3,3,3-Trifluoro-2-methoxy-2-phenylpropanenitrile

Base Information

• Chemical Name: 3,3,3-Trifluoro-2-methoxy-2-phenylpropanenitrile
• CAS No.: 80866-87-1
• Molecular Formula: C10H8 F3 N O
• Molecular Weight: 215.175
• Hs Code.: 29269090
• European Community (EC) Number: 279-591-4
• DSSTox Substance ID: DTXSID001001598
• Nikkaji Number: J320.329H
• Mol file: 80866-87-1.mol

Synonyms:80866-87-1;2-Methoxy-2-phenyl-3,3,3-trifluoropropionitrile;3,3,3-Trifluoro-2-methoxy-2-phenylpropanenitrile;EINECS 279-591-4;Methoxyphenyl(trifluoromethyl)acetonitrile;MFCD00001844;alpha-Methoxy-alpha-(trifluoromethyl)phenylacetonitrile;(+/-)-a-Methoxy-a-trifluoromethylphenylacetonitrile;SCHEMBL13785278;DTXSID001001598;BBL102815;STL556623;AKOS005257800;PS-6941;CS-0312641;FT-0604457;M1163;()-a-Methoxy-a-trifluoromethylphenylacetonitrile;2-Methoxy-2-phenyl-3,3,3-trifluoropropanenitrile;3,3,3-Trifluoro-2-methoxy-2-phenylpropanenitrile #;alpha-(Trifluoromethyl)-alpha-methoxybenzeneacetonitrile;(+/-)-alpha-Methoxy-alpha-trifluoromethylphenylacetonitrile;alpha -Methoxy- alpha -(trifluoromethyl)phenylacetonitrile;(+/-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetonitrile;.alpha.-Methoxy-.alpha.-(trifluoro-methyl)phenylacetonitrile;Benzeneacetonitrile, .alpha.-methoxy-.alpha.-(trifluoromethyl)-

Chemical Property of 3,3,3-Trifluoro-2-methoxy-2-phenylpropanenitrile

Chemical Property:

• Vapor Pressure: 0.019mmHg at 25°C
• Refractive Index: n20/D 1.444(lit.)
• Boiling Point: 76-82 °C12 mm Hg(lit.)
• Flash Point: 153 °F
• PSA: 33.02000
• Density: 1.152 g/mL at 25 °C(lit.)
• LogP: 2.61418
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 215.05579836
• Heavy Atom Count: 15
• Complexity: 262

Purity/Quality:

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

2-Methoxy-2-phenyl-3,3,3-trifluoropropionitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,Xi
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22
• Safety Statements: 23-26-28-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,3,3-Trifluoro-2-methoxy-2-phenylpropanenitrile

There total 3 articles about 3,3,3-Trifluoro-2-methoxy-2-phenylpropanenitrile 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: 90.0%

2,2,2-Trifluoroacetophenone (434-45-7) + sodium cyanide (143-33-9,25596-52-5) + dimethyl sulfate (77-78-1) → α-methoxy-α-trifluoromethyl-phenyl-acetonitrile (80866-87-1)

Guidance literature:

Reference yield:

bromobenzene (108-86-1,52753-63-6) → α-methoxy-α-trifluoromethyl-phenyl-acetonitrile (80866-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) magnesium / 1.) ether, 1.5 h, 2.) ether, 12 h; reflux, 1.5 h

2: 1,) 1,2-dimethoxyethane, 1.5 h, 2.) 50 deg C

With magnesium;

Reference yield:

phenylmagnesium bromide → α-methoxy-α-trifluoromethyl-phenyl-acetonitrile (80866-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent

2: 90 percent

upstream raw materials:

2,2,2-Trifluoroacetophenone

sodium cyanide

dimethyl sulfate

bromobenzene

Downstream raw materials:

Mosher's acid chloride

(+)-α-methoxy-α-(trifluoromethyl)phenylacetyl chloride

(-)-methoxytrifluoromethylphenylacetyl chloride

C₆₀H₇₀F₆O₆

Refernces

• 1、 Hassine, B. Ben,Gorsane, M.,Geerts-Evrard, F.,Pecher, J.,Martin, R. H.,Castelet, D.. "UTILISATION DE LA SYNTHESE ATROLACTIQUE POUR L'EVALUATION DE L'EFFICACITE D'INDUCTEURS DE SYNTHESE ASYMETRIQUE.". . p. 547 - 556. Retrieved 2007/10/02.