2,4-Dihydroxy-3,3-dimethylbutyronitrile

Base Information

• Chemical Name: 2,4-Dihydroxy-3,3-dimethylbutyronitrile
• CAS No.: 10232-92-5
• Molecular Formula: C6H11 N O2
• Molecular Weight: 129.159
• Hs Code.: 2926909090
• UNII: Z8V8NFF32W
• DSSTox Substance ID: DTXSID40907362
• Nikkaji Number: J27.731B
• Wikidata: Q27295155
• Mol file: 10232-92-5.mol

Synonyms:2,4-dihydroxy-3,3-dimethylbutanenitrile;2,4-Dihydroxy-3,3-dimethylbutyronitrile;10232-92-5;BRN 1749818;Z8V8NFF32W;BUTYRONITRILE, 2,4-DIHYDROXY-3,3-DIMETHYL-;Butanenitrile, 2,4-dihydroxy-3,3-dimethyl-;3-03-00-00868 (Beilstein Handbook Reference);UNII-Z8V8NFF32W;(R,S)-2,4-Dihydroxy-3,3-dimethylbutyronitrile;SCHEMBL1883065;DTXSID40907362;HYDROXYPIVALDEHYDE CYANOHYDRIN;LS-48231;d-2,4-dihydroxy-3,3-dimethylbutyronitrile;Q27295155

Chemical Property of 2,4-Dihydroxy-3,3-dimethylbutyronitrile

Chemical Property:

• Vapor Pressure: 1.6E-05mmHg at 25°C
• Refractive Index: 1.4300 (estimate)
• Boiling Point: 326.8°Cat760mmHg
• Flash Point: 151.5°C
• PSA: 64.25000
• Density: 1.109g/cm³
• LogP: -0.11062
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CO)C(C#N)O

Technology Process of 2,4-Dihydroxy-3,3-dimethylbutyronitrile

There total 8 articles about 2,4-Dihydroxy-3,3-dimethylbutyronitrile 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: 93.0%

(R,S)-2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonitrile (285141-11-9) → (R,S)-2,4-Dihydroxy-3,3-dimethylbutyronitrile (10232-92-5)

Guidance literature:

With Amberlite 15; In methanol; for 12h;

DOI:10.1055/s-2000-6403

Reference yield:

2,2-dimethyl-3-hydroxypropionaldehyde (597-31-9) + hydrogen cyanide (74-90-8) → (R,S)-2,4-Dihydroxy-3,3-dimethylbutyronitrile (10232-92-5)

Guidance literature:

In aq. buffer; pH=2.4; Time;

Reference yield:

(R,S)-2,4-Dihydroxy-3,3-dimethylbutyramide (4417-86-1) → (R,S)-2,4-Dihydroxy-3,3-dimethylbutyronitrile (10232-92-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / p-TsOH / acetone; CH₂Cl₂ / 1 h / 20 °C

2: 95 percent / cyanuric chloride / dimethylformamide; various solvent(s) / 1 h / 20 °C

3: 93 percent / Amberlite 15 / methanol / 12 h

With 1,3,5-trichloro-2,4,6-triazine; Amberlite 15; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 1: Cyclization / 2: Dehydration / 3: Hydrolysis;

DOI:10.1055/s-2000-6403

upstream raw materials:

2,2-dimethyl-3-hydroxypropionaldehyde

2-hydroxy-2-methylpropanenitrile

(R,S)-2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonitrile

potassium cyanide

Downstream raw materials:

pantolactone