2-Methoxy-2-(2-naphthyl)acetonitrile

Base Information

• Chemical Name: 2-Methoxy-2-(2-naphthyl)acetonitrile
• CAS No.: 118736-08-6
• Molecular Formula: C13H11 N O
• Molecular Weight: 197.236
• European Community (EC) Number: 635-015-7
• DSSTox Substance ID: DTXSID70435628
• Nikkaji Number: J1.764.965E
• Mol file: 118736-08-6.mol

Synonyms:118736-08-6;2-Methoxy-2-(2-naphthyl)acetonitrile;2-Methoxy-2-(2-naphthyl)ethanenitrile;2-Methoxy-2-(naphthalen-2-yl)acetonitrile;2-methoxy-2-naphthalen-2-ylacetonitrile;Methoxy(2-naphthyl)acetonitrile;SCHEMBL6753377;DTXSID70435628;MFCD08276992;2-Methoxy-2-(2-phthyl)ethanenitrile;AKOS014320207;alpha-Methoxy-2-naphthaleneacetonitrile;alpha-Methoxynaphthalene-2-acetonitrile;J-100209

Chemical Property of 2-Methoxy-2-(2-naphthyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.000136mmHg at 25°C
• Refractive Index: 1.57
• Boiling Point: 333.5°C at 760 mmHg
• Flash Point: 93.3°C
• PSA: 33.02000
• Density: 1.06g/cm³
• LogP: 3.05088
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 197.084063974
• Heavy Atom Count: 15
• Complexity: 255

Purity/Quality:

95% ^*data from raw suppliers

2-Methoxy-2-(2-naphthyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(C#N)C1=CC2=CC=CC=C2C=C1
• Uses: 2-Methoxy-2-(2-naphthyl)acetonitrile (cas# 118736-08-6) is a compound useful in organic synthesis.

Technology Process of 2-Methoxy-2-(2-naphthyl)acetonitrile

There total 9 articles about 2-Methoxy-2-(2-naphthyl)acetonitrile 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: 87.0%

2-(dimethoxymethyl)naphthalene (77196-31-7) + N,N-dicyclohexylaminoacetonitrile → α-methoxy-2-naphthylacetonitrile (118736-08-6)

Guidance literature:

With Trichloro(trifluoromethylsulfonyloxy)silane; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.201501084

Reference yield: 30.0%

methyl 1-(2-naphthyl)-2-propynyl ether → α-methoxy-2-naphthylacetonitrile (118736-08-6)

Guidance literature:

With copper(l) iodide; trimethylsilylazide; In methanol; N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1248/cpb.c20-00787

Reference yield:

trimethylsilyl cyanide (7677-24-9) + 2-(dimethoxymethyl)naphthalene (77196-31-7) → α-methoxy-2-naphthylacetonitrile (118736-08-6)

Guidance literature:

With tin(II) bromide; In dichloromethane; at 20 ℃;

DOI:10.1016/S0957-4166(02)00242-2

upstream raw materials:

trimethylsilyl cyanide

2-(dimethoxymethyl)naphthalene

β-naphthaldehyde

2-naphthyl cyanohydrin

Downstream raw materials:

(R)-α-methoxynaphthalen-2-ylacetic acid

(R)-2-hydroxy-2-(2-naphthyl)acetic acid

β-naphthaldehyde

Refernces

• 1、 Kori, Ryosuke,Murakami, Keigo,Nishiyama, Yoshitake,Toma, Tatsuya,Yokoshima, Satoshi. "Copper-mediated conversion of alkynes into nitriles via iodotriazoles". . p. 278 - 280. Retrieved 2021/03/08.
• 2、 Kimura, Mayumi,Kuboki, Atsuhito,Sugai, Takeshi. "Chemo-enzymatic synthesis of enantiomerically pure (R)-2-naphthylmethoxyacetic acid". . p. 1059 - 1068. Retrieved 2007/10/03.