1-Benzofuran-5-carbaldehyde

Base Information

• Chemical Name: 1-Benzofuran-5-carbaldehyde
• CAS No.: 10035-16-2
• Molecular Formula: C9H6O2
• Molecular Weight: 146.145
• Hs Code.: 2932999099
• European Community (EC) Number: 674-714-1
• DSSTox Substance ID: DTXSID50378761
• Nikkaji Number: J81.452K
• Wikidata: Q72445503
• Pharos Ligand ID: VLVB3BQ12PNS
• Metabolomics Workbench ID: 131601
• ChEMBL ID: CHEMBL3358215
• Mol file: 10035-16-2.mol

Synonyms:1-Benzofuran-5-carbaldehyde;10035-16-2;benzofuran-5-carbaldehyde;5-formylbenzofuran;benzofuran-5-carboxaldehyde;5-BENZOFURANCARBOXALDEHYDE;5-formylbenzo(b)furan;5-formylbenzo[b]furan;MFCD03411182;benzo[b]furan-5-carboxaldehyde;CHEMBL3358215;5-Formyl-1-benzofuran;1-BENZOFURAN-5-CARBOXALDEHYDE;benzo[b]furan-5-carbaldehyde;5-Benzofurancarbaldehyde;SCHEMBL719619;DTXSID50378761;LLLBDLDNTMMZHL-UHFFFAOYSA-N;BDBM50037779;AKOS006229020;AM90001;CS-W008821;MB02725;PS-3367;1-benzofuran-5-carbaldehyde, AldrichCPR;SY104021;BB 0259388;FT-0636620;EN300-191407;W-200623;Z1201622196

Chemical Property of 1-Benzofuran-5-carbaldehyde

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.0203mmHg at 25°C
• Melting Point: 50.5°C
• Refractive Index: 1.651
• Boiling Point: 251.5 °C at 760 mmHg
• Flash Point: 110.2 °C
• PSA: 30.21000
• Density: 1.238 g/cm³
• LogP: 2.24530
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 146.036779430
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

98% ^*data from raw suppliers

1-Benzofuran-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CO2)C=C1C=O
• 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.

Technology Process of 1-Benzofuran-5-carbaldehyde

There total 17 articles about 1-Benzofuran-5-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

2,3-dihydro-benzofuran-5-carbaldehyde (55745-70-5) → benzofuran-5-carbaldehyde (10035-16-2)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In chlorobenzene; at 80 ℃; for 1h;

DOI:10.1021/jm900647e

Reference yield: 78.0%

benzo[b]furan-5-carbonitrile (79002-39-4) → benzofuran-5-carbaldehyde (10035-16-2)

Guidance literature:

benzo[b]furan-5-carbonitrile; With diisobutylaluminium hydride; In n-heptane; dichloromethane; at -20 - -15 ℃; for 0.166667h;

With hydrogenchloride; water; In n-heptane; dichloromethane;

Reference yield: 75.0%

5-bromobenzofuran (23145-07-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → benzofuran-5-carbaldehyde (10035-16-2)

Guidance literature:

5-bromobenzofuran; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 2h;

N,N-dimethyl-formamide; In diethyl ether; pentane; for 1h;

upstream raw materials:

3-ethynyl-4-methoxybenzaldehyde

5-bromobenzofuran

N,N-dimethyl-formamide

3-(prop-1-enyl)-4-(prop-1-enyloxy)benzaldehyde

Downstream raw materials:

5-hydroxymethylbenzo[b]furan

2-(benzo[b]furan-5-yl)oxirane

2'-(β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]-furanyl)propiophenone

3-bromo-1-benzofuran-5-carbaldehyde

Refernces

• 1、 -. "P2X3 AND/OR P2X2/3 COMPOUNDS AND METHODS". Paragraph 0174-0177. . Retrieved 2018/04/17.
• 2、 -. "Substituted Pyran Derivatives". Paragraph 0074; 0075; 0076; 0077. . Retrieved 2014/10/29.