ChemicalBook > CAS DataBase List > 3,4-Dibromothiophene

3,4-Dibromothiophene

Product Name
3,4-Dibromothiophene
CAS No.
3141-26-2
Chemical Name
3,4-Dibromothiophene
Synonyms
S0504;TH-2Brb;AKOS 93381;4-DibroMothiophene;3,4-Dibromothiphene;3,4-DIBROMOTHIOPHENE;thiophene,3,4-dibromo-;2,5-Dibromotthiophenone;3,4-Dibromothiophene>3,4-Dibromothiophene 98%
CBNumber
CB3144358
Molecular Formula
C4H2Br2S
Formula Weight
241.93
MOL File
3141-26-2.mol
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3,4-Dibromothiophene Property

Melting point:
4-5 °C (lit.)
Boiling point:
221-222 °C (lit.)
Density 
2.188 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.640(lit.)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
Liquid
color 
Clear colorless to yellow
Specific Gravity
2.188
BRN 
107642
InChI
InChI=1S/C4H2Br2S/c5-3-1-7-2-4(3)6/h1-2H
InChIKey
VGKLVWTVCUDISO-UHFFFAOYSA-N
SMILES
C1SC=C(Br)C=1Br
CAS DataBase Reference
3141-26-2(CAS DataBase Reference)
NIST Chemistry Reference
Thiophene, 3,4-dibromo-(3141-26-2)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-36-36/37/39
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
247154
Product name
3,4-Dibromothiophene
Purity
99%
Packaging
5g
Price
$89.3
Updated
2025/07/31
Sigma-Aldrich
Product number
247154
Product name
3,4-Dibromothiophene
Purity
99%
Packaging
25g
Price
$276
Updated
2025/07/31
TCI Chemical
Product number
D1676
Product name
3,4-Dibromothiophene
Purity
>98.0%(GC)
Packaging
5g
Price
$51
Updated
2025/07/31
TCI Chemical
Product number
D1676
Product name
3,4-Dibromothiophene
Purity
>98.0%(GC)
Packaging
25g
Price
$149
Updated
2025/07/31
TRC
Product number
D425505
Product name
3,4-Dibromothiphene
Packaging
50g
Price
$525
Updated
2021/12/16
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3,4-Dibromothiophene Chemical Properties,Usage,Production

Chemical Properties

3,4-Dibromothiophene is clear colorless to yellow liquid

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.

Uses

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.

General Description

Double photoionization spectra of 3,4-dibromothiophene has been investigated by coincidence spectroscopy technique based on electron time-of-flight measurement.

Synthesis

3958-03-0

3141-26-2

1. Dissolve thiophene (185 mL, 2.3 mol) in chloroform at 0°C, stir and cool. Bromine (500 mL, 1560 g, 9.75 mol) was added dropwise for 5 hours. During the last 1 hour, stop cooling the reaction mixture and continue adding bromine. 2. The reaction mixture was stirred and heated to reflux for 5 h. After cooling to room temperature, the reaction was quenched with 3 M NaOH aqueous solution with vigorous stirring to consume excess bromine. The aqueous layer was separated and the organic phase was washed sequentially with water and acetone (150 mL) to remove residual water. 3. After drying the organic residue, it was dissolved in chloroform (1 L) at reflux. Upon cooling, tetrabromothiophene precipitated as colorless crystals (693 g, 75% yield). 4. Tetrabromothiophene (47 g, 0.12 mol) was dissolved in anhydrous ether (300 mL) and cooled to 0 °C. The solution was then dissolved in chloroform (1 L). A butyl lithium solution (150 mL, 0.24 mol, 1.6 M) in hexane was added dropwise over 80-90 minutes under argon protection. 5. After continued stirring for 20 minutes, ice water (250 mL) was carefully added. The organic phase was separated and the aqueous phase was extracted twice with ether, the organic extracts were combined, dried with anhydrous calcium chloride, and concentrated in vacuum. 6. The residue was distilled at 15 mmHg to give 3,4-dibromothiophene (22 g, 77% yield). 7. 3,4-dibromothiophene (72 g, 33 mL, 0.3 mol) was dissolved in anhydrous ethyl ether (120 mL) and cooled to -78 °C. The residue was dried over a period of time. Add a solution of nBuLi (206 mL, 0.33 mol, 1.6 M) and stir at -78 °C for 5 min. 8. Slowly add an anhydrous ether (120 mL) solution of DMF (35 mL, 33 g, 0.45 mol) pre-cooled to -78 °C to the reaction mixture. after 10 min, remove the cold bath and carefully add an aqueous solution of 6N HCl (150 mL) and warm up to 23 °C. 9. The aqueous phase was separated and the organic phase was washed with ether. The organic extracts were combined, washed with saturated aqueous sodium bicarbonate and the organic solvent was evaporated. 10. The residue was distilled twice under vacuum to give pure 3,4-dibromothiophene (40 g, 69% yield).

