3-Bromothiophene-2-carbaldehyde
- Product Name
- 3-Bromothiophene-2-carbaldehyde
- CAS No.
- 930-96-1
- Chemical Name
- 3-Bromothiophene-2-carbaldehyde
- Synonyms
- 3-BROMOTHIOPHENE-2-CARBOXALDEHYDE;THCHO-Br;BUTTPARK 43\57-52;3-Bromo-2-Formylthophene;3-BROMO-2-FORMYLTHIOPHENE;3-BROMO-2-THIOPHENECARBALDEHYDE;3-BROMOTHIOPHENE-2-CARBALDEHYDE;3-bromothiophene-2-formaldehyde;3-Bromo-2-thiophenecarboxaldehyde;3-bromothiophene-2- 4-carbaldehyde
- CBNumber
- CB4290245
- Molecular Formula
- C5H3BrOS
- Formula Weight
- 191.05
- MOL File
- 930-96-1.mol
3-Bromothiophene-2-carbaldehyde Property
- Melting point:
- 25 °C
- Boiling point:
- 77-79°C 0,2mm
- Density
- 1.755 g/mL at 25 °C
- refractive index
- 1.6377
- Flash point:
- 110-113°C/10mm
- storage temp.
- Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- form
- clear liquid
- color
- Light yellow to Amber to Dark green
- Water Solubility
- Not miscible in water.
- Sensitive
- Air Sensitive
- BRN
- 109757
- InChI
- InChI=1S/C5H3BrOS/c6-4-1-2-8-5(4)3-7/h1-3H
- InChIKey
- BCZHCWCOQDRYGS-UHFFFAOYSA-N
- SMILES
- C1(C=O)SC=CC=1Br
- CAS DataBase Reference
- 930-96-1(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/38-36/37/38-20/21/22
- Safety Statements
- 26-36/37/39-22-37/39
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29349990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 716553
- Product name
- 3-Bromothiophene-2-carboxaldehyde
- Purity
- 96%
- Packaging
- 1g
- Price
- $39.3
- Updated
- 2025/07/31
- Product number
- B2934
- Product name
- 3-Bromothiophene-2-carboxaldehyde
- Purity
- >95.0%(GC)
- Packaging
- 1g
- Price
- $33
- Updated
- 2025/07/31
- Product number
- B2934
- Product name
- 3-Bromothiophene-2-carboxaldehyde
- Purity
- >95.0%(GC)
- Packaging
- 5g
- Price
- $110
- Updated
- 2025/07/31
- Product number
- B2934
- Product name
- 3-Bromothiophene-2-carboxaldehyde
- Purity
- >95.0%(GC)
- Packaging
- 25g
- Price
- $379
- Updated
- 2025/07/31
- Product number
- B698975
- Product name
- 3-Bromothiophene-2-carbaldehyde
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
3-Bromothiophene-2-carbaldehyde Chemical Properties,Usage,Production
Chemical Properties
Colorless to yellow liquid
Uses
3-Bromothiophene-2-carboxaldehyde is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.
Synthesis Reference(s)
Journal of Medicinal Chemistry, 34, p. 1805, 1991 DOI: 10.1021/jm00110a008
Synthesis
872-31-1
68-12-2
930-96-1
Diisopropylamine (51.6 kg, 509.9 mol, 1.0 eq.) and anhydrous tetrahydrofuran (THF) (385.0 kg) were added to a 1000 L autoclave under nitrogen protection. After cooling the system to 0-5 °C, n-butyllithium (BuLi) (131.4 kg, 463.8 mol, 1.0 eq.) was slowly added. After addition, stirring was continued at 0-5 °C for 30 min. Subsequently, a solution of 3-bromothiophene (75.0 kg, 460.0 mol, 1.0 eq.) in THF (20.0 kg) was added dropwise. After dropwise addition, stirring was continued at 0-5 °C for 30 min. Next, a solution of N,N-dimethylformamide (DMF) (35.3 kg, 473.3 mol, 1.0 eq.) in THF (10.0 kg) was slowly added dropwise. After completion of dropwise addition, stirring was maintained at 0-5 °C for 3 hours. Upon completion of the reaction, a 14% aqueous ammonium chloride (NH4Cl) solution (700.0 g) was slowly added dropwise at 0-5 °C. After addition, the reaction was stirred at 0-5 °C for 15 min and allowed to stand for 15 min. The organic phase was separated and stored temporarily in a clean PTFE drum. The aqueous phase was re-pumped into the reactor, methyl tertiary butyl ether (MTBE) (150.0 kg) was added, stirred for 15 min, and allowed to stand for 15 min before separating the phase and collecting the upper organic phase. All organic phases were combined and dried with anhydrous sodium sulfate (85.0 kg) for several hours until the moisture content was <1%. Filtration, the filter cake was washed with methyl tert-butyl ether (20 mL x 2), the filtrates were combined and concentrated under reduced pressure to remove the solvent to give 3-bromothiophene-2-carbaldehyde (93.8 kg, 100% yield).
References
[1] Patent: CN103172646, 2016, B. Location in patent: Paragraph 0101-0104
[2] European Journal of Organic Chemistry, 2016, vol. 2016, # 31, p. 5263 - 5273
[3] Macromolecules, 2013, vol. 46, # 6, p. 2078 - 2091
[4] Tetrahedron Letters, 2012, vol. 53, # 2, p. 166 - 169
[5] Journal of the American Chemical Society, 2014, vol. 136, # 19, p. 7132 - 7139
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View Lastest Price from 3-Bromothiophene-2-carbaldehyde manufacturers
- Product
- 3-Bromo-2-thiophenecarbaldehyde 930-96-1
- Price
- US $200.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%, 99.5% Sublimated
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-31
- Product
- 3-Bromothiophene-2-carbaldehyde 930-96-1
- Price
- US $590.00/g
- Min. Order
- 1g
- Purity
- 96
- Supply Ability
- 500 Kg
- Release date
- 2024-02-19
- Product
- 3-Bromothiophene-2-carbaldehyde 930-96-1
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 Tons
- Release date
- 2021-10-13