2,3,5-Tribromothieno[3,2-b]thiophene

Base Information

• Chemical Name: 2,3,5-Tribromothieno[3,2-b]thiophene
• CAS No.: 25121-88-4
• Molecular Formula: C6HBr3S2
• Molecular Weight: 376.91400
• DSSTox Substance ID: DTXSID20361024
• Wikidata: Q82143111
• Mol file: 25121-88-4.mol

Synonyms:2,3,5-tribromothieno[3,2-b]thiophene;25121-88-4;2,5,6-tribromothieno[3,2-b]thiophene;Thieno[3,2-b]thiophene, 2,3,5-tribromo-;SCHEMBL1404133;DTXSID20361024;AKOS016010578;AC-27451;FT-0741282;A855128;AI-942/13331013;J-506884

Chemical Property of 2,3,5-Tribromothieno[3,2-b]thiophene

Chemical Property:

• PSA: 56.48000
• LogP: 5.25030
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 375.70493
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

98%, ^*data from raw suppliers

2,3,5-Tribromothieno[3,2-b]thiophene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC2=C1SC(=C2Br)Br)Br

Technology Process of 2,3,5-Tribromothieno[3,2-b]thiophene

There total 2 articles about 2,3,5-Tribromothieno[3,2-b]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: 72.0%

thieno[3,2-b]thiophene (251-41-2) → 2,3,5-tribromothieno[3,2-b]thiophene (25121-88-4)

Guidance literature:

With bromine; In chloroform; at 0 - 20 ℃;

Reference yield:

thieno[3,2-b]thiophene-2-carboxylic acid (1723-27-9) → 2,3,5-tribromothieno[3,2-b]thiophene (25121-88-4)

Guidance literature:

With water; bromine; acetic acid; Yield given. Multistep reaction; 1.) r.t., 1 h, 2.) reflux;

DOI:10.1039/a701877k

Reference yield: 78.0%

2,3,5-tribromothieno[3,2-b]thiophene (25121-88-4) → tetrabromo-thieno[3,2-b]thiophene (124638-53-5)

Guidance literature:

With bromine; lithium diisopropyl amide; In tetrahydrofuran; hexane; 1.) -80 deg C, 5 min, 2.) -80 deg C to r.t.;

DOI:10.1039/a701877k

upstream raw materials:

thieno[3,2-b]thiophene

thieno[3,2-b]thiophene-2-carboxylic acid

Downstream raw materials:

thieno[3,2-b]thiophene

3-bromothieno<3,2-b>thiophene

2,6-Dibromo-thieno<3,2-b>thiophen

tetrabromo-thieno[3,2-b]thiophene

Refernces

• 1、 Archer, William J.,Taylor, Roger. "Electrophilic Aromatic Substitution. Part 32. Partial Rate Factors for Detritiation of Dithienothiophen, Dithienothiophen, and Dithienothiophen". . p. 301 - 306. Retrieved 2007/10/02.