ChemicalBook > CAS DataBase List > 3-Bromothiophene

3-Bromothiophene

Product Name
3-Bromothiophene
CAS No.
872-31-1
Chemical Name
3-Bromothiophene
Synonyms
S0501;DK938;3-Bromthiophen;β-bromothiophene;3-bromo-thiophen;3-BroMothiofuran;3-Bromothiophene;b-Bromothiophene;3-THIENYL BROMIDE;BROMOTHIOPHENE(3-)
CBNumber
CB7196229
Molecular Formula
C4H3BrS
Formula Weight
163.04
MOL File
872-31-1.mol
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3-Bromothiophene Property

Melting point:
<-10°C
Boiling point:
150 °C (lit.)
Density 
1.74 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.591(lit.)
Flash point:
140 °F
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Liquid
Specific Gravity
1.740
color 
Clear colorless to slightly yellow
Water Solubility 
IMMISCIBLE
Sensitive 
Light Sensitive/Stench
BRN 
105338
CAS DataBase Reference
872-31-1(CAS DataBase Reference)
NIST Chemistry Reference
Thiophene, 3-bromo-(872-31-1)
EPA Substance Registry System
3-Bromothiophene (872-31-1)
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Safety

Hazard Codes 
T,Xi,N,Xn
Risk Statements 
10-25-41-51/53-36/37/38-23/24/25-20/21/22-43-36/37
Safety Statements 
26-36/37/39-45-61-38-28A-16-24/25-23-36-36/37-24/35
RIDADR 
UN 2929 6.1/PG 2
WGK Germany 
3
8
Hazard Note 
Irritant
TSCA 
T
HazardClass 
6.1
PackingGroup 
II
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H301Toxic if swalloed

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P273Avoid release to the environment.

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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
106224
Product name
3-Bromothiophene
Purity
97%
Packaging
5g
Price
$58.5
Updated
2024/03/01
Sigma-Aldrich
Product number
106224
Product name
3-Bromothiophene
Purity
97%
Packaging
25g
Price
$94.7
Updated
2024/03/01
TCI Chemical
Product number
B1067
Product name
3-Bromothiophene
Purity
>97.0%(GC)
Packaging
25g
Price
$81
Updated
2024/03/01
TCI Chemical
Product number
B1067
Product name
3-Bromothiophene
Purity
>97.0%(GC)
Packaging
250g
Price
$469
Updated
2024/03/01
Alfa Aesar
Product number
A14022
Product name
3-Bromothiophene, 97%
Packaging
10g
Price
$35.65
Updated
2024/03/01
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3-Bromothiophene Chemical Properties,Usage,Production

Chemical Properties

clear colourless to slightly yellow liquid. It is not soluble in water, but can dissolve in common organic solvents such as chloroform, benzene, ether, and tetrahydrofuran.

Uses

3-Bromothiophene is used in the preparation of derivatives such as thienylenic alpha, μ-diformyl-alpha-oligothiophenes and 3-lithiothiophene. It is also used in the synthesis of 3-lithiothiophene by reacting with n-butyllithium.

Uses

3-Bromothiophene can be used as a reactant to synthesize:
3,3-Bithiophene via borylation followed by Suzuki coupling.
3-Alkylthiophenes by NiDPPP++ catalyzed cross-coupling with Grignard reagents.
3-Lithiothiophene by treating with n-butyllithium in hexane.
Derivatives of thienylenic α, ω?diformyl?α?oligothiophenes.
N-(2-(3-bromothiophen-2-yl)phenyl)methanesulfonamides by coupling at the 2-position with N-arylmethanesulfonamides, mediated by iodobenzene diacetate (178721).

Preparation

Preparation of 3-bromothiophene using 2,5-dibromothiophene
2,5-Dibromothiophene (121g, 0.5 moles), tris (3,6-dioxaheptyl) amine (1.0g, 0.003 mole), thiophene (500 cm3) and sodium amide (58.5g, 1.5 mole) were successively charged to a flask which had previously been purged with nitrogen. The reaction mixture was stirred and heated under nitrogen at 50-60°C for 6 hours. The product, after work up as described in Example 3, was found to contain 138.5g 3-bromothiophene and 2.6g 2-bromothiophene. The yield of 3-bromothiophene was 85% and the monobromothiophenes were in the ratio of 2 parts 2-bromothiophene to 98 parts 3-bromothiophene.

Reactions

3-Bromothiophene is an electron-rich aromatic hydrocarbon bromide. The bromine atom in it has good electrophilicity. It can perform a Suzuki coupling reaction under the catalysis of metal palladium, and react with different aryl or alkenyl borates. The corresponding substitution products are generated. This reaction is one of the very important methods in organic synthesis, which can build C-C bonds and form complex organic molecular structures.

Synthesis Reference(s)

Journal of the American Chemical Society, 74, p. 2965, 1952 DOI: 10.1021/ja01132a004
Synthetic Communications, 11, p. 25, 1981 DOI: 10.1080/00397918108064278

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3-Bromothiophene Suppliers

Qingdao Frontierchem Co.,Ltd.
Tel
0532-88320311 15966837432
Fax
+86-0532-88320800, QQ: 409143840
Email
sales@qdfrontierchem.com
Country
China
ProdList
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57
Nanjing Habo Medical Technology Co., Ltd.
Tel
025-85760892 13376090521
Fax
025-85766769
Email
sales@habotech.com
Country
China
ProdList
970
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60
Wuhan zhijingcheng Pharmaceutical Technology Co.,Ltd
Tel
027-13986215-120 13871097899
Fax
13986215120
Email
372928708@qq.com
Country
China
ProdList
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58
Wuhan Circle Star Chem-medic Technology Co.,Ltd
Tel
18908653704
Email
marketing@circlestar-chem.com
Country
China
ProdList
5000
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58
Wuhan EnTai Technology Development Co,.Ltd
Tel
86-27-82330560
Fax
86-27-82330547
Email
2536851935@qq.com
Country
China
ProdList
347
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69
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
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3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
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69
future industrial shanghai co., ltd
Tel
400-0066400 13621662912
Fax
021-55660885
Email
sales@jonln.com
Country
China
ProdList
1995
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New Energy Chemicals
Tel
0515-82159088 13770142076
Fax
86-0515-8215909
Email
twl@njuchem.com
Country
China
ProdList
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View Lastest Price from 3-Bromothiophene manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
3-Bromothiophene 872-31-1
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-22
R&D Scientific Inc.
Product
3-Bromothiophene 872-31-1
Price
US $786.00/Kg
Min. Order
1Kg
Purity
99 %
Supply Ability
5000 Kg
Release date
2024-11-12
Shaanxi Dideu Medichem Co. Ltd
Product
3-Bromothiophene 872-31-1
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-04-22

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