Perilla ketone

Base Information

• Chemical Name: Perilla ketone
• CAS No.: 553-84-4
• Molecular Formula: C10H14 O2
• Molecular Weight: 166.22
• Hs Code.: 2932190090
• NSC Number: 348407
• UNII: CV69S6Y94V
• DSSTox Substance ID: DTXSID10203828
• Nikkaji Number: J69.495I
• Wikipedia: Perilla_ketone
• Wikidata: Q7168519
• Metabolomics Workbench ID: 46922
• ChEMBL ID: CHEMBL469753
• Mol file: 553-84-4.mol

Synonyms:perilla ketone

Chemical Property of Perilla ketone

Chemical Property:

• Vapor Pressure: 0.0914mmHg at 25°C
• Refractive Index: nD20 1.4781
• Boiling Point: 224.4°Cat760mmHg
• Flash Point: 96.8°C
• PSA: 30.21000
• Density: 0.976g/cm³
• LogP: 2.89850
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Acetone (Slightly), Chloroform (Slightly), Methanol (Sparingly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

99%, ^*data from raw suppliers

Perilla Ketone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCC(=O)C1=COC=C1
• Uses: Perilla Ketone is an oil from Perilla frutescens which is very toxic as it is a potent pulmonary edemagenic agent for laboratory animals and livestock. This compound is commonly used in oriental foods.

Technology Process of Perilla ketone

There total 11 articles about Perilla 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: 94.0%

furan-3-carbonyl chloride (26214-65-3) + isopentylmanganese chloride → Perillaketone (553-84-4)

Guidance literature:

With copper(l) chloride; In tetrahydrofuran; -10 deg C to r.t., then 20 min;

DOI:10.1016/S0040-4039(00)79145-3

Reference yield: 74.0%

4-methylvaleroyl chloride (38136-29-7) + tributyl(furan-3-yl)stannane (87453-06-3) → Perillaketone (553-84-4)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1055/s-1991-26436

Reference yield:

Dichloromethyl methyl ether (4885-02-3) + (3-furyl)(3-methylbutyl)(isopropoxy)borane (109529-24-0) → Perillaketone (553-84-4)

Guidance literature:

With dihydrogen peroxide; lithium tert-butoxide; Yield given. Multistep reaction; 1.) diethyl ether, r.t., 1 h, 2.) diethyl ether, pH 8 phosphate buffer, 12 h;

DOI:10.1021/ja00252a018

upstream raw materials:

furan-3-carbonyl chloride

diisopentyl cadmium

4-methylvaleroyl chloride

3-furyllithium

Refernces

• 1、 Cahiez,Chavant,Metais. "A new simple route to furanic ketones; preparation of elsholtzione naginata ketone and perilla ketone". . p. 5245 - 5248. Retrieved 2007/10/02.