3-Hydroxy-2-methyl-3,3-diphenylpropanenitrile

Base Information

• Chemical Name: 3-Hydroxy-2-methyl-3,3-diphenylpropanenitrile
• CAS No.: 6275-86-1
• Molecular Formula: C16H15NO
• Molecular Weight: 237.301
• NSC Number: 36155
• DSSTox Substance ID: DTXSID20284183
• Nikkaji Number: J376.874K
• Mol file: 6275-86-1.mol

Synonyms:3-hydroxy-2-methyl-3,3-diphenylpropanenitrile;6275-86-1;NSC36155;DTXSID20284183;NSC-36155

Chemical Property of 3-Hydroxy-2-methyl-3,3-diphenylpropanenitrile

Chemical Property:

• Vapor Pressure: 6.03E-09mmHg at 25°C
• Refractive Index: 1.584
• Boiling Point: 451.7 °C at 760 mmHg
• Flash Point: 227 °C
• Density: 1.127 g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 237.115364102
• Heavy Atom Count: 18
• Complexity: 286

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C#N)C(C1=CC=CC=C1)(C2=CC=CC=C2)O

Technology Process of 3-Hydroxy-2-methyl-3,3-diphenylpropanenitrile

There total 3 articles about 3-Hydroxy-2-methyl-3,3-diphenylpropanenitrile 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: 66.0%

benzophenone (119-61-9) + propiononitrile (107-12-0) → 3-hydroxy-2-methyl-3,3-diphenyl-propionitrile (6275-86-1)

Guidance literature:

With n-butyllithium; cerium(III) chloride; In tetrahydrofuran; at -78 - 20 ℃; for 3h;

DOI:10.1016/S0040-4020(98)00122-7

Reference yield: 50.0%

benzophenone (119-61-9) + 2-chlorpropionitrile (1617-17-0,70886-58-7) → 3-hydroxy-2-methyl-3,3-diphenyl-propionitrile (6275-86-1)

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:

→ 3-hydroxy-2-methyl-3,3-diphenyl-propionitrile (6275-86-1)

Guidance literature:

DOI:10.1021/jm00293a019

upstream raw materials:

benzophenone

propiononitrile

2-chlorpropionitrile

Downstream raw materials:

2-methyl-1,1,5,5-tetraphenyl-penta-1,4-dien-3-one-imine

2-methyl-3,3-diphenylpropanenitrile

2-methyl-3,3-diphenyl-2-propen-1-amine

Refernces

• 1、 Buschauer, A,Friese-Kimmel A,Baumann, G,Schunack, W. "Synthesis and histamine H2 agonistic activity of arpromidine analogues: replacement of the pheniramine-like moiety by non-heterocyclic groups". . p. 321 - 330. Retrieved 2007/10/02.
• 2、 Moffett,Pickering. "Central nervous system agents. 2. Synthesis of diphenyl primary and secondary aminopropanols.". . p. 1100,1105. Retrieved 2007/10/05.