36155-82-5

Basic information

• Product Name: 3-Bromo-5-methyl-2-thiophenecarboxaldehyde
• Synonyms: 3-Bromo-5-methyl-2-thiophenecarboxaldehyde;3-BROMO-5-METHYLTHIOPHENE-2-CARBOXADEHYDE;B90016;3-BroMo-5-Methylthiophene-2-carboxaldehyde
• CAS NO: 36155-82-5
• Molecular Formula: C₆H₅BrOS
• Molecular Weight: 205.0723
• Mol File: 36155-82-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 50-51℃ (hexane )
• Boiling Point: 263.7°C at 760 mmHg
• Flash Point: 113.3°C
• Appearance: /
• Density: 1.666g/cm³
• Vapor Pressure: 0.0101mmHg at 25°C
• Refractive Index: 1.632
• CAS DataBase Reference: 3-Bromo-5-methyl-2-thiophenecarboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-5-methyl-2-thiophenecarboxaldehyde(36155-82-5)
• EPA Substance Registry System: 3-Bromo-5-methyl-2-thiophenecarboxaldehyde(36155-82-5)

Safety Data

• Hazardous Substances Data: 36155-82-5(Hazardous Substances Data)

Usage

General Description

3-Bromo-5-methyl-2-thiophenecarboxaldehyde is a chemical compound with a molecular formula C8H7BrOS. It is a highly reactive aldehyde derivative with a bromine atom at the 3 position and a methyl group at the 5 position on a thiophene ring. 3-Bromo-5-methyl-2-thiophenecarboxaldehyde is commonly used in various organic synthesis reactions as a building block for the preparation of pharmaceuticals, agrochemicals, and other fine chemicals. It is also a useful intermediate in the synthesis of heterocyclic compounds. The 3-Bromo-5-methyl-2-thiophenecarboxaldehyde exhibits strong aromatic and aldehydic characteristics, making it a versatile reagent for organic chemists. Due to its reactivity and potential health hazards, it should be handled with care and in accordance with proper safety protocols.

InChI:InChI=1/C6H5BrOS/c1-4-2-5(7)6(3-8)9-4/h2-3H,1H3

Upstream product

• 765-58-2 2-bromo-5-methyl thiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 29421-73-6 3,5-dibromo-2-methylthiophene 
• 554-14-3 2-Methylthiophene 
• 29421-92-9 4-bromo-2-methylthiophene 
• 13679-70-4 5-methylthiophene-2-carboxaldehyde 

Downstream Products

• 878996-04-4 3-amino-5-methyl-2-thiophenecarbaldehyde 

Relevant articles and documents

Fused H-shaped tetrathiafulvalene-oligothiophenes as charge transport materials for OFETs and OPVs

A series of hybrid tetrathiafulvalene-oligothiophene compounds has been synthesised, where the tetrathiafulvalene unit is fused at each side to an end-capped oligothiophene chain of varying length (terthiophene, quinquithiophene and septithiophene). Each hybrid structure (1-3) has been studied by cyclic voltammetry and triple EPR-UV-Vis-NIR spectroelectrochemistry in the case of the quinquithiophene compound (2). Comparison is made with the corresponding half-units, which lack the fulvalene core and contain just one oligothiophene chain. The highest hole mobility of quinquithiophene-TTF 2 was obtained from field effect transistors (8.61 × 10-3 cm 2 V-1 s-1); its surface morphology was characterised by tapping mode atomic force microscopy and a power conversion of 2.5% was achieved from a bulk heterojunction organic solar cell device using PC71BM as the acceptor. This journal is the Partner Organisations 2014.

Diverse ortho-C(sp2)-H functionalization of benzaldehydes using transient directing groups

Pd-catalyzed C-H functionalizations promoted by transient directing groups remain largely limited to C-H arylation only. Herein, we report a diverse set of ortho-C(sp2)-H functionalizations of benzaldehyde substrates using the transient directing group strategy. Without installing any auxiliary directing group, Pd(II)-catalyzed C-H arylation, chlorination, bromination, and Ir(III)-catalyzed amidation, could be achieved on benzaldehyde substrates. The transient directing groups formed in situ via imine linkage can override other coordinating functional groups capable of directing C-H activation or catalyst poisoning, significantly expanding the scope for metal-catalyzed C-H functionalization of benzaldehydes. The utility of this approach is demonstrated through multiple applications, including late-stage diversification of a drug analogue.

Enantioselective photochromism of diarylethenes in human serum albumin

Making light work of chromism: Enantioselective photochromic ring-closing reactions of three bisthienylethene compounds possessing either no or two hydroxy groups were carried out in the hydrophobic pockets of human serum albumin (HSA) in aqueous media. When 10 equivalents of HSA were used, 1,2-bis(5-hydroxymethyl-2-methyl-3-thienyl)hexafluorocyclopentene predominantly produced the S,S closed form (see scheme; O=open, C=closed), in 63 % ee at RT and 71 % ee at -4°C upon irradiation with 313 nm light. Copyright