Thiophene, 2,5-dibromo-3-(bromomethyl)-

Base Information

• Chemical Name: Thiophene, 2,5-dibromo-3-(bromomethyl)-
• CAS No.: 13191-37-2
• Molecular Formula: C5H3Br3S
• Molecular Weight: 334.857
• European Community (EC) Number: 969-794-2
• DSSTox Substance ID: DTXSID00482185
• Nikkaji Number: J3.011.585F
• Wikidata: Q82318205
• Mol file: 13191-37-2.mol

Synonyms:Thiophene, 2,5-dibromo-3-(bromomethyl)-;13191-37-2;2,5-DIBROMO-3-(BROMOMETHYL)THIOPHENE;SCHEMBL2592432;DTXSID00482185;FULQGNHFNHTPIU-UHFFFAOYSA-N;3-bromomethyl-2,5-dibromothiophene;AKOS013398295

Chemical Property of Thiophene, 2,5-dibromo-3-(bromomethyl)-

Chemical Property:

• PSA: 28.24000
• LogP: 4.16800
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 333.74851
• Heavy Atom Count: 9
• Complexity: 98.2

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(SC(=C1CBr)Br)Br

Technology Process of Thiophene, 2,5-dibromo-3-(bromomethyl)-

There total 7 articles about Thiophene, 2,5-dibromo-3-(bromomethyl)- 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: 94.0%

(2,5-dibromothiophen-3-yl)methanol (161490-95-5) → 2,5-dibromo-3-bromomethylthiophene (13191-37-2)

Guidance literature:

(2,5-dibromothiophen-3-yl)methanol; In dichloromethane; for 0.333333h; Inert atmosphere; Cooling with ice;

With phosphorus tribromide; In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ja2038547

Reference yield: 94.0%

2-((2,5-dibromothiophen-3-yl)methoxy)tetrahydro-2H-pyran (1332624-39-1) → 2,5-dibromo-3-bromomethylthiophene (13191-37-2)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 20 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1021/cm2018345

Reference yield: 84.0%

2,5-dibromo-3-methylthiophene (13191-36-1) → 2,5-dibromo-3-bromomethylthiophene (13191-37-2)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 6h; Reflux;

DOI:10.1002/pola.24465

upstream raw materials:

2,5-dibromo-3-methylthiophene

3-Bromomethylthiophene

3-Methylthiophene

(2,5-dibromothiophen-3-yl)methanol

Downstream raw materials:

C₁₀H₁₄Br₂O₃S

2,5-dibromo thiophene-3-carboxaldehyde

Refernces

• 1、 Page, Zachariah A.,Duzhko, Volodimyr V.,Emrick, Todd. "Conjugated thiophene-containing polymer zwitterions: Direct synthesis and thin film electronic properties". . p. 344 - 351. Retrieved 2013.
• 2、 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.
• 3、 Bischak, Connor G.,Flagg, Lucas Q.,Yan, Kangrong,Rehman, Tahir,Davies, Daniel W.,Quezada, Ramsess J.,Onorato, Jonathan W.,Luscombe, Christine K.,Diao, Ying,Li, Chang-Zhi,Ginger, David S.. "A Reversible Structural Phase Transition by Electrochemically-Driven Ion Injection into a Conjugated Polymer". supporting information. p. 7434 - 7442. Retrieved 2020/08/06.