2-Phenyl-2-(trifluoroacetyl)acetonitrile

Base Information

• Chemical Name: 2-Phenyl-2-(trifluoroacetyl)acetonitrile
• CAS No.: 492-16-0
• Molecular Formula: C10H6F3NO
• Molecular Weight: 213.159
• Hs Code.: 2926909090
• European Community (EC) Number: 803-841-9
• DSSTox Substance ID: DTXSID801257824
• Nikkaji Number: J2.034.674D
• Mol file: 492-16-0.mol

Synonyms:2-phenyl-2-(trifluoroacetyl)acetonitrile;492-16-0;4,4,4-trifluoro-3-oxo-2-phenylbutanenitrile;175205-70-6;4,4,4-Trifluoro-3-oxo-2-phenyl-butyronitrile;(trifluoroacetyl)phenylacetonitrile;SCHEMBL6097343;DTXSID801257824;HMS1648B09;MFCD00077582;AKOS002137994;AKOS017344374;alpha-(trifluoroacetyl)phenylacetonitrile;NCGC00342190-01;CS-0207448;FT-0613310;4,4,4-Trifluoro-2-phenyl-3-oxobutanenitrile;|A-(2,2,2-Trifluoroacetyl)benzeneacetonitrile;2-Phenyl-2-(trifluoroacetyl)acetonitrile, tech;AB01334567-02;alpha-(2,2,2-Trifluoroacetyl)benzeneacetonitrile;SR-01000597236;SR-01000597236-1;2-phenyl-2-(trifluoroacetyl)acetonitrile, AldrichCPR;2-{[1-(3,4-dimethylphenyl)-6-oxo-1,6-dihydropyridazin-3-yl]oxy}-N-(2-methoxy-5-methylphenyl)propanamide

Chemical Property of 2-Phenyl-2-(trifluoroacetyl)acetonitrile

Chemical Property:

• Melting Point: 82-84oC
• Boiling Point: 219.5±35.0 °C(Predicted)
• PSA: 40.86000
• Density: 1.308±0.06 g/cm3(Predicted)
• LogP: 2.42518
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 213.04014830
• Heavy Atom Count: 15
• Complexity: 283

Purity/Quality:

98%Min ^*data from raw suppliers

2-Phenyl-2-(trifluoroacetyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Phenyl-2-(trifluoroacetyl)acetonitrile

There total 3 articles about 2-Phenyl-2-(trifluoroacetyl)acetonitrile 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:

ethyl trifluoroacetate, (383-63-1) + phenylacetonitrile (140-29-4) → 2-phenyl-2-trifluoroacetyl-acetonitrile (492-16-0)

Guidance literature:

With ethanol; sodium; for 3h; Reflux;

Reference yield:

bromobenzene (108-86-1,52753-63-6) → 2-phenyl-2-trifluoroacetyl-acetonitrile (492-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: potassium methanolate / o-xylene / 2.92 h / Reflux

2.2: pH 5 - 6

With n-butyllithium; potassium methanolate; In tetrahydrofuran; o-xylene;

DOI:10.1021/acs.jafc.5b00228

Reference yield:

→ 2-phenyl-2-trifluoroacetyl-acetonitrile (492-16-0)

Guidance literature:

/BRN= 2720438/;

DOI:10.1021/ja01168a012

upstream raw materials:

ethyl trifluoroacetate,

phenylacetonitrile

bromobenzene

Downstream raw materials:

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

5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-phenyl-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

2,2,2-trifluoroethanol

Benzeneacetamide

Refernces

• 1、 Zhu, Xiaolei,Zhang, Mengmeng,Liu, Jingjing,Ge, Jingming,Yang, Guangfu. "Ametoctradin is a Potent Qo Site Inhibitor of the Mitochondrial Respiration Complex III". . p. 3377 - 3386. Retrieved 2015/04/14.