4,4,4-Trifluorocrotononitrile

Base Information

• Chemical Name: 4,4,4-Trifluorocrotononitrile
• CAS No.: 406-86-0
• Molecular Formula: C4H2F3N
• Molecular Weight: 121.062
• Hs Code.: 2926909090
• European Community (EC) Number: 670-549-4
• DSSTox Substance ID: DTXSID40420768
• Nikkaji Number: J2.286.436J
• Wikidata: Q76310719
• ChEMBL ID: CHEMBL4762105
• Mol file: 406-86-0.mol

Synonyms:406-86-0;4,4,4-trifluorocrotononitrile;4,4,4-Trifluorocrotonitrile;4,4,4-trifluorobut-2-enenitrile;(E)-4,4,4-trifluorobut-2-enenitrile;84476-96-0;(2e)-4,4,4-trifluorobut-2-enenitrile;4,4,4-Trifluoro-2-butenenitrile;(E)-4,4,4-trifluoro-2-butenenitrile;(2E)-4,4,4-trifluorobut-2-enenitrile, E;trifluorocrotononitrile;SCHEMBL99073;SCHEMBL99074;CHEMBL4762105;DTXSID40420768;BBL104107;MFCD00190645;STL557922;AKOS005063736;FS-5287;PD168602;(2E)-4,4,4-trifluorobut-2-enenitrile,E;(E)-4,4,4-tris(fluoranyl)but-2-enenitrile;EN300-44118;EN300-342275;A825234;4-(5'-(4-(diphenylamino)phenyl)-[2,2'-bithiophen]-5-yl)cyclohexa-1,3-dienecarboxylic acid

Chemical Property of 4,4,4-Trifluorocrotononitrile

Chemical Property:

• Vapor Pressure: 9.35mmHg at 25°C
• Refractive Index: 1.348
• Boiling Point: 131.274 °C at 760 mmHg
• Flash Point: 33.194 °C
• PSA: 23.79000
• Density: 1.236 g/cm³
• LogP: 1.62848
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 121.01393355
• Heavy Atom Count: 8
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

4,4,4-Trifluoro-2-butenenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xi
• Hazard Codes: T,Xi
• Statements: 23/24/25-36/37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=CC(F)(F)F)C#N
• Isomeric SMILES: C(=C/C(F)(F)F)\C#N
• Uses: 4,4,4-Trifluorocrotonitrile is used in the synthesis of trifluoromethylated pyridine derivatives. In addition to substituted thiophenes. 4,4,4-Trifluoro-2-butenenitrile is used in the synthesis of trifluoromethylated pyridine derivatives. In addition to substituted thiophenes.

Technology Process of 4,4,4-Trifluorocrotononitrile

There total 1 articles about 4,4,4-Trifluorocrotononitrile 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: 75.3%

sodium cyanide (773837-37-9) + 1-chloro-3,3,3-trifluoropropene (2730-43-0) → 4,4,4-trifluorobut-2-enenitrile (406-86-0)

Guidance literature:

With tetrabutylammomium bromide; citric acid; In N,N-dimethyl-formamide; at 70 ℃; for 3h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;

Reference yield: 85.0%

4,4,4-trifluorobut-2-enenitrile (406-86-0) + 1-[trans-4-(hydroxymethyl)cyclohexyl]-7-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-h][1,6]naphthyridin-4(7H)-one → 4,4,4-trifluoro-3-{[trans-4-(4-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-4,7-dihydro-1H-pyrrolo[2,3-h][1,6]naphthyridin-1-yl)cyclohexyl]methoxy}butylnitrile

Guidance literature:

1-[trans-4-(hydroxymethyl)cyclohexyl]-7-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-h][1,6]naphthyridin-4(7H)-one; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 40 ℃; for 1h;

4,4,4-trifluorobut-2-enenitrile; In dichloromethane; at 30 ℃; for 5h;

Reference yield: 73.0%

4,4,4-trifluorobut-2-enenitrile (406-86-0) + 1-(3-methoxyphenyl)ethanone O-acetyl oxime (896868-57-8) → C13H11F3N2O

Guidance literature:

With copper(l) chloride; In dimethyl sulfoxide; for 24h; regioselective reaction; Sealed tube; Inert atmosphere; Heating; Glovebox;

DOI:10.1016/j.tetlet.2020.151858

upstream raw materials:

sodium cyanide

1-chloro-3,3,3-trifluoropropene

Refernces