1-(4-Fluorophenyl)cyclopropanecarbonitrile

Base Information

• Chemical Name: 1-(4-Fluorophenyl)cyclopropanecarbonitrile
• CAS No.: 97009-67-1
• Molecular Formula: C10H8FN
• Molecular Weight: 161.179
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00381765
• Nikkaji Number: J2.228.657I
• Wikidata: Q72475790
• Mol file: 97009-67-1.mol

Synonyms:1-(4-fluorophenyl)cyclopropanecarbonitrile;97009-67-1;1-(4-fluorophenyl)cyclopropane-1-carbonitrile;MFCD01314307;1-(4-fluorophenyl)cyclopropylnitrile;CYCLOPROPANECARBONITRILE, 1-(4-FLUOROPHENYL)-;1-(4-FLUORO-PHENYL)-CYCLOPROPANECARBONITRILE;SCHEMBL4201312;DTXSID00381765;MFNQFDZHIVUCOX-UHFFFAOYSA-N;AKOS009159201;AB08514;FS-4258;AM804624;CS-0090835;FT-0657281;EN300-257110;A845674;J-503314

Chemical Property of 1-(4-Fluorophenyl)cyclopropanecarbonitrile

Chemical Property:

• Vapor Pressure: 0.00755mmHg at 25°C
• Refractive Index: 1.549
• Boiling Point: 268.7 °C at 760 mmHg
• Flash Point: 111.8 °C
• PSA: 23.79000
• Density: 1.18 g/cm³
• LogP: 2.38088
• Storage Temp.: Room temperature.
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 161.064077422
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(4-Fluorophenyl)cyclopropanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(C#N)C2=CC=C(C=C2)F
• Uses: 1-(4-Fluorophenyl)cyclopropanecarbonitrile

Technology Process of 1-(4-Fluorophenyl)cyclopropanecarbonitrile

There total 9 articles about 1-(4-Fluorophenyl)cyclopropanecarbonitrile 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: 95.0%

4-fluorophenylacetonitrile (459-22-3) + diphenyl(vinyl)sulfonium trifluoromethanesulfonate → 1-(4-fluorophenyl)cyclopropane-1-carbonitrile (97009-67-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 21 ℃; for 12h;

DOI:10.1016/j.tetlet.2018.02.080

Reference yield: 93.0%

4-fluorophenylacetonitrile (459-22-3) + 1-Bromo-2-chloroethane (107-04-0) → 1-(4-fluorophenyl)cyclopropane-1-carbonitrile (97009-67-1)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In water; at 50 ℃;

DOI:10.1021/jm9013696

Reference yield: 81.5%

→ 1-(4-fluorophenyl)cyclopropane-1-carbonitrile (97009-67-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl acetamide; mineral oil; at -15 - -10 ℃; for 0.25h; Inert atmosphere;

In N,N-dimethyl acetamide; mineral oil; at -10 - 20 ℃; for 1h;

upstream raw materials:

4-fluorophenylacetonitrile

1-Bromo-2-chloroethane

[1,3]-dioxolan-2-one

ethylene dibromide

Downstream raw materials:

(1-(4-fluorophenyl)cyclopropyl)methanamine

(1-(4-fluorophenyl)cyclopropyl)methanol

Refernces

• 1、 Fang, Ping,Mei, Tian-Sheng,Shuai, Bin. "Nickel-Catalyzed Favorskii-Type Rearrangement of Cyclobutanone Oxime Esters to Cyclopropanecarbonitriles". supporting information. p. 1637 - 1641. Retrieved 2021/10/02.
• 2、 Shi, Yongjia,Gao, Qian,Xu, Senmiao. "Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Cyclopropanes". supporting information. p. 10599 - 10604. Retrieved 2019/08/28.