1-Benzofuran-5-carbonitrile

Base Information

• Chemical Name: 1-Benzofuran-5-carbonitrile
• CAS No.: 79002-39-4
• Molecular Formula: C9H5NO
• Molecular Weight: 143.145
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID30383570
• Nikkaji Number: J2.797.638G
• Wikidata: Q72445508
• Pharos Ligand ID: V5WKU9SM786G
• ChEMBL ID: CHEMBL3358216
• Mol file: 79002-39-4.mol

Synonyms:1-benzofuran-5-carbonitrile;Benzofuran-5-carbonitrile;79002-39-4;CHEMBL3358216;1-BENZOFURANE-5-CARBONITRILE;5-cyanobenzo(b)furan;SCHEMBL827799;DTXSID30383570;SXFQAFFSEZRQCJ-UHFFFAOYSA-N;AMY22124;BDBM50037780;MFCD05664402;AKOS006282086;MB03560;1-benzofuran-5-carbonitrile, AldrichCPR;DS-12924;FT-0650792;EN300-1165274;J-504224

Chemical Property of 1-Benzofuran-5-carbonitrile

Chemical Property:

• Vapor Pressure: 0.0119mmHg at 25°C
• Melting Point: 84 °C
• Refractive Index: 1.627
• Boiling Point: 260.8 °C at 760 mmHg
• Flash Point: 111.6 °C
• PSA: 36.93000
• Density: 1.22 g/cm³
• LogP: 2.30448
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.037113783
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

99.3% ^*data from raw suppliers

Benzofuran-5-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CO2)C=C1C#N

Technology Process of 1-Benzofuran-5-carbonitrile

There total 17 articles about 1-Benzofuran-5-carbonitrile 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: 97.0%

6,7-dihydrobenzofuran-5-carbonitrile → benzo[b]furan-5-carbonitrile (79002-39-4)

Guidance literature:

With acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 90 ℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1039/c8cc10109d

Reference yield: 96.0%

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

Guidance literature:

With ammonium sulfate; sodium carbonate; sulfur; In dimethyl sulfoxide; at 120 ℃; for 10h; Sealed tube;

Reference yield: 85.0%

5-bromobenzofuran (23145-07-5) + copper(l) cyanide → benzo[b]furan-5-carbonitrile (79002-39-4)

Guidance literature:

In N,N-dimethyl-formamide; for 12h; Inert atmosphere; Reflux;

DOI:10.3390/molecules23020252

upstream raw materials:

5-bromobenzofuran

copper(I) cyanide

4-bromo-phenol

1-bromo-4'-(2,2-dimethoxyethoxy)benzene

Downstream raw materials:

1-(benzofuran-5-yl)ethan-1-one

(1-benzofuran-5-yl)methanamine

5-(3-(benzofuran-5-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

N-hydroxybenzofuran-5-carboximidamide

Refernces

• 1、 Gupta, Naveen Kumar,Kotha, Sambasivarao,Solanke, Balaji. U.. "Design and synthesis of C3-symmetric molecules containing oxepine and benzofuran moieties via Metathesis". . . Retrieved 2021/07/17.
• 2、 Cao, Yu-Cai,Du, Ruo-Bing,Fu, Zhi-Hong,Guo, Yu,Lin, Jin-Hong,Xiao, Ji-Chang,Xiao, Xuan,Yao, Xu,Zhang, Yin-Xiang,Zheng, Xing. "Difluorocarbene-Based Cyanation of Aryl Iodides". supporting information. p. 713 - 717. Retrieved 2020/04/08.