2-Hydroxy-5-trifluoromethylbenzonitrile

Base Information

• Chemical Name: 2-Hydroxy-5-trifluoromethylbenzonitrile
• CAS No.: 142167-36-0
• Molecular Formula: C8H4F3NO
• Molecular Weight: 187.121
• Hs Code.: 2926909090
• European Community (EC) Number: 837-854-6
• DSSTox Substance ID: DTXSID20443975
• Wikidata: Q72482032
• Mol file: 142167-36-0.mol

Synonyms:2-Hydroxy-5-trifluoromethylbenzonitrile;142167-36-0;2-hydroxy-5-(trifluoromethyl)benzonitrile;Benzonitrile, 2-hydroxy-5-(trifluoromethyl)-;MFCD11213679;2-cyano-4-trifluoromethylphenol;SCHEMBL4594768;DTXSID20443975;CL8171;AKOS008124419;AM84106;CS-W021703;FS-3263;MB09473;2-Hydroxy-5-trifluoromethyl-benzonitrile;SY030057;FT-0689786;EN300-74347;Z385458570

Chemical Property of 2-Hydroxy-5-trifluoromethylbenzonitrile

Chemical Property:

• Boiling Point: 259.1±40.0 °C(Predicted)
• PKA: 5.77±0.18(Predicted)
• PSA: 44.02000
• Density: 1.44±0.1 g/cm3(Predicted)
• LogP: 2.28268
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• 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

2-Hydroxy-5-trifluoromethylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Hydroxy-5-trifluoromethylbenzonitrile

There total 5 articles about 2-Hydroxy-5-trifluoromethylbenzonitrile 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:

5-trifluoromethyl-2-hydroxybenzaldehyde oxime → 2-hydroxy-5-(trifluoromethyl)benzonitrile (142167-36-0)

Guidance literature:

With acetic anhydride; for 2h; Reflux;

Reference yield:

4-hydroxybenzotrifluoride (402-45-9) → 2-hydroxy-5-(trifluoromethyl)benzonitrile (142167-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / CH₂Cl₂ / 38 h / Ambient temperature

2: dimethylformamide / 2 h / Heating

With bromine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.44.734

Reference yield:

2-hydroxy-5-(trifluoromethyl)benzaldehyde (210039-65-9) → 2-hydroxy-5-(trifluoromethyl)benzonitrile (142167-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride / ethanol / 20 °C

2: acetic anhydride / 2 h / Reflux

With hydroxylamine hydrochloride; acetic anhydride; In ethanol;

upstream raw materials:

copper(I) cyanide

2-bromo-4-(trifluoromethyl)phenol

4-hydroxybenzotrifluoride

2-hydroxy-5-(trifluoromethyl)benzaldehyde

Downstream raw materials:

C₁₇H₈ClF₃N₂O₂

C₁₀H₇F₃N₂O₂

C₁₂H₁₀F₃NO₃

Refernces

• 1、 Yamamoto, Satoshi,Hashiguchi, Shohei,Miki, Shokyo,Igata, Yumiko,Watanabe, Toshifumi,Shiraishi, Mitsuru. "Synthesis and biological activity of novel 1,3-benzoxazine derivatives as K+ channel openers". . p. 734 - 745. Retrieved 2007/10/03.