2-Methoxy-1-naphthonitrile

Base Information

• Chemical Name: 2-Methoxy-1-naphthonitrile
• CAS No.: 16000-39-8
• Molecular Formula: C12H9NO
• Molecular Weight: 183.21
• Hs Code.: 29269095
• European Community (EC) Number: 240-133-3
• NSC Number: 94825
• DSSTox Substance ID: DTXSID70166783
• Nikkaji Number: J219.931I
• Wikidata: Q83036042
• Mol file: 16000-39-8.mol

Synonyms:2-Methoxy-1-naphthonitrile;16000-39-8;2-methoxynaphthalene-1-carbonitrile;1-Cyano-2-methoxynaphthalene;1-Naphthalenecarbonitrile, 2-methoxy-;EINECS 240-133-3;2-Methoxy-1-naphthalenecarbonitrile;NSC94825;NCIOpen2_001474;SCHEMBL881195;1-Cyano-2-methoxy-naphthalene;1-Naphthonitrile, 2-methoxy-;DTXSID70166783;2-methoxy-naphthalene-1-carbonitrile;MFCD00003867;NSC 94825;NSC-94825;AKOS005351084;TS-02551;CS-0333960;FT-0637300;A810100

Chemical Property of 2-Methoxy-1-naphthonitrile

Chemical Property:

• Appearance/Colour: white to brown crystals or crystalline powder
• Vapor Pressure: 1.89E-05mmHg at 25°C
• Melting Point: 95-96 ºC(lit.)
• Refractive Index: 1.622
• Boiling Point: 362.8 ºC at 760 mmHg
• Flash Point: 153ºC
• PSA: 33.02000
• Density: 1.16g/cm³
• 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:

98%min ^*data from raw suppliers

2-Methoxy-1-naphthonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C2=CC=CC=C2C=C1)C#N

Technology Process of 2-Methoxy-1-naphthonitrile

There total 20 articles about 2-Methoxy-1-naphthonitrile 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: 92.0%

2-Methoxynaphthalene (93-04-9) + Dichloromethyl methyl ether (4885-02-3) → 1-cyano-2-methoxynaphthalene (16000-39-8)

Guidance literature:

2-Methoxynaphthalene; Dichloromethyl methyl ether; With zinc dibromide; In dichloromethane; at 20 ℃; for 8h;

With ammonium hydroxide; iodine; In dichloromethane; at 20 ℃; for 6h; Reagent/catalyst; Solvent;

DOI:10.1002/ejoc.201403672

Reference yield: 90.0%

2-Methoxynaphthalene (93-04-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1-cyano-2-methoxynaphthalene (16000-39-8)

Guidance literature:

2-Methoxynaphthalene; N,N-dimethyl-formamide; With trichlorophosphate; at 100 ℃; for 6h;

With ammonia; iodine; In water; at 20 ℃; for 3h; regioselective reaction;

DOI:10.1016/j.tet.2012.04.034

Reference yield: 90.0%

2-methoxy-1-naphthaldehyde (5392-12-1) → 1-cyano-2-methoxynaphthalene (16000-39-8)

Guidance literature:

With hydroxylamine hydrochloride; dimethyl sulfoxide; for 0.025h; Heating; Microwave irradiation; Green chemistry;

DOI:10.1134/S1070428019050191

upstream raw materials:

bromocyane

2-Methoxynaphthalene

2‐methoxy‐1‐naphthaldoxime

acetic anhydride

Downstream raw materials:

2-methoxy-1-methylnaphthalene

Refernces

• 1、 Zhang, Wu,Li, Tao,Wang, Qingli,Zhao, Wanxiang. "Lewis Acid-Mediated Cyanation of Phenols Using N-Cyano-N-phenyl-p-toluenesulfonamide". . p. 4914 - 4918. Retrieved 2019/11/03.
• 2、 McManus, Joshua B.,Nicewicz, David A.. "Direct C-H Cyanation of Arenes via Organic Photoredox Catalysis". supporting information. p. 2880 - 2883. Retrieved 2017/03/11.