4-Hydroxy-3-(trifluoromethyl)benzonitrile

Base Information

• Chemical Name: 4-Hydroxy-3-(trifluoromethyl)benzonitrile
• CAS No.: 124811-71-8
• Molecular Formula: C8H4F3NO
• Molecular Weight: 187.121
• Hs Code.: 2926909090
• European Community (EC) Number: 642-602-1
• DSSTox Substance ID: DTXSID20382471
• Wikidata: Q72482029
• Mol file: 124811-71-8.mol

Synonyms:4-hydroxy-3-(trifluoromethyl)benzonitrile;124811-71-8;MFCD06797882;Benzonitrile, 4-hydroxy-3-(trifluoromethyl)-;SCHEMBL524173;DTXSID20382471;TD1068;AKOS005254758;AC-4097;AM61750;CS-W003349;FS-2097;4-Hydroxy-3-trifluoromethyl-benzonitrile;SY018278;FT-0657135;A20976

Chemical Property of 4-Hydroxy-3-(trifluoromethyl)benzonitrile

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0.00983mmHg at 25°C
• Melting Point: 171-175℃
• Refractive Index: 1.495
• Boiling Point: 256.011 °C at 760 mmHg
• PKA: 5.85±0.43(Predicted)
• Flash Point: 108.632 °C
• PSA: 44.02000
• Density: 1.444 g/cm³
• LogP: 2.28268
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 187.02449824
• Heavy Atom Count: 13
• Complexity: 229

Purity/Quality:

98%min ^*data from raw suppliers

4-Hydroxy-3-(trifluoromethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)C(F)(F)F)O
• Uses: As intermediate in organic syntheses. A novel electrolyte additive for lithium nickel manganese oxide cathode of high voltage lithium ion battery. It is oxidized preferably to carbonate solvents forming a low-impedance protective film.

Technology Process of 4-Hydroxy-3-(trifluoromethyl)benzonitrile

There total 6 articles about 4-Hydroxy-3-(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: 91.0%

4-methoxy-3-(trifluoromethyl)benzonitrile (261951-87-5) → 4-hydroxy-3-(trifluoromethyl)benzonitrile (124811-71-8)

Guidance literature:

With pyridine hydrochloride; at 200 ℃; for 0.666667h;

Reference yield: 62.0%

4-bromo-3-(trifluoromethyl)benzonitrile (1735-53-1) → 4-hydroxy-3-(trifluoromethyl)benzonitrile (124811-71-8)

Guidance literature:

With oxygen; triethylamine; sodium iodide; In acetonitrile; at 32 ℃; for 24h; Schlenk technique; UV-irradiation;

DOI:10.1021/acs.orglett.9b03317

Reference yield: 48.0%

4-chloro-3-(trifluoromethyl)benzonitrile (1735-54-2) → 4-hydroxy-3-(trifluoromethyl)benzonitrile (124811-71-8)

Guidance literature:

With formic acid; oxygen; triethylamine; copper(ll) bromide; In acetonitrile; at 20 ℃; for 48h; Irradiation;

DOI:10.1021/acs.orglett.7b03840

upstream raw materials:

4-methoxy-3-(trifluoromethyl)benzonitrile

4-chloro-3-(trifluoromethyl)benzonitrile

4-cyanophenol

4-bromo-3-(trifluoromethyl)benzonitrile

Downstream raw materials:

4-cyano-2-(trifluoromethyl)phenyl trifluoromethanesulfonate

(R)-3-(4-(3-(4-(tetrahydrofuran-3-yloxy)-3-(trifluoromethyl)phenyl)-1,2,4-oxadiazol-5-yl)-1H-indol-1-yl)propanoic acid

(R)-tert-butyl 3-(4-(3-(4-(tetrahydrofuran-3-yloxy)-3-(trifluoromethyl)phenyl)-1,2,4-oxadiazol-5-yl)-1H-indol-1-yl)propanoate

(R)-5-(1H-indol-4-yl)-3-(4-(tetrahydrofuran-3-yloxy)-3-(trifluoromethyl)phenyl)-1,2,4-oxadiazole

Refernces

• 1、 Egorova, Anna,Ekins, Sean,Jahn, Birgit,Kazakova, Elena,Makarov, Vadim,Schmidtke, Michaela. "Novel pleconaril derivatives: Influence of substituents in the isoxazole and phenyl rings on the antiviral activity against enteroviruses". . . Retrieved 2020.
• 2、 Zhang, Xin,Wu, Ge,Gao, Wenxia,Ding, Jinchang,Huang, Xiaobo,Liu, Miaochang,Wu, Huayue. "Synergistic Photo-Copper-Catalyzed Hydroxylation of (Hetero)aryl Halides with Molecular Oxygen". supporting information. p. 708 - 711. Retrieved 2018/02/09.