4,4'-Dibromo-3,3'-bithiophene

Base Information

• Chemical Name: 4,4'-Dibromo-3,3'-bithiophene
• CAS No.: 5556-13-8
• Molecular Formula: C8H4Br2S2
• Molecular Weight: 324.06
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60465954
• Nikkaji Number: J1.247.948D
• Wikidata: Q82292279
• Mol file: 5556-13-8.mol

Synonyms:4,4'-Dibromo-3,3'-bithiophene;5556-13-8;3-bromo-4-(4-bromothiophen-3-yl)thiophene;4,4'-dibrom-3,3'-bithiophen;SCHEMBL7253177;DTXSID60465954;MFCD17012206;AKOS025395144;CS-16747;CS-0102872;D5374;FT-0763096;F15698

Chemical Property of 4,4'-Dibromo-3,3'-bithiophene

Chemical Property:

• Melting Point: 129℃ (ligroine )
• Boiling Point: 271.4±35.0 °C(Predicted)
• PSA: 56.48000
• Density: 1.951±0.06 g/cm3(Predicted)
• LogP: 5.00160
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 323.81007
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

NLT 98% ^*data from raw suppliers

4,4'-Dibromo-3,3'-bithiophene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CS1)Br)C2=CSC=C2Br

Technology Process of 4,4'-Dibromo-3,3'-bithiophene

There total 4 articles about 4,4'-Dibromo-3,3'-bithiophene 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: 87.0%

3,4-dibromothiophene (3141-26-2) → 4,4′-dibromo-3,3′-bithiophene (5556-13-8)

Guidance literature:

3,4-dibromothiophene; With tert.-butyl lithium; In diethyl ether; at -78 ℃;

In diethyl ether;

With Duroquinone; In diethyl ether;

DOI:10.1039/b413842b

Reference yield: 87.0%

→ 4,4′-dibromo-3,3′-bithiophene (5556-13-8)

Guidance literature:

With Duroquinone; In diethyl ether; pentane; at 20 ℃; for 3h;

DOI:10.1021/jo0608063

Reference yield: 76.0%

bis(4-bromo-3-thienyl)dimethyltin (262858-24-2) → 4,4′-dibromo-3,3′-bithiophene (5556-13-8)

Guidance literature:

With copper(II) nitrate; In tetrahydrofuran; at 23 ℃;

DOI:10.1246/cl.2000.160

upstream raw materials:

3,4-dibromothiophene

bis(4-bromo-3-thienyl)dimethyltin

Downstream raw materials:

7H-cyclopenta[1,2-c:3,4-c']dithiophene-7-one

3-bromo-7H-cyclopenta[1,2-b:3,4-c']-dithiophen-7-one

dithieno[3, 4-b:3',4'-d]thiophene

3-bromodithieno[2,3-b,3′,4′-d]thiophene

Refernces

• 1、 Miyajima, Tooru,Matano, Yoshihiro,Imahori, Hiroshi. "Bithiophene-fused benzo[c]phospholes: Novel P,S-containing hybrid π-conjugated systems with small HOMO-LUMO energy gaps". . p. 255 - 259. Retrieved 2008/09/18.
• 2、 Miyake, Yoshihiro,Wu, Mo,Rahman, M. Jalilur,Iyoda, Masahiko. "Novel electron-transfer oxidation of Lipshutz cuprates with 1,4-benzoquinones: An efficient homo-coupling reaction of aryl halides and its application to the construction of macrocyclic systems". . p. 411 - 413. Retrieved 2007/10/03.