2-Benzofurancarboxaldehyde
- Product Name
- 2-Benzofurancarboxaldehyde
- CAS No.
- 4265-16-1
- Chemical Name
- 2-Benzofurancarboxaldehyde
- Synonyms
- Coumarilaldehyde;BUTTPARK 98\04-15;2-Formylbenzofuran;RARECHEM AM LA 0016;TIMTEC-BB SBB010059;2-BENZOFURAN ALDEHYDE;2-formylbenzo[b]furan;2-BENZOFURANCARBALDEHYDE;BENZOFURAN-2-CARBALDEHYDE;2-BENZOFURANCARBOXALDEHYDE
- CBNumber
- CB8288271
- Molecular Formula
- C9H6O2
- Formula Weight
- 146.14
- MOL File
- 4265-16-1.mol
2-Benzofurancarboxaldehyde Property
- Melting point:
- 9-9.5 °C
- Boiling point:
- 135 °C18 mm Hg(lit.)
- Density
- 1.206 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.633(lit.)
- FEMA
- 3128 | 2-BENZOFURANCARBOXALDEHYDE
- Flash point:
- >230 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- Liquid
- Specific Gravity
- 1.206
- color
- Clear yellow to brown
- Odor
- at 100.00 %. bitter almond
- Odor Type
- fruity
- Water Solubility
- Not miscible or difficult to mix with water.
- Sensitive
- Air Sensitive
- JECFA Number
- 751
- BRN
- 2910
- LogP
- 2.09
- CAS DataBase Reference
- 4265-16-1(CAS DataBase Reference)
- NIST Chemistry Reference
- Benzofuran-2-carboxaldehyde(4265-16-1)
- EPA Substance Registry System
- 2-Benzofurancarboxaldehyde (4265-16-1)
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.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 493449
- Product name
- 2-Benzofurancarboxaldehyde
- Purity
- 97%
- Packaging
- 1g
- Price
- $71.33
- Updated
- 2025/07/31
- Product number
- 493449
- Product name
- 2-Benzofurancarboxaldehyde
- Purity
- 97%
- Packaging
- 5g
- Price
- $158.2
- Updated
- 2025/07/31
- Product number
- B5282
- Product name
- Benzofuran-2-carbaldehyde
- Purity
- min. 98.0 %
- Packaging
- 1G
- Price
- $57
- Updated
- 2025/07/31
- Product number
- B5282
- Product name
- Benzofuran-2-carbaldehyde
- Purity
- min. 98.0 %
- Packaging
- 5G
- Price
- $171
- Updated
- 2025/07/31
- Product number
- 159411
- Product name
- 2-Benzofurancarboxaldehyde
- Packaging
- 1g
- Price
- $460
- Updated
- 2021/12/16
2-Benzofurancarboxaldehyde Chemical Properties,Usage,Production
Chemical Properties
Colorless to light yellow liqui
Chemical Properties
2-Formyl benzofuran has a bitter almond odor.
Uses
Benzo[b]furan-2-carboxaldehyde is used for the synthesis of isoxazolines.
Uses
2-Benzofurancarboxaldehyde may be used in the preparation of (E)-3-(benzofuran-2′-ylmethylidene)-1-methyl-2-indolinone and 1-(benzofuran-2-yl)methanol.
Preparation
By the Gattermann process; also from coumaryloyl cyanide.
Definition
ChEBI: 2-Benzofurancarboxaldehyde is a member of benzofurans.
General Description
2-Benzofurancarboxaldehyde, also known as benzo[b]-2-furfural, is an α,β-unsaturated aldehyde.
Synthesis
271-89-6
68-12-2
4265-16-1
General procedure for the synthesis of benzo[b]furan-2-carbaldehyde from 2,3-benzofuran and N,N-dimethylformamide: Triclosan (4.73 mL, 50.79 mmol) was slowly added to a solution of N,N-dimethylformamide (6.56 mL, 84.75 mmol) under conditions of keeping the temperature lower than 40 °C. Subsequently, 2,3-benzofuran (2.00 g, 16.93 mmol) was added dropwise to the reaction mixture over a period of 15 min under the same temperature conditions. The reaction mixture was heated up to 80 °C for 24 hours. After completion of the reaction, the mixture was carefully poured into ice water and neutralized with sodium hydroxide solution. The organic phase was separated and the aqueous phase was extracted with ethyl acetate. The organic phases were combined, washed with brine and dried over anhydrous magnesium sulfate. The filtrate was concentrated under reduced pressure and the resulting crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 10:1) to afford benzo[b]furan-2-carbaldehyde (2.27 g, 90% yield) as a brown oil.1H NMR (400 MHz, CDCl3): δ 9.83 (1H, s, CHO), 7.75-7.70 (1H, m, H-4 ), 7.56-7.54 (2H, m, H-6,7), 7.46 (1H, s, H-3), 7.32-7.28 (1H, m, H-5).13C NMR (100 MHz, CDCl3): δ 179.63 (CHO), 156.03 (C-7a), 152.52 (C-2), 129.07 (C-3a) , 126.51 (C-6), 124.05 (C-5), 123.58 (C-4), 117.93 (C-3), 112.44 (C-7).
References
[1] Chemical Communications, 2017, vol. 53, # 54, p. 7545 - 7548
[2] Organic Letters, 2012, vol. 14, # 3, p. 844 - 847
[3] Letters in Drug Design and Discovery, 2014, vol. 11, # 8, p. 975 - 984
[4] ChemMedChem, 2017, vol. 12, # 3, p. 257 - 270
[5] Patent: WO2016/114816, 2016, A1. Location in patent: Paragraph 0331
2-Benzofurancarboxaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Benzofurancarboxaldehyde manufacturers
- Product
- 2-Benzofurancarboxaldehyde 4265-16-1
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 200KG
- Release date
- 2018-12-23