61464-23-1

Basic information

• Product Name: 2-Thiophenemethanol, 5-bromo-a-phenyl-
• CAS NO: 61464-23-1
• Molecular Formula: C11H9BrOS
• Molecular Weight: 269.162
• Mol File: 61464-23-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Thiophenemethanol, 5-bromo-a-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiophenemethanol, 5-bromo-a-phenyl-(61464-23-1)
• EPA Substance Registry System: 2-Thiophenemethanol, 5-bromo-a-phenyl-(61464-23-1)

Safety Data

• Hazardous Substances Data: 61464-23-1(Hazardous Substances Data)

Upstream product

• 31161-46-3 2-benzoyl-5-bromothiophene 
• 3141-27-3 2,5-dibromothiophen 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 

Downstream Products

• 1003-09-4 2-bromothiophene 
• 65-85-0 benzoic acid 
• 1582256-27-6 4-((5-bromothiophen-2-yl)(phenyl)methyl)-2-chloroaniline 
• 117175-13-0 2-benzyl-5-bromothiophene 
• 6861-51-4 phenyl 2-thienyl ketone dimethyl acetal 
• 135-00-2 2-Benzoylthiophene 
• 16821-78-6 2-(methoxy(phenyl)methyl)thiophene 
• 26059-21-2 phenyl-thiophen-2-yl-methanol 
• 98215-99-7 2-Bromo-5-(methoxy-phenyl-methyl)-thiophene 

Relevant articles and documents

Metal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols

A transition-metal-free aerobic oxidative selective C-C bond-cleavage reaction in primary and secondary heteroaryl alcohols is reported. This reaction was highly efficient and tolerated various heteroaryl alcohols, generating a carboxylic acid derivative and a neutral heteroaromatic compound. Experimental studies combined with density functional theory calculations revealed the mechanism underlying the selective C-C bond cleavage. This strategy also provides an alternative simple approach to carboxylation reaction.

Preparation of new polyfunctional magnesiated heterocycles using a chlorine-, bromine-, or iodine-magnesium exchange

The reaction of heteroaryl iodides with i-PrMgBr (ca. 1.0 equiv) in THF provides the corresponding magnesiated heterocycles. Functional groups such as an ester, cyano, or chloride functions are tolerated in these new Grignard reagents if the exchange can be performed below -20 °C. This is the case for all heterocycles bearing electron-withdrawing groups or chelating functions facilitating the iodine-magnesium exchange. In many cases, the exchange can be extended to heteroaryl bromides, and a case of a chlorine-magnesium exchange is described with tetrachlorothiophene. This new preparation of functionalized heteroarylmagnesium compounds provides after reaction with various electrophiles a new entry to a broad range of polyfunctional pyridines, imidazoles, furanes, thiophenes, pyrroles, antipyrines, and uracil derivatives. The application of the halogenmagnesium exchange in the solid phase allows the performance of solid-phase synthesis, with potential applications for combinatorial chemistry.

Dehalogenation of 1-Halogenothienyl-di- and -tetra-hydroisoquinolines by Sodium Methoxide in Dimethyl Sulphoxide

On treatment with sodium methoxide-dimethyl sulphoxide (NaOMe-DMSO) 1-(5-halogeno-2-thienyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolines suffer loss of halogen and are converted into the related 1-hydroxytetrahydroisoquinolines.The reaction fails with comparable 1-bromophenyl- and 1-(halogeno-3-thienyl)tetrahydroisoquinolines.A similar transformation takes place with (5-halogeno-2-thienyl)phenylmethoxymethanes, leading to the dimethyl acetal of the 5-dehalogenated-2-thienyl phenyl ketone. α-Halogenated-2 and 3-thienyl-3,4-dihydroisoquinolines undergo dehalogenation-aromatisation with NaOMe-DMSO.Mechanisms for these conversions are proposed.