1-(4-Fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile

Base Information

• Chemical Name: 1-(4-Fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile
• CAS No.: 64169-67-1
• Molecular Formula: C15H10FNO
• Molecular Weight: 239.249
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID70431862
• Nikkaji Number: J1.797.868C
• Mol file: 64169-67-1.mol

Synonyms:64169-67-1;1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile;1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile;rac-1-(4-Fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile;5-Isobenzofurancarbonitrile, 1-(4-fluorophenyl)-1,3-dihydro-;1-(4-fluorophenyl)-1,3-dihydro-isobenzofuran-5-Carbonitrile;1-(4-Fluorophenyl)-5-cyanophthalan;SCHEMBL1686;5-Cyano-1-(4-Fluorophenyl)-1,3-dihydroisobenzofuran;DTXSID70431862;YXCRMKYHFFMNPT-UHFFFAOYSA-N;1-(4-Fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile;MFCD06200812;rac-1-(4-Fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile;1- pound 4-fluorophenyl pound(c)-1,3-dihydro-isobenzofuran-5-Carbonitrile;AKOS005065533;CS-O-31216;HF-0004;AC-15825;CS-0155764;F0879;FT-0640931;F20485;A834661;J-503301;1-(4-Fluorophenyl)-1,3-dihydroIsobenzofuran-5carbonitrile;1-(4'-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile;1-(4-fluorophenyl)-1,3-dihydro isobenzofuran-5-carbonitrile;1-(4-Fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile;LU 17-046

Chemical Property of 1-(4-Fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 95-97 °C
• Refractive Index: 1.62
• Boiling Point: 375.266 °C at 760 mmHg
• Flash Point: 180.754 °C
• PSA: 33.02000
• Density: 1.292 g/cm³
• LogP: 3.31698
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Dichloromethane, Methanol (Slightly, Sonicated)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 239.074642105
• Heavy Atom Count: 18
• Complexity: 342

Purity/Quality:

99% ^*data from raw suppliers

rac-1-(4-Fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC(=C2)C#N)C(O1)C3=CC=C(C=C3)F
• Uses: An intermediate in the synthesis of Citalopram. An intermediate in the synthesis of Citalopram

Technology Process of 1-(4-Fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile

There total 24 articles about 1-(4-Fluorophenyl)-1,3-dihydroisobenzofuran-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: 93.7%

1-(4'-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbardehyde oxime (335612-73-2) → 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile (64169-67-1)

Guidance literature:

With oxalyl dichloride; In 1,3-dimethyl-2-imidazolydinone; toluene; at 18 - 32 ℃; for 1.16667 - 1.66667h; Product distribution / selectivity;

Reference yield: 86.5%

1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile (82104-74-3) → 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile (64169-67-1)

Guidance literature:

In tetrahydrofuran; chloroform;

Reference yield: 86.0%

1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile (82104-74-3) + magnesium (7439-95-4) + 1-Bromo-4-fluorobenzene (460-00-4) → 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile (64169-67-1)

Guidance literature:

magnesium; 1-Bromo-4-fluorobenzene; iodine; In tetrahydrofuran;

1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile; In tetrahydrofuran; dichloromethane; at -6 - -2 ℃;

upstream raw materials:

5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran

copper(I) cyanide

1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile

3-chloromethyl-4-(4-fluoro-benzoyl)-benzonitrile

Downstream raw materials:

1-(4-fluorophenyl)-3-oxo-1,3-dihydroisobenzofuran-5-carbonitrile

citalopram propanoic acid

5-Aminomethyl-1-(4-Fluoro-phenyl)-1,3-dihydro-isobenzofuran

citalopram hydrobromide

Refernces

• 1、 Jin, Chunyang,Boldt, Karl G.,Rehder, Kenneth S.,Brine, George A.. "Improved syntheses of N-desmethylcitalopram and N,N-didesmethylcitalopram". . p. 901 - 908. Retrieved 2007/10/03.
• 2、 -. "ONE POT SYNTHESIS OF CITALOPRAM FROM 5-CYANOPHTHALIDE". Page/Page column 8-9. . Retrieved 2008/06/13.