2-(1-Naphthalenylmethyl)benzonitrile

Base Information

• Chemical Name: 2-(1-Naphthalenylmethyl)benzonitrile
• CAS No.: 500554-53-0
• Molecular Formula: C₁₈H₁₃N
• Molecular Weight: 243.308
• NSC Number: 127446
• DSSTox Substance ID: DTXSID401290925
• Mol file: 500554-53-0.mol

Synonyms:NSC127446;DTXSID401290925;2-(1-Naphthalenylmethyl)benzonitrile;NSC-127446;500554-53-0

Chemical Property of 2-(1-Naphthalenylmethyl)benzonitrile

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 243.104799419
• Heavy Atom Count: 19
• Complexity: 339

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2CC3=CC=CC=C3C#N

Technology Process of 2-(1-Naphthalenylmethyl)benzonitrile

There total 5 articles about 2-(1-Naphthalenylmethyl)benzonitrile 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: 56.0%

1-Naphthylboronic acid (13922-41-3) + 2-(bromomethyl)benzonitrile (22115-41-9) → 2-(naphthalen-1-ylmethyl)benzonitrile (500554-53-0)

Guidance literature:

With potassium phosphate; palladium diacetate; triphenylphosphine; In toluene; at 80 ℃; Inert atmosphere;

DOI:10.1021/ol200425c

Reference yield:

1-o-chlorobenzyl-naphthalene (90137-01-2) → 2-(naphthalen-1-ylmethyl)benzonitrile (500554-53-0)

Guidance literature:

With pyridine; at 250 - 260 ℃;

DOI:10.1021/ja01862a023

Reference yield:

2-chloro-benzaldehyde (89-98-5) → 2-(naphthalen-1-ylmethyl)benzonitrile (500554-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / Erhitzen des nach der Hydrolyse erhaltenen Reaktionsprodukts mit Jod und rotem Phosphor in Essigsaeure

2: pyridine / 250 - 260 °C

With pyridine; diethyl ether;

DOI:10.1021/ja01862a023

upstream raw materials:

1-o-chlorobenzyl-naphthalene

2-chloro-benzaldehyde

1-naphthylmagnesiumbromide

1-Naphthylboronic acid

Downstream raw materials:

2-methoxy-2'-[1]naphthylmethyl-benzophenone

<2-(1-Naphthyl-methyl)-phenyl>-phenaethyl-keton

2-(1-Naphthylmethyl)-phenyl-tert.butyl-keton

2-(1-Naphthylmethyl)-phenyl-isopropyl-keton