1-(4-METHOXYPHENYL)-1-CYCLOHEXANECARBONITRILE

Base Information

• Chemical Name: 1-(4-METHOXYPHENYL)-1-CYCLOHEXANECARBONITRILE
• CAS No.: 36263-51-1
• Molecular Formula: C14H17NO
• Molecular Weight: 215.295
• Hs Code.: 2926909090
• European Community (EC) Number: 252-938-7
• NSC Number: 155171
• UNII: ZY7BW6G2DC
• DSSTox Substance ID: DTXSID80189802
• Nikkaji Number: J126.350A
• Wikidata: Q83062012
• Mol file: 36263-51-1.mol

Synonyms:1-(4-Methoxyphenyl)-1-cyclohexanecarbonitrile;1-(4-Methoxyphenyl)cyclohexanecarbonitrile;NSC 155171;

Chemical Property of 1-(4-METHOXYPHENYL)-1-CYCLOHEXANECARBONITRILE

Chemical Property:

• Appearance/Colour: colorless to yellow-brown low melting solid
• Vapor Pressure: 2E-05mmHg at 25°C
• Melting Point: 40-45 °C
• Refractive Index: 1.538
• Boiling Point: 362 °C at 760 mmHg
• Flash Point: 152.6 °C
• PSA: 33.02000
• Density: 1.06 g/cm³
• LogP: 3.42068
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 215.131014166
• Heavy Atom Count: 16
• Complexity: 264

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-Methoxyphenyl)cyclohexane-1-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2(CCCCC2)C#N

Technology Process of 1-(4-METHOXYPHENYL)-1-CYCLOHEXANECARBONITRILE

There total 7 articles about 1-(4-METHOXYPHENYL)-1-CYCLOHEXANECARBONITRILE 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: 95.0%

trimethylsilyl cyanide (7677-24-9) + 1-(4-methoxyphenyl)cyclohexene (20758-60-5) → 1-(4-methoxyphenyl)cyclohexane carbonitrile (36263-51-1)

Guidance literature:

trimethylsilyl cyanide; With trifluorormethanesulfonic acid; In 4-methyl-1,2,3-trifluorobenzene; at -20 ℃; for 0.0833333h; Inert atmosphere;

1-(4-methoxyphenyl)cyclohexene; In 4-methyl-1,2,3-trifluorobenzene; at -20 - -5 ℃; Inert atmosphere;

DOI:10.1021/ol902244e

Reference yield: 93.0%

trimethylsilyl cyanide (7677-24-9) + 1-(4-methoxyphenyl)cyclohexanol (17138-79-3) → 1-(4-methoxyphenyl)cyclohexane carbonitrile (36263-51-1)

Guidance literature:

With indium(III) bromide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol801812a

Reference yield: 92.0%

1-bromo-4-methoxy-benzene (104-92-7) + cyclohexane carbonitrile (766-05-2) → 1-(4-methoxyphenyl)cyclohexane carbonitrile (36263-51-1)

Guidance literature:

cyclohexane carbonitrile; With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex; In tetrahydrofuran; at 25 ℃; Inert atmosphere;

1-bromo-4-methoxy-benzene; With palladium diacetate; In tetrahydrofuran; at 50 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol200194y

upstream raw materials:

1-bromo-4-methoxy-benzene

1-trimethylsilylcyclohexanecarbonitrile

cyclohexane carbonitrile

1,5-dibromo-pentane

Downstream raw materials:

1-(4-methoxyphenyl)cyclohexane-1-carboxylic acid

4-cyclohexylanisole

1-(4-methoxyphenyl)cyclohexane-1-carbaldehyde

1-aminomethyl-1-(4-methoxyphenyl)cyclohexane

Refernces

• 1、 Too, Pei Chui,Chan, Guo Hao,Tnay, Ya Lin,Hirao, Hajime,Chiba, Shunsuke. "Hydride Reduction by a Sodium Hydride-Iodide Composite". supporting information. p. 3719 - 3723. Retrieved 2016/03/26.
• 2、 Yanagisawa, Arata,Nezu, Tetsuya,Mohri, Shin-Ichiro. "Broonsted acid-promoted hydrocyanation of arylalkenes". supporting information; experimental part. p. 5286 - 5289. Retrieved 2009/12/29.