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
- Molecular Weight:
- 163.04
- MDL Number:
- MFCD00005417
- MOL File:
- 872-31-1.mol
- MSDS File:
- SDS
| Melting point | <-10°C |
|---|---|
| Boiling point | 150 °C (lit.) |
| Density | 1.74 g/mL at 25 °C (lit.) |
| refractive index |
n |
| 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) |
| FDA UNII | G818Z74YV0 |
| NIST Chemistry Reference | Thiophene, 3-bromo-(872-31-1) |
| EPA Substance Registry System | 3-Bromothiophene (872-31-1) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS02,GHS06,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H226-H301-H310+H330-H317-H319-H335-H411 | |||||||||
| Precautionary statements | P210-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338 | |||||||||
| 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 | |||||||||
| F | 8 | |||||||||
| Hazard Note | Irritant | |||||||||
| TSCA | T | |||||||||
| HazardClass | 6.1 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29349990 | |||||||||
| NFPA 704 |
|
3-Bromothiophene price More Price(34)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 106224 | 3-Bromothiophene 97% | 872-31-1 | 5g | $58.5 | 2024-03-01 | Buy |
| Sigma-Aldrich | 106224 | 3-Bromothiophene 97% | 872-31-1 | 25g | $94.7 | 2024-03-01 | Buy |
| TCI Chemical | B1067 | 3-Bromothiophene >97.0%(GC) | 872-31-1 | 25g | $81 | 2024-03-01 | Buy |
| TCI Chemical | B1067 | 3-Bromothiophene >97.0%(GC) | 872-31-1 | 250g | $469 | 2024-03-01 | Buy |
| Alfa Aesar | A14022 | 3-Bromothiophene, 97% | 872-31-1 | 10g | $35.65 | 2024-03-01 | Buy |
3-Bromothiophene Chemical Properties,Uses,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 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).
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.
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
3-Bromothiophene Preparation Products And Raw materials
Raw materials
Preparation Products
1of4
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | sales@hbmojin.com | China | 12456 | 58 |
| Hebei Yanxi Chemical Co., Ltd. | +8617531190177 | peter@yan-xi.com | China | 5993 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 7845 | 58 |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 15928 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21691 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32480 | 60 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418679 +86-18949832763 | info@tnjchem.com | China | 2989 | 55 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29914 | 58 |
| Hebei Guanlang Biotechnology Co., Ltd. | +86-19930503282 | alice@crovellbio.com | China | 8823 | 58 |
View Lastest Price from 3-Bromothiophene manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2024-01-23 | 3-Bromothiophene
872-31-1
|
US $9.00-0.90 / KG | 1KG | 99% | g-kg-tons, free sample is available | Henan Fengda Chemical Co., Ltd | |
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2023-09-28 | 3-Bromothiophene
872-31-1
|
US $40.00-40.00 / kg | 1kg | 0.99 | 20 | Hebei Yanxi Chemical Co., Ltd. | |
 |
2023-08-15 | 3-Bromothiophene
872-31-1
|
US $50.00 / KG | 1KG | 99% | 20TONS | Hebei Mojin Biotechnology Co., Ltd |
-
- 3-Bromothiophene
872-31-1
- US $9.00-0.90 / KG
- 99%
- Henan Fengda Chemical Co., Ltd
-
- 3-Bromothiophene
872-31-1
- US $40.00-40.00 / kg
- 0.99
- Hebei Yanxi Chemical Co., Ltd.
-
- 3-Bromothiophene
872-31-1
- US $50.00 / KG
- 99%
- Hebei Mojin Biotechnology Co., Ltd