2,3,4-Tribromothiophene

Base Information

• Chemical Name: 2,3,4-Tribromothiophene
• CAS No.: 3141-25-1
• Molecular Formula: C4HBr3S
• Molecular Weight: 320.83
• Hs Code.: 2934999090
• European Community (EC) Number: 221-545-2
• DSSTox Substance ID: DTXSID90185335
• Nikkaji Number: J150.841E
• Wikidata: Q72509939
• Mol file: 3141-25-1.mol

Synonyms:2,3,4-Tribromothiophene;3141-25-1;Thiophene, 2,3,4-tribromo-;EINECS 221-545-2;tribromothiophene;3,4,5-tribromothiophene;SCHEMBL1629367;DTXSID90185335;CS1035;MFCD00041210;AKOS015834939;AS-58045;CS-0132475;FT-0609371;A820840

Chemical Property of 2,3,4-Tribromothiophene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00762mmHg at 25°C
• Melting Point: 43-45°C
• Refractive Index: 1.671
• Boiling Point: 277.5 °C at 760 mmHg
• Flash Point: 121.6 °C
• PSA: 28.24000
• Density: 2.516g/cm³
• LogP: 4.03560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 319.73286
• Heavy Atom Count: 8
• Complexity: 87.4

Purity/Quality:

99% ^*data from raw suppliers

2,3,4-Tribromothiophene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 22-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(S1)Br)Br)Br
• Uses: 2,3,4-Tribromothiophene (CAS# 3141-25-1) can be used in various applications in synthesis of thiophene-fused dinapthopentaphene. It can also be used for synergy in electrocatalysis, for instance, electrocatalytic reduction on gold and silver electrodes.

Technology Process of 2,3,4-Tribromothiophene

There total 9 articles about 2,3,4-Tribromothiophene 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: 98.0%

2,3,5-tribromothiophene (3141-24-0) → 2,3,4-tribromothiophene (3141-25-1)

Guidance literature:

With n-butyllithium; diisopropylamine; In diethyl ether; hexane; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0035-1561475

Reference yield: 70.0%

Tetrabromothiophene (3958-03-0) → 2,3,4-tribromothiophene (3141-25-1)

Guidance literature:

With n-butyllithium; water; In tetrahydrofuran; hexane; 1.) -70 deg C, 15 min, 2.) -70 deg C -> 0 deg C;

Reference yield: 65.0%

2-bromothiophene (1003-09-4) → 3,4-dibromothiophene (3141-26-2) + 2,3,5-tribromothiophene (3141-24-0) + 2,3,4-tribromothiophene (3141-25-1) + Tetrabromothiophene (3958-03-0)

Guidance literature:

With potassium tert-butylate; sodium amide; In ammonia; for 3h; Further byproducts given;

upstream raw materials:

3,4,5-tribromo-2-thiophene carboxylic acid

Tetrabromothiophene

2-bromothiophene

2,3,5-tribromothiophene

Downstream raw materials:

3-Bromothiophene

3,4-dibromothiophene

C₂₈H₁₆S

C₂₈H₂₈S

Refernces

• 1、 Hawkins, David W.,Iddon, Brian,Longthorne, Darren S.,Rosyk, Peter J.. "Synthesis of Thieno--, -- and --thiophenes and Thieno--, -- and --thienopyrimidin-7(6H)-ones Starting from Thiophene". . p. 2735 - 2744. Retrieved 2007/10/02.
• 2、 Gedye, Richard Neville,Sadana, Yoginder Nath,Leger, Raymond. "The electroreduction of halogenated thiophenes". . p. 2669 - 2672. Retrieved 2007/10/02.