4-Methoxy-1-naphthonitrile

Base Information

• Chemical Name: 4-Methoxy-1-naphthonitrile
• CAS No.: 5961-55-7
• Molecular Formula: C12H9NO
• Molecular Weight: 183.21
• Hs Code.: 29269095
• European Community (EC) Number: 227-734-6
• UNII: 42Q2XWA3AE
• DSSTox Substance ID: DTXSID20208288
• Nikkaji Number: J223.911F
• Wikidata: Q83082390
• ChEMBL ID: CHEMBL44551
• Mol file: 5961-55-7.mol

Synonyms:4-Methoxy-1-naphthonitrile;5961-55-7;1-Cyano-4-methoxynaphthalene;4-methoxynaphthalene-1-carbonitrile;1-Naphthalenecarbonitrile, 4-methoxy-;42Q2XWA3AE;CHEMBL44551;1-Naphthonitrile, 4-methoxy-;4-Methoxy-1-naphthalenecarbonitrile;EINECS 227-734-6;4-Methoxy-naphthalene-1-carbonitrile;UNII-42Q2XWA3AE;1-methoxy-4-naphthonitrile;SCHEMBL589078;4,5-dimethyl-3H-oxazol-2-one;DTXSID20208288;4-Methoxy-1-naphthonitrile, 99%;BDBM50220676;MFCD00003925;AKOS017269690;NS-01624;CS-0063876;FT-0607661;D73305;A832385

Chemical Property of 4-Methoxy-1-naphthonitrile

Chemical Property:

• Appearance/Colour: light brown powder or chunks
• Vapor Pressure: 1.67E-05mmHg at 25°C
• Melting Point: 100-102 °C(lit.)
• Refractive Index: 1.622
• Boiling Point: 364.6 °C at 760 mmHg
• Flash Point: 153.7 °C
• PSA: 33.02000
• Density: 1.16 g/cm³
• LogP: 2.72008
• XLogP3: 3.3
• 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:

99% ^*data from raw suppliers

4-Methoxy-1-naphthonitrile 99% ^*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=CC=C(C2=CC=CC=C21)C#N
• Uses: 4-Methoxy-1-naphthonitrile is used as an intermediate in the synthesis of substituted azocin-2(1H)-ones

Technology Process of 4-Methoxy-1-naphthonitrile

There total 23 articles about 4-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: 99.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 1-Methoxynaphthalene (2216-69-5) → 4-methoxy-1-naphthalenecarbonitrile (5961-55-7)

Guidance literature:

N,N-dimethyl-formamide; 1-Methoxynaphthalene; With trichlorophosphate; at 100 ℃; for 2h;

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

DOI:10.1016/j.tet.2012.04.034

Reference yield: 94.0%

Dichloromethyl methyl ether (4885-02-3) + 1-Methoxynaphthalene (2216-69-5) → 4-methoxy-1-naphthalenecarbonitrile (5961-55-7)

Guidance literature:

Dichloromethyl methyl ether; 1-Methoxynaphthalene; With zinc dibromide; In dichloromethane; at 20 ℃; for 15h;

With ammonium hydroxide; iodine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1002/ejoc.201403672

Reference yield: 94.0%

4-methoxy-1-naphthaldehyde O-allyl oxime → 4-methoxy-1-naphthalenecarbonitrile (5961-55-7)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; bis[2-(diphenylphosphino)phenyl] ether; In tetrahydrofuran; at 60 ℃; for 17h;

DOI:10.1021/acs.joc.9b02705

upstream raw materials:

α-4-methoxy-naphthaldoxime-(1)

acetic anhydride

1-methoxy-4-nitronaphthalene

potassium cyanide

Downstream raw materials:

1-(aminomethyl)-4-methoxynaphthalene

4-chlorophenyl methyl sulfide

4-cyano-1-naphthyl 4-(dimethylamino)benzoate

4-methoxy-1-naphthoic acid chloride