3,4-Dibromothiophene

Base Information

• Chemical Name: 3,4-Dibromothiophene
• CAS No.: 3141-26-2
• Molecular Formula: C4H2Br2S
• Molecular Weight: 241.934
• Hs Code.: 29349990
• European Community (EC) Number: 221-546-8
• NSC Number: 99007
• DSSTox Substance ID: DTXSID50185336
• Nikkaji Number: J80.649H
• Wikidata: Q72465140
• Mol file: 3141-26-2.mol

Synonyms:3,4-DIBROMOTHIOPHENE;3141-26-2;Thiophene, 3,4-dibromo-;3,4-dibromo-thiophene;MFCD00005465;EINECS 221-546-8;NSC 99007;NSC99007;3,4-Dibromothiphene;Thiophene,4-dibromo-;3, 4-dibromothiophene;3,4-bis(bromanyl)thiophene;3,4-Dibromothiophene, 99%;BIDD:GT0493;SCHEMBL332154;DTXSID50185336;BCP07494;CS-B0012;STR06268;GEO-00977;NSC-99007;AKOS000282034;AB00432;AC-4900;PS-7568;SY001342;AM20090447;D1676;FT-0614211;EN300-85066;A820841;A935247;Q-101191

Chemical Property of 3,4-Dibromothiophene

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.159mmHg at 25°C
• Melting Point: 4-5 °C(lit.)
• Refractive Index: n20/D 1.640(lit.)
• Boiling Point: 221.5 °C at 760 mmHg
• Flash Point: 90.4 °C
• PSA: 28.24000
• Density: 2.174 g/cm³
• LogP: 3.27310
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 241.82235
• Heavy Atom Count: 7
• Complexity: 58.7

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dibromothiphene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Thiophenes
• Canonical SMILES: C1=C(C(=CS1)Br)Br
• Uses: 3,4-Dibromothiphene is used in the synthesis of thiophene-estrogen receptor ligands which contain superagonist activities when involving luciferase in genes in human cells giving 2-3 times the activit y of estradiol. Also used in the synthesis of supercapacitors for use as charge storage applications. 3,4-Dibromothiophene was used in the preparation of thieno[3,4-b]thiophene. It was aslo used as starting material in the synthesis of alkyl substituted, fused thiophenes.

Technology Process of 3,4-Dibromothiophene

There total 16 articles about 3,4-Dibromothiophene 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: 92.0%

Tetrabromothiophene (3958-03-0) → 3,4-dibromothiophene (3141-26-2)

Guidance literature:

With acetic acid; zinc; In water; at 20 ℃;

DOI:10.1021/jo702018s

Reference yield: 77.0%

C4Br2Li2S + Tetrabromothiophene (3958-03-0) → 3,4-dibromothiophene (3141-26-2)

Guidance literature:

Tetrabromothiophene; With n-butyllithium; In diethyl ether; hexane; at 0 ℃; for 1.66667 - 1.83333h; Argon atmosphere;

C₄Br₂Li₂S; With water; at 0 ℃;

Reference yield: 72.0%

2-bromothiophene (1003-09-4) → 3-Bromothiophene (872-31-1) + 3,4-dibromothiophene (3141-26-2)

Guidance literature:

With sodium amide; ferric nitrate; In ammonia;

upstream raw materials:

2,3,4-tribromothiophene

Tetrabromothiophene

2-bromothiophene

2,5-dibromothiophen

Downstream raw materials:

4-bromo-3-thiophenecarboxylic acid

3,4-Dibrom-2,5-di-tert-butyl-thiophen

1-(3,4-dibromothiophen-2-yl)ethanone

3-bromothiophene-4-boronic acid

Refernces

• 1、 Sadekar, Anand G.,Mohite, Dhairyashil,Mulik, Sudhir,Chandrasekaran, Naveen,Sotiriou-Leventis, Chariklia,Leventis, Nicholas. "Robust PEDOT films by covalent bonding to substrates using in tandem sol-gel, surface initiated free-radical and redox polymerization". . p. 100 - 108. Retrieved 2012.
• 2、 Jones,Moodie. "-". . p. 7018. Retrieved 1965.
• 3、 Langeveld-Voss,Janssen,Meijer. "On the origin of optical activity in polythiophenes". . p. 285 - 301. Retrieved 2000.
• 4、 Honciuc, Andrei,Metzger, Robert M.,Gong, Aijun,Spangler, Charles W.. "Elastic and inelastic electron tunneling spectroscopy of a new rectifying monolayer". . p. 8310 - 8319. Retrieved 2007.
• 5、 Kowalik, Patrycja,Bujak, Piotr,Wróbel, Zbigniew,Penkala, Mateusz,Kotwica, Kamil,Maroń, Anna,Pron, Adam. "From Red to Green Luminescence via Surface Functionalization. Effect of 2-(5-Mercaptothien-2-yl)-8-(thien-2-yl)-5-hexylthieno[3,4- c]pyrrole-4,6-dione Ligands on the Photoluminescence of Alloyed Ag-In-Zn-S Nanocrystals". supporting information. p. 14594 - 14604. Retrieved 2020/10/09.