1-(4-Methoxyphenyl)cyclopropanecarbonitrile

Base Information

• Chemical Name: 1-(4-Methoxyphenyl)cyclopropanecarbonitrile
• CAS No.: 16728-00-0
• Molecular Formula: C11H11 N O
• Molecular Weight: 173.214
• Hs Code.: 29269095
• European Community (EC) Number: 240-786-4
• NSC Number: 155169
• DSSTox Substance ID: DTXSID70168262
• Nikkaji Number: J236.840D
• Wikidata: Q72517555
• Mol file: 16728-00-0.mol

Synonyms:1-(4-methoxyphenyl)cyclopropanecarbonitrile;16728-00-0;1-(4-Methoxyphenyl)cyclopropane-1-carbonitrile;CYCLOPROPANECARBONITRILE, 1-(4-METHOXYPHENYL)-;1-(4-methoxy-phenyl)-cyclopropanecarbonitrile;EINECS 240-786-4;MFCD00019212;1-(4-Methoxy-phenyl)cyclopropanecarbonitrile;1-(4-methoxyphenyl)-1-cyclopropanecarbonitrile;NSC155169;4-(1-Cyanocyclopropyl)anisole;SCHEMBL1018321;DTXSID70168262;STK503633;AKOS000266535;AB01255;AM85276;NSC 155169;NSC-155169;TS-02373;5-methoxybenzo[b]thiophen-2-ylboronic?acid;BB 0254805;CS-0046217;FT-0637408;1-(4-methoxyphenyl)-cyclopropane-1-carbonitrile;EN300-1845015;A810844;1-(4-METHOXYPHENYL)CYCLOPROPANE CARBONITRILE

Chemical Property of 1-(4-Methoxyphenyl)cyclopropanecarbonitrile

Chemical Property:

• Vapor Pressure: 0.000442mmHg at 25°C
• Refractive Index: 1.5415-1.5435
• Boiling Point: 315.3°Cat760mmHg
• Flash Point: 133°C
• PSA: 33.02000
• Density: 1.12g/cm³
• LogP: 2.25038
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 173.084063974
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2(CC2)C#N

Technology Process of 1-(4-Methoxyphenyl)cyclopropanecarbonitrile

There total 11 articles about 1-(4-Methoxyphenyl)cyclopropanecarbonitrile 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%

1-(4-methoxyphenyl)cyclopropane-1-carboxamide → 1-(4-methoxyphenyl)cyclopropane-1-carbonitrile (16728-00-0)

Guidance literature:

With palladium diacetate; Selectfluor; acetonitrile; at 20 ℃; for 18h;

DOI:10.1021/acs.orglett.8b02422

Reference yield: 85.0%

(Z)-2-(4-methoxyphenyl)cyclobutan-1-one O-(4-(trifluoromethyl)benzoyl)oxime → 1-(4-methoxyphenyl)cyclopropane-1-carbonitrile (16728-00-0)

Guidance literature:

(Z)-2-(4-methoxyphenyl)cyclobutan-1-one O-(4-(trifluoromethyl)benzoyl)oxime; With (1,2-dimethoxyethane)dichloronickel(II); 4,4'-di-tert-butyl-2,2'-bipyridine; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h; Glovebox;

With lithium hexamethyldisilazane; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1055/s-0039-1690872

Reference yield: 85.0%

→ (2S,3S)-3-(5-(1-cyanocyclopropyl)-2-methoxybenzyl)amino-2-phenylpiperidine dihydrochloride + 1-(4-methoxyphenyl)cyclopropane-1-carbonitrile (16728-00-0)

Guidance literature:

upstream raw materials:

p-methoxybenzylnitrile

ethylene dibromide

1-Bromo-2-chloroethane

[1,3]-dioxolan-2-one

Downstream raw materials:

1-(4-methoxyphenyl)cyclopropane-1-carbaldehyde

1-(4-Methoxyphenyl)cyclopropyl-1-carbinol

1-(4-methoxyphenyl)cyclopropanecarboxylic acid methyl ester

Refernces

• 1、 Fang, Ping,Mei, Tian-Sheng,Shuai, Bin. "Nickel-Catalyzed Favorskii-Type Rearrangement of Cyclobutanone Oxime Esters to Cyclopropanecarbonitriles". supporting information. p. 1637 - 1641. Retrieved 2021/10/02.
• 2、 Gieuw, Matthew H.,Leung, Vincent Ming-Yau,Ke, Zhihai,Yeung, Ying-Yeung. "Electrophilic Bromolactonization of Cyclopropyl Diesters Using Lewis Basic Chalcogenide Catalysts". supporting information. p. 4306 - 4311. Retrieved 2018/10/02.