Cyclopropyl phenyl ketone

Base Information

• Chemical Name: Cyclopropyl phenyl ketone
• CAS No.: 3481-02-5
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• Hs Code.: 2914399090
• European Community (EC) Number: 222-458-2
• NSC Number: 10743
• UNII: HZE54S9VGF
• DSSTox Substance ID: DTXSID30188345
• Nikkaji Number: J140.837B
• Wikidata: Q72461061
• Mol file: 3481-02-5.mol

Synonyms:Cyclopropyl phenyl ketone;cyclopropyl(phenyl)methanone;3481-02-5;Phenyl cyclopropyl ketone;Benzoylcyclopropane;Methanone, cyclopropylphenyl-;Ketone, cyclopropyl phenyl;Cyclopropylphenylmethanone;MFCD00001294;HZE54S9VGF;cyclopropyl-phenyl-methanone;NSC-10743;UNII-HZE54S9VGF;cyclopropyl-phenylmethanone;SCHEMBL324342;Cyclopropyl phenyl ketone, 97%;PJRHFTYXYCVOSJ-UHFFFAOYSA-;AMY6122;DTXSID30188345;NSC10743;EINECS 222-458-2;AC8552;BBL027331;NSC 10743;STL373435;AKOS009158007;AS-15710;SY049565;C0987;FT-0622754;EN300-52894;A822416;J-019768;J-520192;F0001-1009

Chemical Property of Cyclopropyl phenyl ketone

Chemical Property:

• Appearance/Colour: clear colourless to light yellow liquid
• Vapor Pressure: 0.034mmHg at 25°C
• Melting Point: 7-9 °C(lit.)
• Refractive Index: n20/D 1.553(lit.)
• Boiling Point: 242.4 °C at 760 mmHg
• Flash Point: 90.6 °C
• PSA: 17.07000
• Density: 1.122 g/cm³
• LogP: 2.27930
• Storage Temp.: 0-6°C
• Water Solubility.: Insoluble in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

Cyclopropyl phenyl ketone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: C1CC1C(=O)C2=CC=CC=C2
• Uses: Cyclopropyl phenyl ketone is used to prepare α-cyclopropylstyrene by the Wittig reaction in dimethyl sulfoxide. It is also used as starting reagent during the (Z)-titanium enolate formation from cyclopropyl ketones via TiCl4-n-Bu4NI-induced ring opening reaction. Cyclopropyl phenyl ketone was used to prepare α-cyclopropylstyrene by the Wittig reaction in dimethyl sulfoxide. It was used as starting reagent during the (Z)-titanium enolate formation from cyclopropyl ketones via TiCl4-n-Bu4NI-induced ring opening reaction.

Technology Process of Cyclopropyl phenyl ketone

There total 125 articles about Cyclopropyl phenyl 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: 100.0%

2-(diphenyl-phosphinoyl)-4-hydroxy-1-phenyl-butan-1-one (89625-14-9) → cyclopropyl phenyl ketone (3481-02-5)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 2h;

Reference yield: 99.0%

1-phenyl-1-cyclopropylmethanol (1007-03-0) → cyclopropyl phenyl ketone (3481-02-5)

Guidance literature:

With hydrotalcite; RuMn₂; oxygen; In toluene; at 60 ℃; for 6h; atmospheric pressure;

DOI:10.1002/anie.200462600

Reference yield: 98.0%

cyclopropropanecarbonitrile (5500-21-0) + phenylboronic acid (98-80-6) → cyclopropyl phenyl ketone (3481-02-5)

Guidance literature:

With trifluorormethanesulfonic acid; palladium diacetate; 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine; In water; at 60 ℃; for 6h;

DOI:10.1016/j.tetlet.2014.11.009

upstream raw materials:

α-cyclopropylstyrene

4-bromo-1-phenyl-1-butanone

(cyclopropylphenylmethylene)amine

1-benzoylcyclopropanecarboxylic acid

Downstream raw materials:

1-cyclopropyl-1-phenylethanol

4-Oxo-4-phenyl-1-acetoxybutane

cyclopropyl-phenyl ketone-(2,4-dinitro-phenylhydrazone)

4-methoxy-1-phenyl-1-butanone

Refernces

• 1、 Ballester, Jorge,Caminade, Anne-Marie,Majoral, Jean-Pierre,Taillefer, Marc,Ouali, Armelle. "Efficient and eco-compatible transition metal-free Oppenauer-type oxidation of alcohols". . p. 58 - 62. Retrieved 2014.
• 2、 Berson et al.. "". . p. 122,136. Retrieved 1976.
• 3、 Upadhyay, Rahul,Kumar, Shashi,Maurya, Sushil K.. "V2O5@TiO2 Catalyzed Green and Selective Oxidation of Alcohols, Alkylbenzenes and Styrenes to Carbonyls". . p. 3594 - 3600. Retrieved 2021/07/02.
• 4、 Yu, Tao,Guo, Mingqing,Wen, Simiaomiao,Zhao, Rongrong,Wang, Jinlong,Sun, Yanli,Liu, Qixing,Zhou, Haifeng. "Poly(ethylene glycol) dimethyl ether mediated oxidative scission of aromatic olefins to carbonyl compounds by molecular oxygen". . p. 13848 - 13852. Retrieved 2021/04/22.