2,3-Dibromothiophene Chemical Properties

Melting point:

-17.5°C

Boiling point:

218-219 °C (lit.)

Density 

2.137 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.632(lit.)

Flash point:

125 °F

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

form 

liquid

Specific Gravity

2.137

color 

White to Yellow to Green

Sensitive 

Light Sensitive

BRN 

107512

InChI

InChI=1S/C4H2Br2S/c5-3-1-2-7-4(3)6/h1-2H

InChIKey

ATRJNSFQBYKFSM-UHFFFAOYSA-N

SMILES

C1(Br)SC=CC=1Br

CAS DataBase Reference

3140-93-0(CAS DataBase Reference)

NIST Chemistry Reference

Thiophene, 2,3-dibromo-(3140-93-0)

Safety Information

Hazard Codes 

Xn,F,Xi,T

Risk Statements 

10-36/37/38-20/21/22-36-25

Safety Statements 

23-24/25-36/37/39-26-16-36-45

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

F 

8

Hazard Note 

Flammable/Irritant

HazardClass 

3

PackingGroup 

III

HS Code 

29349990

MSDS

• Language:English Provider:2,3-Dibromothiophene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,3-Dibromothiophene Usage And Synthesis

Chemical Properties

clear yellowish to brownish liquid

Uses

2,3-Dibromothiophene (cas# 3140-93-0) is a compound useful in organic synthesis.

Synthesis

The general procedure for the synthesis of 2,3-dibromothiophene from 3-bromothiophene was as follows: 3-bromothiophene (16.3 g, 100 mmol) was added to a suspension of N-bromosuccinimide (NBS, 17.8 g, 100 mmol) in hexane (50 mL), followed by perchloric acid (70% aqueous, 0.7 mL, 5 mol%). The reaction mixture was stirred at room temperature for 24 h, after which potassium carbonate (200 mg) was added to neutralize. The reaction mixture was filtered and the solid was washed with hexane. The organic phases were combined and concentrated and the residue was purified by vacuum distillation. The final product yield was 89%.

References

[1] Journal of Organic Chemistry, 1993, vol. 58, # 11, p. 3072 - 3075
[2] Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 1992, vol. 46, # 7, p. 654 - 660
[3] RSC Advances, 2014, vol. 4, # 96, p. 53531 - 53542
[4] Organic Electronics: physics, materials, applications, 2015, vol. 17, p. 167 - 177
[5] Organic Electronics: physics, materials, applications, 2014, vol. 17, p. 167 - 177

2,3-Dibromothiophene(3140-93-0)Related Product Information

• 1,3-Dibromo-5,5-dimethylhydantoin
• Thifensulfuron
• Tetrahydrothiophene
• Cephalothin sodium
• 1,2-Dibromopropane
• Methyl 2,2-dithienylglycolate
• BIS(2-THIENYL) KETONE
• Tiotropium bromide Impurity 16
• (1α,2β,4β,5α)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7α-ol
• Teloidine
• Ethanedioic acid,1-methyl ester, potassium salt (1:1)
• TiotropiuM BroMide IMpurity I
• 2-HYDROXY-2,2-BIS(2-THIENYL) ACETIC ACID
• Scopine Methobromide
• Tiotropium EP Impurity C
• rel-(1R,3S,5S)-8-Methyl-8-azabicyclo[3,2,1]oct-6-en-yl-2-hydroxy-2,2-dithiophen-2-yl acetate
• (1β,5β)-8-Methyl-8-azabicyclo[3.2.1]octa-6-ene-3α-ol
• 3-Phenoxypropyl bromide