3,5-Bis(trifluoromethyl)benzonitrile

Base Information

• Chemical Name: 3,5-Bis(trifluoromethyl)benzonitrile
• CAS No.: 27126-93-8
• Molecular Formula: C9H3F6N
• Molecular Weight: 239.12
• Hs Code.: 29269090
• European Community (EC) Number: 248-240-7
• NSC Number: 88316
• UNII: 7B2P78CB3E
• DSSTox Substance ID: DTXSID80181588
• Nikkaji Number: J236.149C
• Wikidata: Q72447201
• ChEMBL ID: CHEMBL4641534
• Mol file: 27126-93-8.mol

Synonyms:3,5-Bis(trifluoromethyl)benzonitrile;27126-93-8;3,5-di(Trifluoromethyl)benzonitrile;Benzonitrile, 3,5-bis(trifluoromethyl)-;C9H3F6N;MFCD00000379;7B2P78CB3E;EINECS 248-240-7;NSC-88316;3,5-Bis(trifluoromethyl)-1-cyanobenzene;Bis(3,5-trifluoromethyl)benzonitrile;NSC88316;3,5-bis-(Trifluoromethyl)benzonitrile;3,5-Bis(tifluoromethyl)-1-cyanobenzene;NCIOpen2_005426;UNII-7B2P78CB3E;SCHEMBL1334073;CHEMBL4641534;CZKHHAOIHXHOSR-UHFFFAOYSA-;DTXSID80181588;3,5-bis(trifluoromethyl)benzonitnle;NSC 88316;3,5-bis(trifluoromethyl)-benzonitrile;AKOS005259554;AC-4023;PB30519;PS-7604;A5290;AM20040066;B1896;CS-0020535;FT-0614457;EN300-111825;W-107129

Chemical Property of 3,5-Bis(trifluoromethyl)benzonitrile

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Melting Point: 16 °C
• Refractive Index: n20/D 1.4175(lit.)
• Boiling Point: 175.8 °C at 760 mmHg
• Flash Point: 72.8 °C
• PSA: 23.79000
• Density: 1.45 g/cm³
• LogP: 3.59588
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 239.01696807
• Heavy Atom Count: 16
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

3,5-Bis(trifluoromethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; Xn; T
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-28-37/39-36/37/39-36/37-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(F)(F)F)C(F)(F)F)C#N

Technology Process of 3,5-Bis(trifluoromethyl)benzonitrile

There total 26 articles about 3,5-Bis(trifluoromethyl)benzonitrile 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: 98.0%

potassium hexacyanoferrate(II) + 3,6-bis(trifluoromethyl)bromobenzene (328-70-1) → 3,5-bis(trifluoromethyl)benzonitrile (27126-93-8)

Guidance literature:

With 1-Butylimidazole; copper(l) iodide; In toluene; at 160 ℃; for 16h;

DOI:10.1002/chem.200700079

Reference yield: 93.0%

3,5-bis-trifluoromethylbenzylamine (85068-29-7) → 3,5-bis(trifluoromethyl)benzonitrile (27126-93-8)

Guidance literature:

With ammonium hydroxide; oxygen; In tert-Amyl alcohol; at 110 ℃; for 15h; under 2250.23 Torr; Autoclave; Green chemistry;

DOI:10.1002/cssc.201402613

Reference yield: 92.0%

potassium hexacyanoferrate(II) trihydrate + 3,6-bis(trifluoromethyl)bromobenzene (328-70-1) → 3,5-bis(trifluoromethyl)benzonitrile (27126-93-8)

Guidance literature:

With tetrabutylammomium bromide; copper(II) acetate monohydrate; potassium iodide; In water; at 20 - 140 ℃; Microwave irradiation;

DOI:10.1016/j.tetlet.2009.05.073

upstream raw materials:

3-fluoro-1-nitrobenzene

3,6-bis(trifluoromethyl)bromobenzene

3,5-Bis(trifluoromethyl)benzamide

3,5-(bistrifluoromethyl)chlorobenzene

Downstream raw materials:

[(2,6-iPr₂C₆H₃NC(Me)C(Me)NC-2,6-iPr₂C₆H₃)Pd(Me)(NC-3,5-C₆H₃(CF₃)2)](B(3,5-C₆H₃(CF₃)2)4)

N,N'-1,2-acenaphthylenediylidene bis(2,6-dimethyl aniline) palladium(II)(methyl)[(3,5-trifluoromethyl phenyl)cyanide] tetra(3,5-trifluoromethyl phenyl)borate

dimethyl bisallylmalonate

[(2,6-(i)Pr₂C₆H₃N-1,8-naphth-diyl-NC₆H₃(i)Pr₂-2,6)Pd(Me)(3,5-bis-trifluoromethylbenzonitrile)][B(3,3-C₆H₃(CF₃)2)4]

Refernces

• 1、 Bera, Jitendra K.,Pandey, Pragati. "Hydrosilylative reduction of primary amides to primary amines catalyzed by a terminal [Ni-OH] complex". supporting information. p. 9204 - 9207. Retrieved 2021/09/20.
• 2、 Wang, Hua,Dong, Yanan,Zheng, Chaonan,Sandoval, Christian A.,Wang, Xue,Makha, Mohamed,Li, Yuehui. "Catalytic Cyanation Using CO2 and NH3". supporting information. p. 2883 - 2893. Retrieved 2019/01/05.