2-(Trifluoromethyl)acrylonitrile

Base Information

• Chemical Name: 2-(Trifluoromethyl)acrylonitrile
• CAS No.: 381-84-0
• Molecular Formula: C₄H₂F₃N
• Molecular Weight: 121.062
• Hs Code.: 2926909090
• NSC Number: 221184
• UNII: 3S3L5SKQ3T
• DSSTox Substance ID: DTXSID30191511
• Nikkaji Number: J55.143K
• Wikidata: Q83064031
• Mol file: 381-84-0.mol

Synonyms:2-(Trifluoromethyl)acrylonitrile;381-84-0;2-Trifluoromethyl acrylonitrile;2-(trifluoromethyl)prop-2-enenitrile;2-Propenenitrile, 2-(trifluoromethyl)-;ACRYLONITRILE, 2-(TRIFLUOROMETHYL)-;2-Cyano-3,3,3-trifluoropropene;2-(Trifluoromethyl)-2-propenenitrile;2-TRIFLUOROMETHYLACRYLONITRILE;NSC 221184;BRN 1753717;MFCD01673877;NSC-221184;4-02-00-01540 (Beilstein Handbook Reference);C4H2F3N;NSC221184;WLN: NCYU1&XFFF;3S3L5SKQ3T;a-trifluoromethyl acrylonitrile;SCHEMBL672530;DTXSID30191511;C4-H2-F3-N;BBL103418;STL557228;AKOS006228823;MS-20616;CS-0096747;FT-0677382;A824041

Chemical Property of 2-(Trifluoromethyl)acrylonitrile

Chemical Property:

• Vapor Pressure: 16.3mmHg at 25°C
• Refractive Index: 1.334
• Boiling Point: 118.9 °C at 760 mmHg
• Flash Point: 25.7 °C
• PSA: 23.79000
• Density: 1.219 g/cm³
• LogP: 1.62848
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 121.01393355
• Heavy Atom Count: 8
• Complexity: 146

Purity/Quality:

98% ^*data from raw suppliers

2-(Trifluoromethyl)acrylonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C#N)C(F)(F)F

Technology Process of 2-(Trifluoromethyl)acrylonitrile

There total 3 articles about 2-(Trifluoromethyl)acrylonitrile 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: 53.0%

rac-2-cyano-1,1,1-trifluoroprop-2-yl acetate (4588-51-6) → 2-(trifluoromethyl)acrylonitrile (381-84-0)

Guidance literature:

at 550 ℃; for 4h; Inert atmosphere; Pyrolysis;

DOI:10.1002/anie.201607161

Reference yield:

1,1,1-trifluoropropan-2-one cyanohydrine (335-08-0) → 2-(trifluoromethyl)acrylonitrile (381-84-0)

Guidance literature:

With pyridine; thionyl chloride;

Reference yield:

→ 2-(trifluoromethyl)acrylonitrile (381-84-0)

Guidance literature:

KCN, Trifluoraceton, Acetylchlorid, Hitze;

DOI:10.1021/ma60020a002

upstream raw materials:

1,1,1-trifluoropropan-2-one cyanohydrine

rac-2-cyano-1,1,1-trifluoroprop-2-yl acetate

Downstream raw materials:

β,β,β-trifluoro-β'-[N-(2-hydroxy-ethyl)-m-toluidino]-isobutyronitrile

3-hydroxy-2-(trifluoromethyl)propenoic acid

β'-anilino-β,β,β-trifluoro-isobutyronitrile

2,5-dichloro-3-(trifluoromethyl)pyridine

Refernces