1-Benzofuran-5-carbaldehyde
- Product Name
- 1-Benzofuran-5-carbaldehyde
- CAS No.
- 10035-16-2
- Chemical Name
- 1-Benzofuran-5-carbaldehyde
- Synonyms
- 5-Formylbenzofuran;5-FORMYLBENZO(B)FURAN;5-Formyl-1-benzofuran;Benzofurancarbaldehyde;5-Benzofurancarbaldehyde;5-FORMYLBENZO[BETA]FURAN;Benzofuran-5-carbaldehyde;5-Benzofurancarboxaldehyde;1-BENZOFURAN-5-CARBALDEHYDE;Benzofuran-5-carboxaldehyde
- CBNumber
- CB3437146
- Molecular Formula
- C9H6O2
- Formula Weight
- 146.14
- MOL File
- 10035-16-2.mol
1-Benzofuran-5-carbaldehyde Property
- Melting point:
- 50.5
- Boiling point:
- 70-74°C 0,15mm
- Density
- 1.238±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- low melting solid
- color
- Light yellow crystalline
- InChI
- InChI=1S/C9H6O2/c10-6-7-1-2-9-8(5-7)3-4-11-9/h1-6H
- InChIKey
- LLLBDLDNTMMZHL-UHFFFAOYSA-N
- SMILES
- O1C2=CC=C(C=O)C=C2C=C1
- CAS DataBase Reference
- 10035-16-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39-37/39
- HazardClass
- IRRITANT
- HS Code
- 2932990090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H290May be corrosive to metals
H314Causes severe skin burns and eye damage
H341Suspected of causing genetic defects
- Precautionary statements
-
P201Obtain special instructions before use.
P202Do not handle until all safety precautions have been read and understood.
P234Keep only in original container.
P260Do not breathe 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.
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P308+P313IF exposed or concerned: Get medical advice/attention.
P363Wash contaminated clothing before reuse.
P390Absorb spillage to prevent material damage.
P405Store locked up.
P406Store in corrosive resistant/… container with a resistant inner liner.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B203670
- Product name
- 1-Benzofuran-5-carbaldehyde
- Packaging
- 1g
- Price
- $130
- Updated
- 2021/12/16
- Product number
- FB10743
- Product name
- 1-Benzofuran-5-carbaldehyde
- Packaging
- 100mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- FB10743
- Product name
- 1-Benzofuran-5-carbaldehyde
- Packaging
- 1g
- Price
- $200
- Updated
- 2021/12/16
- Product number
- OR10877
- Product name
- Benzo[b]furan-5-carboxaldehyde
- Purity
- 97%
- Packaging
- 100mg
- Price
- $21
- Updated
- 2021/12/16
- Product number
- FB10743
- Product name
- 1-Benzofuran-5-carbaldehyde
- Packaging
- 250mg
- Price
- $80
- Updated
- 2021/12/16
1-Benzofuran-5-carbaldehyde Chemical Properties,Usage,Production
Chemical Properties
Colorless to light yellow liqui
Uses
1-Benzofuran-5-carbaldehyde is a building block used as a reactant in the synthetic preparation of benzofuranyl oxadiazoles as inhibitors of glycogen synthase kinase-3β with good brain permeability. It is also used in the synthesis of pyrroloquinolone PDE5 inhibitors used for clinical studies on erectile dysfunction.
Synthesis
55745-70-5
10035-16-2
General procedure for the synthesis of benzofuran-5-carbaldehyde from 2,3-dihydrobenzofuran-5-carbaldehyde: N-bromosuccinimide (NBS, 0.656 g, 3.69 mmol) and azobisisobutyronitrile (AIBN, 8.10 mg, 49.2 μmol) were added to a solution of chlorobenzene (7.3 mL) at room temperature and under argon protection to 2,3-dihydrobenzofuran-5-carbaldehyde (0.364 g, 2.46 mmol) in a solution of chlorobenzene (7.3 mL). The reaction mixture was stirred at 80 °C for 1 h before being cooled to room temperature and diluted with ethyl acetate (EtOAc). The organic layer was washed sequentially with saturated aqueous sodium bicarbonate (NaHCO3) and brine, dried over anhydrous sodium sulfate (Na2SO4) and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane, 3:97) to afford benzofuran-5-carbaldehyde (0.268 g, 1.84 mmol, 75% yield) as a colorless oil. Its 1H-NMR (CDCl3, 400 MHz) data were as follows: δ 6.82 (d, J = 2.0 Hz, 1H, furan-H), 7.54 (d, J = 8.8 Hz, 1H, Ar-H), 7.65 (d, J = 2.0 Hz, 1H, furan-H), 7.79 (d, J = 8.8 Hz, 1H, Ar-H), 8.07 (s 1H, Ar-H), 9.99 (s, 1H, -CHO). The spectral data of the obtained compounds are in agreement with literature reports (van Otterlo et al., 2005).
References
[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 20, p. 6270 - 6286
[2] Phytochemistry, 2013, vol. 96, p. 132 - 147
[3] Patent: US2014/309427, 2014, A1. Location in patent: Paragraph 0074; 0075; 0076; 0077
[4] Patent: WO2018/64135, 2018, A1. Location in patent: Paragraph 0174-0177
1-Benzofuran-5-carbaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1-Benzofuran-5-carbaldehyde manufacturers
- Product
- 1-Benzofuran-5-carbaldehyde 10035-16-2
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98.0%min
- Supply Ability
- 100kg
- Release date
- 2023-03-19
- Product
- 1-Benzofuran-5-carbaldehyde 10035-16-2
- Price
- US $8.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10MT
- Release date
- 2018-12-23