3-(2-Fluorophenyl)-3-oxopropanenitrile

Base Information

• Chemical Name: 3-(2-Fluorophenyl)-3-oxopropanenitrile
• CAS No.: 31915-26-1
• Molecular Formula: C9H6FNO
• Molecular Weight: 163.151
• Hs Code.: 2926909090
• European Community (EC) Number: 687-923-8
• ChEMBL ID: CHEMBL3251048
• DSSTox Substance ID: DTXSID90407160
• Nikkaji Number: J3.416.168B
• Wikidata: Q72479227
• Mol file: 31915-26-1.mol

Synonyms:31915-26-1;3-(2-fluorophenyl)-3-oxopropanenitrile;2-Fluorobenzoylacetonitrile;2-Fluorobenzoyl acetonitrile;3-(2-fluorophenyl)-3-oxopropionitrile;3-(2-Fluoro-phenyl)-3-oxo-propionitrile;MFCD02260800;Benzenepropanenitrile, 2-fluoro-beta-oxo-;2'-Fluorobenzoylacetonitrile;SCHEMBL138307;CHEMBL3251048;DTXSID90407160;WNDLOBWBYQHDQY-UHFFFAOYSA-N;AM906;AKOS000282351;CB-0738;BL006348;A5751;CS-0207380;FT-0604214;EN300-13961;J-510512;Z94602261

Chemical Property of 3-(2-Fluorophenyl)-3-oxopropanenitrile

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 0.00136mmHg at 25°C
• Melting Point: 60-62 °C
• Refractive Index: 1.516
• Boiling Point: 297.3 °C at 760 mmHg
• PKA: 6.11±0.10(Predicted)
• Flash Point: 133.6 °C
• PSA: 40.86000
• Density: 1.207 g/cm³
• LogP: 1.92208
• Solubility.: Acetone, Chloroform, Dichloromethane, Ethanol, Ethyl Acetate, Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 163.043341977
• Heavy Atom Count: 12
• Complexity: 218

Purity/Quality:

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

2-Fluorobenzoylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)CC#N)F
• Uses: 2-Fluorobenzoylacetonitrile (cas# 31915-26-1) is a compound useful in organic synthesis.

Technology Process of 3-(2-Fluorophenyl)-3-oxopropanenitrile

There total 13 articles about 3-(2-Fluorophenyl)-3-oxopropanenitrile 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: 92.0%

o-Fluorbenzoacetodinitril (40017-68-3) → 3-(2-fluorophenyl)-3-oxo-propanenitrile (31915-26-1)

Guidance literature:

With hydrogenchloride;

DOI:10.1002/ardp.19803130704

Reference yield: 87.0%

diazoacetonitrile (13138-21-1) + 2-Fluorobenzaldehyde (446-52-6) → 3-(2-fluorophenyl)-3-oxo-propanenitrile (31915-26-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃;

DOI:10.1002/ejoc.201402901

Reference yield: 12.0%

o-fluorophenylboronic acid (1993-03-9) + malononitrile (109-77-3) → 3-(2-fluorophenyl)-3-oxo-propanenitrile (31915-26-1)

Guidance literature:

With 4,4'-dimethyl-2,2'-bipyridines; palladium(II) acetylacetonate; toluene-4-sulfonic acid; In water; toluene; at 80 ℃; for 24h; Schlenk technique;

DOI:10.1021/acs.joc.0c02388

upstream raw materials:

o-Fluorbenzoacetodinitril

2-bromo-2'-fluoroacetophenone

sodium cyanide

2'-Fluoroacetophenone

Downstream raw materials:

5-(2-fluorophenyl)-1H-pyrazol-3-amine

2-amino-4-(2-fluorophenyl) thiazole-5-carbonitrile

3-(2-fluorophenyl)-1-methyl-4-(trifluoromethyl)-1H-pyrazolo-[3,4-b]pyridin-6(7H)-one

(S)-2-(3-(2-fluorophenyl)-1-methyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)-N-(1-phenylethyl)acetamide

Refernces

• 1、 Zhou, Jie,Zhu, Xinhai,Huang, Manna,Wan, Yiqian. "SeO2-Mediated One-Pot Synthesis of 3-Cyanofurans from 3-Oxo-3-arylpropanenitriles and Substituted Acetaldehydes". supporting information. p. 2317 - 2321. Retrieved 2017/05/01.
• 2、 Zhai, Sheng-Xian,Dong, Hong-Ru,Chen, Zi-Bao,Hu, Yi-Ming,Dong, Heng-Shan. "Cascade synthesis of 3-aza-bicyclo[3.1.0]hex-2-ene derivatives from N-allyl enamines". . p. 8405 - 8412. Retrieved 2015/03/04.