3-Methyl-5-phenylpentanenitrile

Base Information

• Chemical Name: 3-Methyl-5-phenylpentanenitrile
• CAS No.: 54089-83-7
• Molecular Formula: C12H15 N
• Molecular Weight: 173.258
• Hs Code.: 2926909090
• European Community (EC) Number: 258-969-2
• DSSTox Substance ID: DTXSID8052190
• Nikkaji Number: J279.578G
• Mol file: 54089-83-7.mol

Synonyms:3-Methyl-5-phenylpentanenitrile;54089-83-7;hydrocitronitril;EINECS 258-969-2;Benzenepentanenitrile, beta-methyl-;Benzenepentanenitrile, .beta.-methyl-;Citralis nitrile;SCHEMBL112302;DTXSID8052190;3 - methyl - 5 - phenylpentanenitrile;FT-0627125

Chemical Property of 3-Methyl-5-phenylpentanenitrile

Chemical Property:

• Vapor Pressure: 0.000546mmHg at 25°C
• Boiling Point: 311.9°C at 760 mmHg
• Flash Point: 153.7°C
• PSA: 23.79000
• Density: 0.951g/cm³
• LogP: 3.16898
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC1=CC=CC=C1)CC#N

Technology Process of 3-Methyl-5-phenylpentanenitrile

There total 9 articles about 3-Methyl-5-phenylpentanenitrile 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: 88.0%

1-phenyl-3-butanol (2344-70-9) + acetonitrile (75-05-8,26809-02-9) → 3-methyl-5-phenylpentanenitrile (54089-83-7)

Guidance literature:

With [(1,5-cyclooctadiene)(OH)iridium(I)]2; potassium tert-butylate; triphenylphosphine; In 1,4-dioxane; at 130 ℃; for 24h; Inert atmosphere;

DOI:10.1246/cl.2011.1055

Reference yield: 68.0%

4-Phenyl-2-butanone (2550-26-7) + methyl 2-cyanoacetate (105-34-0) → 3-methyl-5-phenylpentanenitrile (54089-83-7)

Guidance literature:

With carbon monoxide; rhodium(III) chloride trihydrate; water; In methanol; at 160 ℃; for 24h; under 38002.6 Torr; Autoclave;

DOI:10.1039/c8ob01992d

Reference yield: 68.0%

crotononitrile (4786-20-3,627-26-9) + 2-phenethyl iodide (17376-04-4) → 3-methyl-5-phenylpentanenitrile (54089-83-7)

Guidance literature:

With borohydride exchange resin; nickel diacetate; In methanol; at 65 ℃; for 1h;

DOI:10.1021/jo961751f

upstream raw materials:

3-Methyl-4-nitro-5-phenyl-pentanenitrile

3-methyl-5-phenylpent-2-enenitrile

crotononitrile

2-phenethyl iodide

Downstream raw materials:

1-Methoxy-4-methyl-6-phenylhexanon-2

(5-Hydroxy-6-methoxy-3-methylhexyl)benzol

Refernces

• 1、 Mueller, Marc-Andre,Pfaltz, Andreas. "Asymmetric hydrogenation of α,β-unsaturated nitriles with base-activated iridium N,P ligand complexes". supporting information. p. 8668 - 8671. Retrieved 2014/08/18.
• 2、 Sim, Tae Bo,Choi, Jaesung,Joung, Meyoung Ju,Yoon, Nung Min. "A New Coupling Reaction of Alkyl Iodides with Electron Deficient Alkenes Nickel Boride (cat.) - Borohydride Exchange Resin in Methanol". . p. 2357 - 2361. Retrieved 2007/10/03.