3,3,3-Trifluoro-2-hydroxy-2-methylpropanenitrile

Base Information

• Chemical Name: 3,3,3-Trifluoro-2-hydroxy-2-methylpropanenitrile
• CAS No.: 335-08-0
• Molecular Formula: C4H4F3NO
• Molecular Weight: 139.08
• Hs Code.: 2926909090
• European Community (EC) Number: 677-694-2
• NSC Number: 120436
• DSSTox Substance ID: DTXSID00298061
• Nikkaji Number: J53.668G
• Mol file: 335-08-0.mol

Synonyms:335-08-0;3,3,3-trifluoro-2-hydroxy-2-methylpropanenitrile;1,1,1-TRIFLUOROACETONE CYANOHYDRIN;2-Hydroxy-2-(trifluoromethyl)propionitrile;MFCD00040885;Propanenitrile, 3,3,3-trifluoro-2-hydroxy-2-methyl-;2-Cyano-1,1,1-trifluoro-2-propanol;2-hydroxy-2-(trifluoromethyl)propiononitrile;2-(Trifluoromethyl)lactonitrile;Trifluoroacetone cyanohydrin;NSC120436;SCHEMBL1235054;DTXSID00298061;Lactonitrile, 2-(trifluoromethyl)-;3-trifluoro-a-hydroxyisobutyronitrile;AKOS006223688;Lactonitrile,3,3-trifluoro-2-methyl-;NSC-120436;SY050000;2-Hydroxy-2-(trifluoromethyl)propanenitrile;CS-0044364;FT-0605950;H1508;EN300-188363;T72319;A821807;J-019220;3,3,3-tris(fluoranyl)-2-methyl-2-oxidanyl-propanenitrile;racemic 3,3,3-trifluoro-2-hydroxy-2-methylpropanenitrile

Chemical Property of 3,3,3-Trifluoro-2-hydroxy-2-methylpropanenitrile

Chemical Property:

• Refractive Index: 1.338
• Boiling Point: 190.5 °C at 760 mmHg
• PKA: 8.67±0.29(Predicted)
• Flash Point: 69 °C
• PSA: 44.02000
• Density: 1.364 g/cm³
• LogP: 0.82328
• Sensitive.: Moisture Sensitive
• Water Solubility.: Fully miscible in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 139.02449824
• Heavy Atom Count: 9
• Complexity: 155

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Hydroxy-2-(trifluoromethyl)propionitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn
• Hazard Codes: T,Xn
• Statements: 26/27/28-50/53-20/21/22
• Safety Statements: 7/9-27-45-60-61-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C#N)(C(F)(F)F)O
• Uses: A chlorinated acetone derivative for organic synthesis and proteomics research

Technology Process of 3,3,3-Trifluoro-2-hydroxy-2-methylpropanenitrile

There total 6 articles about 3,3,3-Trifluoro-2-hydroxy-2-methylpropanenitrile 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:

sodium cyanide (773837-37-9) + 1,1,1-trifluoro-2-propanone (421-50-1) → 1,1,1-trifluoropropan-2-one cyanohydrine (335-08-0)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; Large scale;

DOI:10.1021/op020025d

Reference yield:

1,1,1-trifluoro-2-propanone (421-50-1) + potassium cyanide (151-50-8) → 1,1,1-trifluoropropan-2-one cyanohydrine (335-08-0)

Guidance literature:

With sulfuric acid; water;

Reference yield:

potassium cyanide + 1,1,1-trifluoro-2-propanone (421-50-1) → 1,1,1-trifluoropropan-2-one cyanohydrine (335-08-0)

Guidance literature:

With sulfuric acid; In water; at 10 ℃; for 0.583333h;

DOI:10.1002/anie.201607161

upstream raw materials:

1,1,1-trifluoro-2-propanone

potassium cyanide

sodium cyanide

sodium cyanide

Downstream raw materials:

rac-2-cyano-1,1,1-trifluoroprop-2-yl acetate

(R,S)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamide

2-(trifluoromethyl)acrylonitrile

3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid

Refernces

• 1、 Michurin, Oleg M.,Afonin, Sergii,Berditsch, Marina,Daniliuc, Constantin G.,Ulrich, Anne S.,Komarov, Igor V.,Radchenko, Dmytro S.. "Delivering Structural Information on the Polar Face of Membrane-Active Peptides:19F-NMR Labels with a Cationic Side Chain". . p. 14595 - 14599. Retrieved 2016.
• 2、 Shaw, Nicholas M.,Brieden, Walter,De Riedmatten, Patricia,Roduit, Jean-Paul,Zimmermann, Bertin,Neumueller, Roman,Naughton, Andrew,Robins, Karen,Tinschert, Andreas,Schmid, Evelyne,Hischier, Marie-Louise,Venetz, Veronika,Werlen, Josef,Zimmermann, Thomas. "Selection, purification, characterisation, and cloning of a novel heat-stable stereo-specific amidase from Klebsiella oxytoca, and its application in the synthesis of enantiomerically pure (R)- and (S)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acids and (S)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamide". . p. 497 - 504. Retrieved 2013/09/06.