2-Acetyl-5-bromothiophene
- Product Name
- 2-Acetyl-5-bromothiophene
- CAS No.
- 5370-25-2
- Chemical Name
- 2-Acetyl-5-bromothiophene
- Synonyms
- AKOS 93373;BUTTPARK 52\12-17;-5-bromothiophene;2-Acetyl-5-bromothio;LABOTEST-BB LT01138486;2-Acetyl-5-bromthiophen;5-Bromo 2-acetylthiophene;5-Acetyl-2-bromothiophene;2-Bromo-5-acetylthiophene;2-ACETYL-5-BROMOTHIOPHENE
- CBNumber
- CB0465458
- Molecular Formula
- C6H5BrOS
- Formula Weight
- 205.07
- MOL File
- 5370-25-2.mol
2-Acetyl-5-bromothiophene Property
- Melting point:
- 94-96 °C (lit.)
- Boiling point:
- 103 °C/4 mmHg (lit.)
- Density
- 1.649 (estimate)
- Flash point:
- 103°C/4mm
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- soluble in Methanol
- form
- Crystalline Flakes or Powder
- color
- Yellow
- Sensitive
- Light Sensitive
- BRN
- 113949
- InChI
- InChI=1S/C6H5BrOS/c1-4(8)5-2-3-6(7)9-5/h2-3H,1H3
- InChIKey
- IGBZCOWXSCWSHO-UHFFFAOYSA-N
- SMILES
- C(=O)(C1SC(Br)=CC=1)C
- CAS DataBase Reference
- 5370-25-2(CAS DataBase Reference)
- NIST Chemistry Reference
- 2-Acetyl-5-bromothiophene(5370-25-2)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 36/37/38-20/21/22
- Safety Statements
- 36/37/39-26-22
- RIDADR
- UN2811
- WGK Germany
- 3
- HazardClass
- LIGHT SENSITIVE
- HS Code
- 29339900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A1183
- Product name
- 2-Acetyl-5-bromothiophene
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $26
- Updated
- 2025/07/31
- Product number
- A1183
- Product name
- 2-Acetyl-5-bromothiophene
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $64
- Updated
- 2025/07/31
- Product number
- A168820
- Product name
- 2-Acetyl-5-bromothiophene
- Packaging
- 2.5g
- Price
- $65
- Updated
- 2021/12/16
- Product number
- FA36703
- Product name
- 2-Acetyl-5-bromothiophene
- Packaging
- 25g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- C626
- Product name
- 2-Acetyl-5-bromothiophene
- Packaging
- 25g
- Price
- $50
- Updated
- 2021/12/16
2-Acetyl-5-bromothiophene Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powder
Uses
2-Acetyl-5-bromothiophene was used as a starting reagent in the synthesis of bithiophene bis-imidazo[1,2-a]pyridine derivatives. It was also used in the preparation of phosphorus-containing fused bicyclic 5,6-membered compounds.
Synthesis Reference(s)
Journal of Heterocyclic Chemistry, 18, p. 1345, 1981 DOI: 10.1002/jhet.5570180714
Synthetic Communications, 11, p. 29, 1981 DOI: 10.1080/00397918108064279
Synthesis
88-15-3
5370-25-2
The general procedure for the synthesis of 2-acetyl-5-bromothiophene from 2-acetylthiophene was as follows: 2-acetylthiophene (1.08 mL, 10 mmol), N-bromosuccinimide (NBS) (1.78 g, 30 mmol), and acetic anhydride (3.78 mL, 40 mmol) were added sequentially to a dry, 25 mL round-bottomed flask, which was equipped with a protective tube. Acetic acid (0.40 mL) was subsequently added to the mixture. The reaction mixture was stirred at 50 °C for 1 h protected from light and the color of the solution was observed to change from colorless to light yellow. Upon completion of the reaction, the mixture was cooled to room temperature and poured into 100 mL of water with continuous stirring until the acetic anhydride was completely hydrolyzed. At this point, 2-acetyl-5-bromothiophene precipitated as white crystals. The product was collected by filtration and washed in batches with 50 mL of water to give a final yield of 82%. The melting point of the product was 92-94 °C (acetone).1H NMR (300 MHz, CDCl3) data were as follows: δ 7.40 (d, J=3.9 Hz, 1H), 7.08 (d, J=3.9 Hz, 1H), 2.48 (s, 3H).
References
[1] Tetrahedron Letters, 2010, vol. 51, # 1, p. 205 - 208
[2] Journal of Organic Chemistry, 2009, vol. 74, # 23, p. 9180 - 9187
[3] Tetrahedron Letters, 2014, vol. 55, # 5, p. 996 - 1001
[4] Tetrahedron Letters, 2014, vol. 55, # 5, p. 996 - 1001
[5] Organic Letters, 2013, vol. 15, # 9, p. 2108 - 2111
2-Acetyl-5-bromothiophene Preparation Products And Raw materials
Raw materials
Preparation Products
2-Acetyl-5-bromothiophene Suppliers
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View Lastest Price from 2-Acetyl-5-bromothiophene manufacturers
- Product
- 2-Acetyl-5-bromothiophene 5370-25-2
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-26
- Product
- 2-Acetyl-5-bromothiophene 5370-25-2
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-25
- Product
- 2-Acetyl-5-bromothiophene 5370-25-2
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11