References

[1] Journal of Organic Chemistry, 2008, vol. 73, # 1, p. 323 - 326
[2] Synthesis, 1990, # 5, p. 403 - 405
[3] Synthesis, 1990, # 5, p. 403 - 405
[4] Chemistry - A European Journal, 2004, vol. 10, # 13, p. 3331 - 3340
[5] Tetrahedron Letters, 2004, vol. 45, # 17, p. 3405 - 3407

3,4-Dibromothiophene Preparation Products And Raw materials

Raw materials

Preparation Products

2-ACETYL-3-AMINOTHIOPHENE Thiophene-3,4-dicarboxylic acid
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3,4-Dibromothiophene Suppliers

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View Lastest Price from 3,4-Dibromothiophene manufacturers

Henan Fengda Chemical Co., Ltd
Product
3,4-Dibromothiophene 3141-26-2
Price
US $9.00-0.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-01-23
Hebei Zhanyao Biotechnology Co. Ltd
Product
3,4-Dibromothiophene 3141-26-2
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 Tons
Release date
2021-10-13
Jiangsu Monade Biological Technology Co., Ltd.
Product
3,4-Dibromothiophene 3141-26-2
Price
US $15.00/KG
Min. Order
1000KG
Purity
99.99%
Supply Ability
10000t
Release date
2021-09-02

3141-26-2, 3,4-Dibromothiophene Related Search:

Thifensulfuron Tetrahydrothiophene Cephalothin sodium 1,2-Dibromopropane 1,3-Dibromo-5,5-dimethylhydantoin 2,3,4-Tribromo-5-methylthiophene 2,5-Dichloro-3,4-dibromothiophene 2,3,4-Tribromothiophene Tetrabromothiophene 2,4-DIBROMOTHIOPHENE,2,4-DIBROMOTHIOPHENE,96%,2,4-Dibromothiophene,94%,2,4-DIBROMOTHIOPHENE, 90+%,2,4-DIBROMOTHIOPHENE 96% Dibromothiophene,2,5-Dibromothiophene,96%,2,5-DIBROMOTHIOPHENE 2,3-Dibromothiophene, 98+%,2,3-DIBROMOTHIOPHENE 4,5-DIBROMOTHIOPHENE-2-CARBOXALDEHYDE METHYL4,5-DIBROMOTHIOPHENE-2-CARBOXYLATE 4,5-DIBROMOTHIOPHENE-2-CARBOXYLIC ACID 2,5-DIBROMOTHIENO[3,2-B]THIOPHENE 4,5-Dibromothiophene-2-sulphonyl chloride 2-CHLORO-1-(3,4-DIBROMO-2-THIENYL)-1-ETHANONE

  • thiophene,3,4-dibromo-
  • AKOS 93381
  • 3,4-DIBROMOTHIOPHENE
  • 2,5-Dibromotthiophenone
  • 3,4-Dibromothiophene, 98+%
  • 3,4-Dibromothiophene 98%
  • 3,4-DIBROMO THIOPHENE 98.0%MIN
  • 3,4-Dibromothiophene ,99%
  • 3,4-Dibromothiophene,97%
  • 4-DibroMothiophene
  • TH-2Brb
  • 3,4-Dibromothiphene
  • 3,4-Dibromothiophene&gt
  • 3,4-Dibromothiophene ISO 9001：2015 REACH
  • S0504
  • Tiotropium bromide Impurity 25
  • 1,2,3,4-Tetra bromo thiophene
  • 3,4-Dibromothiophene in isooctane
  • 3141-26-2
  • 1341-26-2
  • 3414-26-2
  • 3142-26-2
  • 3143-26-2
  • 23141-26-2
  • C6H4Br2S
  • Building Blocks
  • Thiophenes
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Heterocycle-oher series
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • ThiophenesBuilding Blocks
  • blocks
  • Thiazoles
  • Halides
  • Heterocycles
  • Thiophenes
  • Thiophene&Benzothiophene
  • Miscellaneous
  • Halogenated
  • Organohalides
  • Thiophene
  • Thiophens