4,4,4-Trifluorobutanenitrile

Base Information

• Chemical Name: 4,4,4-Trifluorobutanenitrile
• CAS No.: 690-95-9
• Molecular Formula: C4H4F3N
• Molecular Weight: 123.08
• Hs Code.: 2926909090
• European Community (EC) Number: 819-539-5
• DSSTox Substance ID: DTXSID70337496
• Nikkaji Number: J101.117K
• Wikidata: Q72511042
• Mol file: 690-95-9.mol

Synonyms:4,4,4-Trifluorobutyronitrile;690-95-9;4,4,4-Trifluorobutanenitrile;Butanenitrile,4,4,4-trifluoro-;4-Cyano-1,1,1-trifluoropropane;Butyronitrile, 4,4,4-trifluoro-;MFCD02183570;4,4,4-trifluoro-butyronitrile;C4H4F3N;tri-fluorobutyronitrile;SCHEMBL1066661;4,4,4-Trifluorobutanenitrile #;DTXSID70337496;AKOS005063492;FT-0616974;EN300-101728;A836353;J-513967;Z1201621702

Chemical Property of 4,4,4-Trifluorobutanenitrile

Chemical Property:

• Vapor Pressure: 40.6mmHg at 25°C
• Refractive Index: 1.324
• Boiling Point: 98 °C at 760 mmHg
• Flash Point: 13.1 °C
• PSA: 23.79000
• Density: 1.179 g/cm³
• LogP: 1.85248
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 123.02958362
• Heavy Atom Count: 8
• Complexity: 106

Purity/Quality:

98%min ^*data from raw suppliers

4,4,4-Trifluorobutyronitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F; T; Xi
• Hazard Codes: Xi,T,F
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(F)(F)F)C#N

Technology Process of 4,4,4-Trifluorobutanenitrile

There total 6 articles about 4,4,4-Trifluorobutanenitrile 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: 66.0%

4,4,4-trifluorobutanal (406-87-1) → 4,4,4-trifluorobutanenitrile (690-95-9)

Guidance literature:

With hydroxylamine-O-sulfonic acid; In water; at 20 ℃; for 16h;

Reference yield: 18.0%

trifluoromethane sulfonyl chloride (421-83-0) + acrylonitrile (107-13-1,25014-41-9) → 4,4,4-trifluorobutanenitrile (690-95-9)

Guidance literature:

With tris-(trimethylsilyl)silane; tris[2-phenylpyridinato-C²,N]iridium(III); In acetonitrile; at 20 ℃; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/chem.201504363

Reference yield:

trans-4,4,4-trifluorocrotononitrile (84476-96-0) → 4,4,4-trifluorobutanenitrile (690-95-9)

Guidance literature:

With 1,2,3-trimethoxybenzene; hydrogen; In ethyl acetate; at 20 ℃; under 750.075 Torr; chemoselective reaction; Flow reactor; Green chemistry;

DOI:10.1039/c5gc02920a

upstream raw materials:

acrylonitrile

trifluoroacetic acid

4,4,4-trifluorobutanal

trifluoromethane sulfonyl chloride

Downstream raw materials:

4,4,4-trifluoro-butyramidine hydrochloride

Refernces

• 1、 Wong, Jeff Y. F.,Tobin, John M.,Vilela, Filipe,Barker, Graeme. "Batch Versus Flow Lithiation–Substitution of 1,3,4-Oxadiazoles: Exploitation of Unstable Intermediates Using Flow Chemistry". supporting information. p. 12439 - 12445. Retrieved 2019/09/06.
• 2、 Tang, Xiao-Jun,Zhang, Zuxiao,Dolbier, William R.. "Direct Photoredox-Catalyzed Reductive Difluoromethylation of Electron-Deficient Alkenes". supporting information. p. 18961 - 18965. Retrieved 2016/01/26.