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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
Molecular Weight:
146.14
MDL Number:
MFCD00015463
MOL File:
4265-16-1.mol
MSDS File:
SDS
Last updated:2026-01-13 11:27:10
Product description Number Pack Size Price
2-Benzofurancarboxaldehyde 97% 493449 1g $71.33
2-Benzofurancarboxaldehyde 97% 493449 5g $158.2
Benzofuran-2-carbaldehyde min. 98.0 % B5282 1G $57
Benzofuran-2-carbaldehyde min. 98.0 % B5282 5G $171
2-Benzofurancarboxaldehyde 159411 1g $460
More product size

2-Benzofurancarboxaldehyde Properties

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
InChI 1S/C9H6O2/c10-6-8-5-7-3-1-2-4-9(7)11-8/h1-6H
InChIKey ADDZHRRCUWNSCS-UHFFFAOYSA-N
SMILES O=Cc1cc2ccccc2o1
LogP 2.09
CAS DataBase Reference 4265-16-1(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS) 2-BENZOFURANCARBOXALDEHYDE
FDA UNII DGQ01SIT6T
NIST Chemistry Reference Benzofuran-2-carboxaldehyde(4265-16-1)
EPA Substance Registry System 2-Benzofurancarboxaldehyde (4265-16-1)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  37/39-26
WGK Germany  3
TSCA  TSCA listed
HazardClass  IRRITANT
HS Code  29329990
Storage Class 10 - Combustible liquids
NFPA 704
1
0 0

2-Benzofurancarboxaldehyde price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 493449 2-Benzofurancarboxaldehyde 97% 4265-16-1 1g $71.33 2025-07-31 Buy
Sigma-Aldrich 493449 2-Benzofurancarboxaldehyde 97% 4265-16-1 5g $158.2 2025-07-31 Buy
TCI Chemical B5282 Benzofuran-2-carbaldehyde min. 98.0 % 4265-16-1 1G $57 2025-07-31 Buy
TCI Chemical B5282 Benzofuran-2-carbaldehyde min. 98.0 % 4265-16-1 5G $171 2025-07-31 Buy
Usbiological 159411 2-Benzofurancarboxaldehyde 4265-16-1 1g $460 2021-12-16 Buy
Product number Packaging Price Buy
493449 1g $71.33 Buy
493449 5g $158.2 Buy
B5282 1G $57 Buy
B5282 5G $171 Buy
159411 1g $460 Buy

2-Benzofurancarboxaldehyde Chemical Properties,Uses,Production

Chemical Properties

2-Formyl benzofuran has a bitter almond odor.

Chemical Properties

Colorless to light yellow liqui

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.

Definition

ChEBI: 2-Benzofurancarboxaldehyde is a member of benzofurans.

Preparation

By the Gattermann process; also from coumaryloyl cyanide.

General Description

2-Benzofurancarboxaldehyde, also known as benzo[b]-2-furfural, is an α,β-unsaturated aldehyde.

Synthesis

Benzofuran

271-89-6

N,N-Dimethylformamide

68-12-2

2-Benzofurancarboxaldehyde

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

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View Lastest Price from 2-Benzofurancarboxaldehyde manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Benzofurancarboxaldehyde pictures 2019-07-06 2-Benzofurancarboxaldehyde
4265-16-1
US $1.00 / kg 1kg 98% 200KG Career Henan Chemical Co
TIMTEC-BB SBB010059 RARECHEM AM LA 0016 Benzofuran-2-carboxaldehyde ,99% Benzo[b]furan-2-carboxaldehyde, 96% 1GR 1-Benzofuran-2-carboxaldehyde, 2-Formylbenzo[b]furan 2-Benzofurancarboxaldehyde 97% 2-Formylbenzofuran 2-BENZOFURANCARBOXALDEHYDE 2-BENZOFURAN ALDEHYDE 2-BENZOFURANCARBALDEHYDE BENZOFURAN-2-CARBOXALDEHYDE BENZOFURAN-2-CARBALDEHYDE BENZO[B]FURAN-2-CARBOXALDEHYDE BUTTPARK 98\04-15 1-BENZOFURAN-2-CARBOXALDEHYDE 1-BENZOFURAN-2-CARBALDEHYDE BENZOFURANE-2-CARBOXALDEHYDE Benzo[b]furan-2-carboxaldehyde, GC 97% Benzobüfuran-2-carboxaldehyde, 99% coumarone-2-carboxaldehyde Coumarilaldehyde Benzo[b]furan-2-carboxaldehyde,96% 2-formylbenzo[b]furan 4265-16-1 Heterocyclic Building Blocks ALDEHYDE Building Blocks Benzofurans Aldehydes Furans, Benzofurans & Dihydrobenzofurans Furan&Benzofuran Furans, Benzofurans & Dihydrobenzofurans Benzofurans Building Blocks Heterocyclic Building Blocks