2,3,5-Tribromothiophene

Base Information

• Chemical Name: 2,3,5-Tribromothiophene
• CAS No.: 3141-24-0
• Molecular Formula: C4HBr3S
• Molecular Weight: 320.83
• Hs Code.: 29349990
• European Community (EC) Number: 221-544-7
• NSC Number: 263503
• UNII: HX5MEU6VFT
• DSSTox Substance ID: DTXSID8062862
• Nikkaji Number: J25.466E
• Wikidata: Q72509943
• Mol file: 3141-24-0.mol

Synonyms:2,3,5-Tribromothiophene;3141-24-0;Thiophene, 2,3,5-tribromo-;C4HBr3S;MFCD00014521;2,3,5-tribromo thiophene;EINECS 221-544-7;NSC 263503;NSC-263503;AI3-62838;NSC263503;2,5-Tribromothiophene;HX5MEU6VFT;Thiophene,3,5-tribromo-;2,3,5-Triibromothiophene;SCHEMBL917122;DTXSID8062862;2,3,5-Tribromothiophene, 96%;AMY17957;AKOS005259584;AC-4902;CS-W012003;SB66352;AS-13417;SY015567;FT-0602535;T0956;EN300-83782;J-640124;J-800128;Q-101193

Chemical Property of 2,3,5-Tribromothiophene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0203mmHg at 25°C
• Melting Point: 25-28 °C(lit.)
• Refractive Index: n20/D 1.664(lit.)
• Boiling Point: 260 °C at 760 mmHg
• Flash Point: 114.5 °C
• PSA: 28.24000
• Density: 2.516 g/cm³
• LogP: 4.03560
• Storage Temp.: Refrigerator
• XLogP3: 4.3
• 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

2,3,5-Tribromothiophene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(SC(=C1Br)Br)Br
• Uses: 2,3,5-Tribromothiophene was used in the synthesis of 2,5-bis(dicyanomethylene)-3-bromo-2,5-dihydrothiophene.

Technology Process of 2,3,5-Tribromothiophene

There total 10 articles about 2,3,5-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: 97.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) → 2,3,5-tribromothiophene (3141-24-0)

Guidance literature:

With bromine; In diethyl ether; hydrogen bromide; at 75 ℃;

DOI:10.1002/1099-0682(20011)2001:1<233::AID-EJIC233>3.0.CO;2-Q

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;

Reference yield: 58.0%

Tetrabromothiophene (3958-03-0) → 2,3,5-tribromothiophene (3141-24-0) + 2,3,4-tribromothiophene (3141-25-1)

Guidance literature:

In diethyl ether; for 26h; Irradiation;

upstream raw materials:

thiophene

2,5-dibromothiophen

2-bromothiophene

Tetrabromothiophene

Downstream raw materials:

3-Bromothiophene

2,3-dibromothiophen

2,4-dibromothiophene

3,5-dibromothiophene-2-carboxylic acid

Refernces

• 1、 Landman, Marile,Goerls, Helmar,Lotz, Simon. "Chromium and tungsten carbene complexes of thieno[3,2-b]thiophene". . p. 233 - 238. Retrieved 2001.
• 2、 -. "A catalytic oxidation of hydrogen bromide air or pure oxygen to preparation 2, 3, 5-tri-bromo thiophene method". Paragraph 0013-0017. . Retrieved 2017/03/17.
• 3、 Dinsdale,Lough,Lemaire. "Structure and magnetic properties of an unusual homoleptic iron(iii) thiocyanate dimer". . p. 11077 - 11082. Retrieved 2015/06/25.