2-Hydroxy-2-methylbutanenitrile

Base Information

• Chemical Name: 2-Hydroxy-2-methylbutanenitrile
• CAS No.: 4111-08-4
• Deprecated CAS: 73683-34-8
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• Hs Code.: 2926909090
• European Community (EC) Number: 223-892-5
• NSC Number: 44232
• UNII: OVG8R57BQB
• DSSTox Substance ID: DTXSID50884034
• Nikkaji Number: J27.734G
• Wikidata: Q27130207
• ChEMBL ID: CHEMBL2271409
• Mol file: 4111-08-4.mol

Synonyms:2-butanone cyanohydrin;2-hydroxy-2-methylbutanenitrile;butan-2-one cyanohydrin

Chemical Property of 2-Hydroxy-2-methylbutanenitrile

Chemical Property:

• Appearance/Colour: Colourless Oil
• Vapor Pressure: 0.0975mmHg at 25°C
• Refractive Index: 1.435
• Boiling Point: 197.3 °C at 760 mmHg
• PKA: 11.45±0.29(Predicted)
• Flash Point: 73.1 °C
• PSA: 44.02000
• Density: 0.971 g/cm³
• LogP: 0.67098
• Storage Temp.: Refrigerator
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 102

Purity/Quality:

99.9% ^*data from raw suppliers

ButanoneCyanohydrin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)(C#N)O

Technology Process of 2-Hydroxy-2-methylbutanenitrile

There total 9 articles about 2-Hydroxy-2-methylbutanenitrile 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: 88.9%

→ 2-hydroxy-2-methyl-butyronitrile (4111-08-4,73683-34-8)

Guidance literature:

Reference yield: 85.0%

trimethylsilyl cyanide (7677-24-9) + butanone (78-93-3) → 2-hydroxy-2-methyl-butyronitrile (4111-08-4,73683-34-8)

Guidance literature:

In water; dimethyl sulfoxide; at 20 ℃; for 0.5h;

DOI:10.1007/s00706-011-0613-4

Reference yield:

hydrogen cyanide (74-90-8) + butanone (78-93-3) → 2-hydroxy-2-methyl-butyronitrile (4111-08-4,73683-34-8)

Guidance literature:

in Gegenwart eines Anionenaustauschers ;

DOI:10.1021/ie50510a053

upstream raw materials:

2-hydroxy-2-methylpropanenitrile

butanone

hydrogen cyanide

methylmagnesium bromide

Downstream raw materials:

methyl (E)-2-methyl-2-butenoate

2-hydroxy-2-methyl-1-phenylbutane-1-one

3-hydroxy-3-methyl-pentan-2-one

(S)-2-hydroxy-2-methylbutyric acid

Refernces

• 1、 Fredin, Lisa A.,Hu, Yue,Spielvogel, Ethan H.,Stevenson, Bernard G.,Stringer, Michael J.,Swierk, John R.. "Insights into the Mechanism of an Allylic Arylation Reaction via Photoredox-Coupled Hydrogen Atom Transfer". . . Retrieved 2021/12/17.
• 2、 Degani, Mariam S.,Kakwani, Manoj D.,Palsule Desai, Nutan H.,Bairwa, Ranjeet. "A single-step, mild, neutral, catalyst-free method for cyanohydrin synthesis". experimental part. p. 461 - 465. Retrieved 2012/06/15.