6-Methoxy-3,4-dihydronaphthalene-1-carbonitrile

Base Information

• Chemical Name: 6-Methoxy-3,4-dihydronaphthalene-1-carbonitrile
• CAS No.: 6398-50-1
• Molecular Formula: C12H11 N O
• Molecular Weight: 185.225
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90213844
• Nikkaji Number: J81.212I
• Wikidata: Q83089468
• Mol file: 6398-50-1.mol

Synonyms:6398-50-1;6-methoxy-3,4-dihydronaphthalene-1-carbonitrile;6-methoxy-3,4-dihydro-1-naphthalenecarbonitrile;1-Naphthalenecarbonitrile, 3,4-dihydro-6-methoxy-;3,4-Dihydro-6-methoxy-1-naphthalenecarbonitrile;1-Cyano-6-methoxy-3,4-dihydronaphthalene;SCHEMBL8791849;DTXSID90213844;NPULUKJLDRIOAW-UHFFFAOYSA-N;AKOS015999669;1-Cyano6-methoxy-3,4-dihydronaphthalene;6-methoxy-1-cyano3,4-dihydronaphthalene;6-methoxy-1-cyano-3,4-dihydronaphthalene;FT-0653143;6-methoxy-3,4-dihydro-naphthalene-1-carbonitrile;A834601

Chemical Property of 6-Methoxy-3,4-dihydronaphthalene-1-carbonitrile

Chemical Property:

• Vapor Pressure: 0.000121mmHg at 25°C
• Boiling Point: 335.2°C at 760 mmHg
• Flash Point: 141.5°C
• PSA: 33.02000
• Density: 1.14g/cm³
• LogP: 2.54838
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 286

Purity/Quality:

98% ^*data from raw suppliers

6-Methoxy-3,4-dihydronaphthalene-1-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=CCC2)C#N

Technology Process of 6-Methoxy-3,4-dihydronaphthalene-1-carbonitrile

There total 8 articles about 6-Methoxy-3,4-dihydronaphthalene-1-carbonitrile 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: 94.0%

trimethylsilyl cyanide (TMSCN) + 6-methoxy-3,4-dihydro-1(2H)-naphthalenone (1078-19-9) → 6-methoxy-3,4-dihydronaphthalene-1-carbonitrile (6398-50-1)

Guidance literature:

With hydrogenchloride; AlCl₃; ZnI₂; In sodium hydroxide; water; ethyl acetate; benzene;

Reference yield: 85.0%

trimethylsilyl cyanide (7677-24-9) + 6-methoxy-3,4-dihydro-1(2H)-naphthalenone (1078-19-9) → 6-methoxy-3,4-dihydronaphthalene-1-carbonitrile (6398-50-1)

Guidance literature:

trimethylsilyl cyanide; 6-methoxy-3,4-dihydro-1(2H)-naphthalenone; With zinc(II) iodide; In toluene; at 20 ℃; for 8h; Inert atmosphere;

With pyridine; trichlorophosphate; In toluene; at 60 ℃; for 8h; Inert atmosphere;

DOI:10.1021/ol5022355

Reference yield: 75.0%

6-methoxy-1-(trimethylsilanyloxy)-1,2,3,4-tetrahydronaphthalene-1-carbonitrile (80859-07-0) → 6-methoxy-3,4-dihydronaphthalene-1-carbonitrile (6398-50-1)

Guidance literature:

With pyridine; trichlorophosphate; Reflux; Inert atmosphere;

DOI:10.1002/ejoc.201100317

upstream raw materials:

diethylaluminium cyanide

6-methoxy-3,4-dihydro-1(2H)-naphthalenone

trimethylsilyl cyanide

6-methoxy-1,2,3,4-tetrahydronaphthalene

Downstream raw materials:

2-(6-methoxy-1-naphthyl)-1-phenyl-2-propanol

1-(6-methoxynaphthalen-1-yl)ethanone

6-methoxy-2-tetralone

6-methoxy-[1]naphthonitrile

Refernces

• 1、 Betik, Robert,Kotora, Martin. "Enantioselective synthesis of (-)-methoxyestrone". . p. 3279 - 3282. Retrieved 2011.
• 2、 Meyer, Michael D.,Hancock, Arthur A.,Tietje, Karin,Sippy, Kevin B.,Prasad, Rajnandan,Stout, David M.,Arendsen, David L.,Donner, B. Greg,Carroll, William A.. "Structure-activity studies for a novel series of N-(arylethyl)-N- (1,2,3,4-tetrahydronaphthalen-1-ylmethyl)-N-methylamines possessing dual 5- HT uptake inhibiting and α2-antagonistic activities". . p. 1049 - 1062. Retrieved 2007/10/03.