2,5-Dibromo-3-methylthiophene

Base Information

• Chemical Name: 2,5-Dibromo-3-methylthiophene
• CAS No.: 13191-36-1
• Molecular Formula: C5H4Br2S
• Molecular Weight: 255.961
• Hs Code.: 2934999090
• European Community (EC) Number: 236-147-4
• DSSTox Substance ID: DTXSID40157249
• Nikkaji Number: J213.735F
• Wikidata: Q72464604
• Mol file: 13191-36-1.mol

Synonyms:2,5-Dibromo-3-methylthiophene;13191-36-1;Thiophene, 2,5-dibromo-3-methyl-;C5H4Br2S;EINECS 236-147-4;MFCD00015470;Dibromo-3-methylthiophene;2,5-Dibrom-3-methylthiophen;SCHEMBL3188614;DTXSID40157249;AMY14216;AKOS000121531;2,5-Dibromo-3-methylthiophene, 97%;CS-W001197;AS-40339;BP-10927;SY049637;D4304;FT-0610272;EN300-16457;A888353;W-201060;5-Pyrimidinecarboxylic acid, 1,2-dihydro-6-methyl-2-thioxo-, ethyl ester

Chemical Property of 2,5-Dibromo-3-methylthiophene

Chemical Property:

• Vapor Pressure: 0.101mmHg at 25°C
• Melting Point: 130-132 °C
• Refractive Index: 1.6130
• Boiling Point: 230.2 °C at 760 mmHg
• Flash Point: 93 °C
• PSA: 28.24000
• Density: 2.006g/cm³
• LogP: 3.58150
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 255.83800
• Heavy Atom Count: 8
• Complexity: 86.5

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dibromo-3-methylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/38:Irritating to eyes and skin.
• Hazard Codes: Xn
• Statements: 36/38-41-38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(SC(=C1)Br)Br
• Uses: 2,5-Dibromo-3-methylthiophene, is a building block used in chemical synthesis of various compounds.

Technology Process of 2,5-Dibromo-3-methylthiophene

There total 4 articles about 2,5-Dibromo-3-methylthiophene 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: 99.0%

3-Methylthiophene (616-44-4,84928-92-7) → 2,5-dibromo-3-methylthiophene (13191-36-1)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; Inert atmosphere;

DOI:10.1246/cl.131222

Reference yield: 68.0%

→ 2,5-dibromo-3-methylthiophene (13191-36-1) + [(5-bromo-4-methyl)-2-thienylthio]-acetonitrile (60493-01-8)

Guidance literature:

Reference yield:

3-Methylthiophene (616-44-4,84928-92-7) → 2-bromo-3-methylthiophene (14282-76-9) + 2,5-dibromo-3-methylthiophene (13191-36-1)

Guidance literature:

With dihydrogen peroxide; ammonium bromide; acetic acid; In water; for 20h; Time; Solvent; Reagent/catalyst; regioselective reaction; Green chemistry;

DOI:10.1139/cjc-2013-0058

upstream raw materials:

3-Methylthiophene

Downstream raw materials:

2,5-dibromo-3-bromomethylthiophene

2,5-dibromo-3-dibromomethylthiophene

2,2'-Bithiophene

3'-methyl-2,2':5',2-terthiophene

Refernces

• 1、 Hou, Jianhui,Yang, Chunhe,He, Chang,Li, Yongfang. "Poly[3-(5-octyl-thienylene-vinyl)-thiophene]: A side-chain conjugated polymer with very broad absorption band". . p. 871 - 873. Retrieved 2006.
• 2、 Hsu, So-Lin,Chen, Chia-Min,Cheng, Yu-Hsin,Wei, Kung-Hwa. "New carbazole-based conjugated polymers containing pyridylvinyl thiophene units for polymer solar cell applications: Morphological stabilization through hydrogen bonding". . p. 603 - 611. Retrieved 2011.
• 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、 Forgione, Pat,Hase, Hannes,Liu, Jiang Tian,Salzmann, Ingo,Taylor, Sarah. "Approaching the Integer-Charge Transfer Regime in Molecularly Doped Oligothiophenes by Efficient Decarboxylative Cross-Coupling". supporting information. p. 7146 - 7153. Retrieved 2020/03/23.