene, 1-bromo-2-(2-propenylthio)also finds applications in the medical and pharmaceutical fields, where its unique chemical properties may be leveraged for specific therapeutic or diagnostic purposes.
It is crucial to handle Benzene, 1-bromo-2-(2-propenylthio)with care due to its potential toxicity and harmful effects if not properly managed, ensuring safety in its industrial applications.

Upstream product

• 6320-02-1 o-bromothiophenol 
• 106-95-6 allyl bromide 
• 71112-91-9 bis(2-bromophenyl) disulfide 
• 34835-57-9 2-bromo benzene diazonium chloride 
• 39128-19-3 (2-bromophenyl)ethylxanthate 
• 762-72-1 allyl-trimethyl-silane 
• 615-36-1 2-bromoaniline 

Downstream Products

• 6383-15-9 3-methyl-2,3-dihydrobenzo[b]thiophene 
• 16336-50-8 phenyl (E)-propenyl sulphide 
• 1150634-41-5 ethyl 2-phenyl-2-(2-bromophenylthio)-4-pentenoate 
• 5296-64-0 allyl phenyl thioether 

Relevant articles and documents

One-pot Synthesis of Allyl Sulfides from Sulfinate Esters and Allylsilanes through Reduction of Alkoxysulfonium Intermediates

An efficient method to synthesize allyl sulfides from sulfinate esters and allylsilanes is described. Based on the reactivity of isolated allyl(methoxy)phenyl sulfonium triflate, we have developed a simple one-pot method for the allyl sulfide synthesis by S-allylation of sulfinate esters and subsequent reduction with sodium borohydride. A number of allyl sulfides were prepared by this method leaving various functional groups unreacted.

Yb(iii)-catalysedsyn-thioallylation of ynamides

Reported herein is asyn-thioallylation of ynamides incorporating a sulfide moiety at the α-position and an allyl group at the β-position of the ynamide. The transformation is successful under ytterbium(iii)-catalysis, providing access to highly substituted thioamino-skipped-dienes with broad substrate scope. Thus, tetrasubstituted olefins (with four different functional groups: amide, phenyl, thioaryl/alkyl, and allyl on the carbon centers) are made in a single step from readily accessible ynamides, preserving complete atom economy. The reaction can be extended to the synthesis of selenoamino dienes by ynamidesyn-selenoallylation. DFT studies and control experiments provide insight into the reaction mechanism.

Highly chemoselective synthesis of aryl allylic sulfoxides through calcium hypobromite oxidation of aryl allylic sulfides

A highly chemoselective oxidation of widely substituted aryl allylic sulfides, prepared by allylation of arylthioethers with KF-Celite, to the corresponding aryl allylic sulfoxide was achieved by employing calcium hypobromite. Neither over-oxidation to sulfones nor halogenation of the aromatic rings was observed. The protocol may be successfully applied for the oxidation of substituted allylic systems (i.e., 2-haloallyl) that per se could interact with the oxidizing agent.