Benzofuran-6-carbaldehyde

Base Information

• Chemical Name: Benzofuran-6-carbaldehyde
• CAS No.: 123297-88-1
• Molecular Formula: C9H6O2
• Molecular Weight: 146.145
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00559285
• Nikkaji Number: J2.364.478I
• Wikidata: Q72445511
• Mol file: 123297-88-1.mol

Synonyms:Benzofuran-6-carbaldehyde;123297-88-1;1-BENZOFURAN-6-CARBALDEHYDE;6-Benzofurancarbaldehyde;6-BENZOFURANCARBOXALDEHYDE;MFCD09038098;6-Benzofurancarboxaldehyde (9CI);6-FORMYL-2H-1-BENZO[B]FURAN;6-Formylbenzo[b]furan;benzofuran-6-carboxaldehyde;SCHEMBL3789969;DTXSID00559285;HLSNQZQSNWFXET-UHFFFAOYSA-N;YEA29788;AC3295;ZB0413;AKOS006330398;MB06876;AS-80057;SY026601;CS-0173259;EN300-190636;A890815;Z1198184423

Chemical Property of Benzofuran-6-carbaldehyde

Chemical Property:

• Boiling Point: 251.549 °C at 760 mmHg
• Flash Point: 110.192 °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:

97% ^*data from raw suppliers

Benzofuran-6-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzofuran-6-carbaldehyde

There total 14 articles about Benzofuran-6-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: 80.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 6-bromo-benzofuran (128851-73-0) → benzofuran-6-carboxaldehyde (123297-88-1)

Guidance literature:

6-bromo-benzofuran; With isopropylmagnesium bromide; In tetrahydrofuran; at -25 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; at -25 ℃;

Reference yield: 34.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2-(3-bromophenoxy)acetaldehyde diethyl acetal (204452-94-8) → benzofuran-7-carboxaldehyde (95333-14-5) + benzofuran-6-carboxaldehyde (123297-88-1)

Guidance literature:

2-(3-bromophenoxy)acetaldehyde diethyl acetal; In toluene; for 3h; Reflux;

N,N-dimethyl-formamide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

Reference yield: 29.0%

carbon monoxide (201230-82-2) + trifluoromethanesulfonic acid benzofuran-6-yl ester (227752-25-2) → benzofuran-6-carboxaldehyde (123297-88-1)

Guidance literature:

With palladium diacetate; triethylamine; diphenylphosphinopropane; tri-n-octylsilane; In N,N-dimethyl-formamide; at 70 ℃; for 2h;

DOI:10.1021/jm049874c

upstream raw materials:

N,N-dimethyl-formamide

2-(3-bromophenoxy)acetaldehyde diethyl acetal

carbon monoxide

trifluoromethanesulfonic acid benzofuran-6-yl ester

Downstream raw materials:

4-Benzofuran-6-yl-2-(4-methoxy-phenyl)-4,5-dihydro-3H-pyrrole-3-carboxylic acid ethyl ester

3-Benzofuran-6-yl-2-(4-methoxy-benzoyl)-4-nitro-butyric acid ethyl ester

benzofuran-6-carboxylic acid

(S)-2-(2-(benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-(3-(methylsulfonyl)phenyl)propanoic acid