2-Bromo-3-(bromomethyl)thiophene

Base Information

• Chemical Name: 2-Bromo-3-(bromomethyl)thiophene
• CAS No.: 40032-76-6
• Molecular Formula: C5H4 Br2 S
• Molecular Weight: 255.961
• Hs Code.: 2934999090
• European Community (EC) Number: 626-783-4
• DSSTox Substance ID: DTXSID80370778
• Nikkaji Number: J3.392.491G
• Wikidata: Q72452135
• Mol file: 40032-76-6.mol

Synonyms:2-bromo-3-(bromomethyl)thiophene;40032-76-6;2-Bromo-3-bromomethylthiophene;Thiophene, 2-bromo-3-(bromomethyl)-;MFCD02180908;SCHEMBL725380;3-bromomethyl-2-bromothiophene;DTXSID80370778;ZPWPMAAPQZXPDD-UHFFFAOYSA-N;AMY42046;2-Bromo-3-(Bromomethyl) Thiophene;AKOS015835995;PB14291;2-Bromo-3-(bromomethyl)thiophene, 96%;AC-29747;AS-36532;SY041583;A6690;FT-0649277;EN300-198005;Q-102489

Chemical Property of 2-Bromo-3-(bromomethyl)thiophene

Chemical Property:

• Vapor Pressure: 0.0289mmHg at 25°C
• Refractive Index: n20/D 1.638
• Boiling Point: 70-76/0.8mm
• Flash Point: 110 ºC
• PSA: 28.24000
• Density: 1.967
• LogP: 3.40550
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 255.83800
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

99%min ^*data from raw suppliers

2-Bromo-3-thenylBromide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,Xn
• Statements: 20/21/22-36/37/38-41-37/38-22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1CBr)Br

Technology Process of 2-Bromo-3-(bromomethyl)thiophene

There total 7 articles about 2-Bromo-3-(bromomethyl)thiophene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-bromo-3-methylbenzothiophene (5381-23-7) → 2-bromo-3-(bromomethyl)thiophene (40032-76-6)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 0.5h; Reflux;

DOI:10.1021/acs.orglett.0c01043

Reference yield: 87.0%

2-bromo-3-methylthiophene (14282-76-9) → 2-bromo-3-(bromomethyl)thiophene (40032-76-6)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In Carbon tetrachloride; for 8h; Reflux;

DOI:10.1021/acs.joc.6b01922

Reference yield: 82.0%

3-Bromomethylthiophene (34846-44-1) → 2-bromo-3-(bromomethyl)thiophene (40032-76-6)

Guidance literature:

With N-Bromosuccinimide; In chloroform; acetic acid; Ambient temperature;

DOI:10.1016/S0960-894X(97)00132-7

upstream raw materials:

2-bromo-3-methylthiophene

3-Methylthiophene

3-Bromomethylthiophene

3-hydroxymethyl-thiophene

Downstream raw materials:

2-Bromo-3-((E)-2-p-tolyl-vinyl)-thiophene

2-Bromo-3-[(E)-2-(2,4-dimethyl-phenyl)-vinyl]-thiophene

2-Bromo-3-[(E)-2-(2,4,6-trimethyl-phenyl)-vinyl]-thiophene

3-((E)-2-p-Tolyl-vinyl)-thiophene-2-sulfonyl chloride

Refernces

• 1、 Sasaki, Kenji,Tokuda, Osamu,Hirota, Takashi,Luo, Jiann-Kuan,Castle, Raymond N.. "The synthesis of novel polycyclic heterocyclic ring systems. 2. Naphtho[2,1-b:4,3-g]bisbenzo[b]thiophene". . p. 847 - 853. Retrieved 1996.
• 2、 Ewbank, Paul C.,Loewe, Robert S.,Zhai, Lei,Reddinger, Jerry,Sauvé, Geneviève,McCullough, Richard D.. "Regioregular poly(thiophene-3-alkanoic acid)s: Water soluble conducting polymers suitable for chromatic chemosensing in solution and solid state". . p. 11269 - 11275. Retrieved 2004.
• 3、 Zhang, Hui,Tian, Yanxin,Bo, Shuhui,Xiao, Linghan,Ao, Yuhui,Zhang, Ji,Li, Ming. "A study on regulating the conjugate position of NLO chromophores for reducing the dipole moment and enhancing the electro-optic activities of organic materials". . p. 1380 - 1390. Retrieved 2020/02/11.
• 4、 Bianchi, Gabriele,Botta, Chiara,Calcagno, Giuseppe,Etkind, Samuel I.,Nitti, Andrea,Osw, Peshawa,Pasini, Dario,Po, Riccardo,Swager, Timothy M.. "One-Pot Regiodirected Annulations for the Rapid Synthesis of ?-Extended Oligomers". supporting information. p. 3263 - 3267. Retrieved 2020/04/21.