2-Cyano-3-methoxynaphthalene

Base Information

• Chemical Name: 2-Cyano-3-methoxynaphthalene
• CAS No.: 92616-44-9
• Molecular Formula: C12H9NO
• Molecular Weight: 183.21
• Hs Code.: 2926907090
• DSSTox Substance ID: DTXSID70538608
• Nikkaji Number: J2.689.526J
• Wikidata: Q82414053
• Mol file: 92616-44-9.mol

Synonyms:2-CYANO-3-METHOXYNAPHTHALENE;92616-44-9;3-Methoxynaphthalene-2-carbonitrile;2-methoxy-3-naphthonitrile;SCHEMBL10822944;DTXSID70538608;FFTOPFYRWFXMRB-UHFFFAOYSA-N;MFCD17012444;AKOS015836405;BS-24769;CS-0208631

Chemical Property of 2-Cyano-3-methoxynaphthalene

Chemical Property:

• Melting Point: 125 °C
• Boiling Point: 362.8±15.0 °C(Predicted)
• PSA: 33.02000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 2.72008
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 183.068413911
• Heavy Atom Count: 14
• Complexity: 242

Purity/Quality:

95% ^*data from raw suppliers

2-Cyano-3-methoxynaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=CC=CC=C2C=C1C#N

Technology Process of 2-Cyano-3-methoxynaphthalene

There total 11 articles about 2-Cyano-3-methoxynaphthalene 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: 86.0%

tert-butyl isocyanide (630-18-2) + 2-Methoxynaphthalene (93-04-9) → 3-methoxy-2-naphthonitrile (92616-44-9)

Guidance literature:

2-Methoxynaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 2h; Inert atmosphere;

tert-butyl isocyanide; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.5h; Further stages; Inert atmosphere;

DOI:10.1016/j.tet.2019.130550

Reference yield: 79.0%

2-Methoxynaphthalene (93-04-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-methoxy-2-naphthonitrile (92616-44-9)

Guidance literature:

2-Methoxynaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

With ammonia; iodine; In tetrahydrofuran; hexane; water; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tet.2010.11.109

Reference yield: 78.0%

2‐bromo‐3‐methoxynaphthalene (68251-77-4) + copper(l) cyanide → 3-methoxy-2-naphthonitrile (92616-44-9)

Guidance literature:

With L-proline; In N,N-dimethyl-formamide; at 120 ℃; for 45h;

DOI:10.1055/s-2007-992409

upstream raw materials:

3-methoxy-[2]naphthoic acid amide

2,3-dimethoxynaphthalene

potassium cyanide

thionyl chloride

Downstream raw materials:

3-hydroxy-2-naphthalenecarboxamide

3-hydroxy-2-naphthonitrile

2,4-diamino-6-(2-methoxy-3-naphthyl)-s-triazine