4-Cyanophenyl cyclopropyl ketone

Base Information

• Chemical Name: 4-Cyanophenyl cyclopropyl ketone
• CAS No.: 170564-99-5
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90444959
• Wikidata: Q82263250
• Mol file: 170564-99-5.mol

Synonyms:4-CYANOPHENYL CYCLOPROPYL KETONE;170564-99-5;4-Cyanophenylcyclopropylketone;4-(cyclopropanecarbonyl)benzonitrile;4-Cyclopropanecarbonylbenzonitrile;MFCD03841212;SCHEMBL7446955;4-Cyanophenylcyclopropylmethanone;DTXSID90444959;ZHFBDOSDKRVFIG-UHFFFAOYSA-N;AKOS006277860

Chemical Property of 4-Cyanophenyl cyclopropyl ketone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 339.415°C at 760 mmHg
• Flash Point: 159.073°C
• PSA: 40.86000
• Density: 1.184g/cm³
• LogP: 2.15098
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 251

Purity/Quality:

98%min ^*data from raw suppliers

4-cyanophenylcyclopropylketone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C(=O)C2=CC=C(C=C2)C#N

Technology Process of 4-Cyanophenyl cyclopropyl ketone

There total 2 articles about 4-Cyanophenyl cyclopropyl ketone 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: 85.0%

(4-bromophenyl)(cyclopropyl)methanone (6952-89-2) + copper(I) cyanide (544-92-3) → 4-cyanophenylcyclopropylmethanone (170564-99-5)

Guidance literature:

In N,N-dimethyl-formamide; for 4h; Heating;

DOI:10.1021/jm001068s

Reference yield:

(4-bromophenyl)(cyclopropyl)methanone (6952-89-2) → 4-cyanophenylcyclopropylmethanone (170564-99-5)

Guidance literature:

With hydrogenchloride; sodium hydroxide; iron(III) chloride; CuCN; In water; N,N-dimethyl-formamide;

Reference yield:

4-cyanophenylcyclopropylmethanone (170564-99-5) → [4-(R,S)-(4-cyanophenyl)-4-cyclopropyl-2,5-dioxoimidazolidin-1-yl]acetic acid methyl ester (340188-28-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethanol; H₂O / 17 h / 20 - 55 °C

2.1: NaOMe / methanol / 2 h / Heating

2.2: KI / methanol / 6 h / Heating

With sodium methylate; In methanol; ethanol; water;

DOI:10.1021/jm001068s

upstream raw materials:

(4-bromophenyl)(cyclopropyl)methanone

copper(I) cyanide

Downstream raw materials:

4-(R,S)-(4-cyanophenyl)-4-cyclopropyl-2,5-dioxoimidazolidine

[4-(R,S)-(4-cyanophenyl)-4-cyclopropyl-2,5-dioxoimidazolidin-1-yl]acetic acid methyl ester

Refernces

• 1、 -. "Substituted 5-membered ring heterocycles, their preparation and their use". . . Retrieved 2008/06/13.