2-Trifluoromethylbenzoylacetonitrile

Base Information

• Chemical Name: 2-Trifluoromethylbenzoylacetonitrile
• CAS No.: 40018-10-8
• Molecular Formula: C10H6 F3 N O
• Molecular Weight: 213.159
• Hs Code.: 2926909090
• European Community (EC) Number: 831-992-0
• DSSTox Substance ID: DTXSID40504996
• Wikidata: Q82359815
• Mol file: 40018-10-8.mol

Synonyms:40018-10-8;2-TRIFLUOROMETHYLBENZOYLACETONITRILE;3-oxo-3-(2-(trifluoromethyl)phenyl)propanenitrile;3-Oxo-3-[2-(Trifluoromethyl)Phenyl]Propanenitrile;3-Oxo-3-(2-trifluoromethyl-phenyl)-propionitrile;MFCD02260792;SCHEMBL740028;AMY2014;DTXSID40504996;2-(Trifluoromethyl)benzoylacetonitrile;AKOS000185359;AT30430;SB37034;A6685;CS-0236404;FT-0604223;3-oxo-3(2-trifluoromethyl-phenyl)-propionitrile;EN300-1708510

Chemical Property of 2-Trifluoromethylbenzoylacetonitrile

Chemical Property:

• Vapor Pressure: 0.000662mmHg at 25°C
• Boiling Point: 308.9oC at 760 mmHg
• Flash Point: 140.6oC
• PSA: 40.86000
• Density: 1.296g/cm3
• LogP: 2.80178
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 213.04014830
• Heavy Atom Count: 15
• Complexity: 289

Purity/Quality:

98.5% ^*data from raw suppliers

3-Oxo-3-[2-(trifluoromethyl)phenyl]propanenitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)CC#N)C(F)(F)F

Technology Process of 2-Trifluoromethylbenzoylacetonitrile

There total 6 articles about 2-Trifluoromethylbenzoylacetonitrile 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: 88.0%

o-Trifluormethylbenzoacetodinitril (40018-09-5) → 3-oxo-3-[2-(trifluoromethyl)phenyl]propanenitrile (40018-10-8)

Guidance literature:

With hydrogenchloride;

DOI:10.1002/ardp.19803130704

Reference yield: 74.0%

2-trifluoromethyl-benzoic acid methyl ester (344-96-7) + acetonitrile (75-05-8,26809-02-9) → 3-oxo-3-[2-(trifluoromethyl)phenyl]propanenitrile (40018-10-8)

Guidance literature:

acetonitrile; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.03333h; Inert atmosphere;

2-trifluoromethyl-benzoic acid methyl ester; In tetrahydrofuran; at -78 - 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.0c01777

Reference yield:

acetonitrile (75-05-8,26809-02-9) + 2-trifluoromethylbenzoyl chloride (312-94-7) → 3-oxo-3-[2-(trifluoromethyl)phenyl]propanenitrile (40018-10-8)

Guidance literature:

acetonitrile; With lithium diisopropyl amide; In tetrahydrofuran; hexanes; at -60 ℃; for 0.333333h;

2-trifluoromethylbenzoyl chloride; In tetrahydrofuran; hexanes; at -60 ℃; for 3h;

upstream raw materials:

o-Trifluormethylbenzoacetodinitril

2-(trifluoromethyl)benzonitrile

acetonitrile

2-trifluoromethylbenzoyl chloride

Downstream raw materials:

3-(2-(trifluoromethyl)phenyl)-1H-pyrazol-5-amine

2-bromo-3-oxo-3-(2-trifluoromethyl-phenyl)-propionamide

2-amino-4-(2-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid amide

2-[6-(4-methyl-piperazin-1-ylmethyl)-benzoimidazol-1-yl]-4-(2-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid amide

Refernces

• 1、 -. "COMPOUNDS AND METHODS FOR TREATING CANCER". Paragraph 0224. . Retrieved 2020/11/30.
• 2、 -. "5-SULFANYLMETHYL-PYRAZOLO [1,5-A] PYRIMIDIN-7-OL DERIVATIVES AS CXCR2 ANTAGONISTS". Page/Page column 31. . Retrieved 2008/12/05.