6334-55-0

Basic information

• Product Name: 1-bromo-4-(prop-2-en-1-ylsulfanyl)benzene
• CAS NO: 6334-55-0
• Molecular Formula: C₉H₉BrS
• Molecular Weight: 229.1368
• Mol File: 6334-55-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 262.6°C at 760 mmHg
• Flash Point: 112.6°C
• Density: 1.41g/cm³
• Vapor Pressure: 0.0176mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 1-bromo-4-(prop-2-en-1-ylsulfanyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-4-(prop-2-en-1-ylsulfanyl)benzene(6334-55-0)
• EPA Substance Registry System: 1-bromo-4-(prop-2-en-1-ylsulfanyl)benzene(6334-55-0)

Safety Data

• Hazardous Substances Data: 6334-55-0(Hazardous Substances Data)

Usage

Functional groups

Bromine atom, aromatic ring, thioether functional group

Physical state

Clear, colorless liquid at room temperature

Reactivity

Reactive due to the presence of a bromine atom and a thioether functional group

Uses

a. Building block for various organic compounds in organic synthesis and industrial processes
b. Precursor for the synthesis of biologically active molecules in research and pharmaceutical applications

Handling and storage

Controlled environment due to reactivity and potential hazards

Upstream product

• 5335-84-2 bis(4-bromophenyl)disulfide 
• 106-95-6 allyl bromide 
• 106-53-6 para-bromobenzenethiol 

Downstream Products

• 530080-19-4 (2,2,2-trifluoroethyl) (4-bromophenyl) sulfide 
• 1609958-94-2 2-(4-bromophenylthio)-N,2-diphenyl-N-tosylpent-4-enamide 
• 1150634-40-4 ethyl 2-phenyl-2-(4-bromophenylthio)-4-pentenoate 

Relevant articles and documents

Synthesis of sulfimides and N-Allyl-N-(thio)amides by Ru(II)catalyzed nitrene transfer reactions of N-acyloxyamides

The N-acyloxyamides were employed as effective N-acyl nitrene precursors in reactions with thioethers under the catalysis of a commercially available Ru(II) complex, from which a variety of sulfimides were synthesized efficiently and mildly. If an allyl group is contained in the thioether precursor, the [2,3]-sigmatropic rearrangement of the sulfimide occurs simultaneously and the N-allyl-N-(thio)amides were obtained as the final products. Preliminary mechanistic studies indicated that the Ru-nitrenoid species should be a key intermediate in the transformation.

Enantioselective Synthesis of 3-Fluorochromanes via Iodine(I)/Iodine(III) Catalysis

The chromane nucleus is common to a plenum of bioactive small molecules where it is frequently oxidized at position 3. Motivated by the importance of this position in conferring efficacy, and the prominence of bioisosterism in drug discovery, an iodine(I)/iodine(III) catalysis strategy to access enantioenriched 3-fluorochromanes is disclosed (up to 7:93 e.r.). In situ generation of ArIF2 enables the direct fluorocyclization of allyl phenyl ethers to generate novel scaffolds that manifest the stereoelectronic gauche effect. Mechanistic interrogation using deuterated probes confirms a stereospecific process consistent with a type IIinv pathway.

Ruthenium-catalyzed decarboxylative C-S cross-coupling of carbonothioate: synthesis of allyl(aryl)sulfide

A novel ruthenium-catalyzed decarboxylative cross-coupling of carbonothioate is disclosed. This method provides straightforward access to the corresponding allyl(aryl)sulfide derivatives in generally good to excellent yields under mild conditions and feat