3-Hydroxy-2-methyl-3-phenylbutanenitrile

Base Information

• Chemical Name: 3-Hydroxy-2-methyl-3-phenylbutanenitrile
• CAS No.: 105041-69-8
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.23
• DSSTox Substance ID: DTXSID601260180
• Nikkaji Number: J376.873B
• Mol file: 105041-69-8.mol

Synonyms:3-hydroxy-2-methyl-3-phenylbutanenitrile;Cambridge id 5106681;DTXSID601260180;STL308358;AKOS000558415;AKOS017682160;105041-69-8;2-Methyl-3-hydroxy-3-phenylbutanenitrile;3-hydroxy-3-phenyl-2-methylbutyronitrile;beta-Hydroxy-alpha,beta-dimethylbenzenepropanenitrile

Chemical Property of 3-Hydroxy-2-methyl-3-phenylbutanenitrile

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 211

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-Hydroxy-2-methyl-3-phenylbutanenitrile

There total 3 articles about 3-Hydroxy-2-methyl-3-phenylbutanenitrile 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: 72.0%

2-chlorpropionitrile (1617-17-0,70886-58-7) + acetophenone (98-86-2) → 3-Hydroxy-2-methyl-3-phenylbutanenitrile (105041-69-8)

Guidance literature:

With tris(2,2'-bipyridine)nickel(II) tetrafluoroborate; tetrabutylammomium bromide; zinc dibromide; In N,N-dimethyl-formamide; Ambient temperature; electrolysis (carbon fiber cathode, zinc rod anode);

DOI:10.1021/jo00006a012

Reference yield: 34.0%

acetophenone (98-86-2) + 2-bromopropionitrile (19481-82-4) → 3-Hydroxy-2-methyl-3-phenylbutanenitrile (105041-69-8)

Guidance literature:

With iron pentacarbonyl; Bromotrichloromethane; In benzene; at 80 ℃;

DOI:10.1023/B:RUJO.0000034937.39138.2a

Reference yield:

acetophenone (98-86-2) → 3-Hydroxy-2-methyl-3-phenylbutanenitrile (105041-69-8)

Guidance literature:

With amalgamated zinc;

DOI:10.1007/s00276-001-0285-6

upstream raw materials:

acetophenone

2-bromopropionitrile

2-chlorpropionitrile

Downstream raw materials:

3-hydroxy-2-methyl-3-phenyl-butyric acid amide