4-Isopropyl-2-cyclohexenone

Base Information

• Chemical Name: 4-Isopropyl-2-cyclohexenone
• CAS No.: 500-02-7
• Deprecated CAS: 21293-23-2,2158-61-4
• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.21
• European Community (EC) Number: 207-898-5
• NSC Number: 22060
• UNII: 0U8E4W4GBB
• DSSTox Substance ID: DTXSID10862055
• Nikkaji Number: J11.669F
• Wikidata: Q21099100
• Metabolomics Workbench ID: 47128
• Mol file: 500-02-7.mol

Synonyms:4-Isopropyl-2-cyclohexenone;Crypton;500-02-7;Cryptone;2-Cyclohexen-1-one, 4-(1-methylethyl)-;4-Isopropylcyclohex-2-en-1-one;4-(1-Methylethyl)-2-cyclohexen-1-one;CRYPTONE,L-;2-Cyclohexen-1-one, 4-isopropyl-;4-propan-2-ylcyclohex-2-en-1-one;4-Isopropyl-2-cyclohexen-1-one;4-Isopropylcyclohex-2-enone;(R)-Cryptone;4-iso-Propyl-2-cyclohexenone;4-(propan-2-yl)cyclohex-2-en-1-one;NSC 22060;UNII-0U8E4W4GBB;0U8E4W4GBB;EINECS 207-898-5;NSC-22060;Kryptone;Cryptone, L-;Cryptone (compound);DL-KRYPTONE;(+/-)-CRYPTONE;SCHEMBL440040;FEMA NO. 3939;ISOPROPYL-2-CYCLOHEXENONE;DTXSID10862055;CAA15859;NSC22060;AT12689;SB46107;4-ISOPROPYL-2-CYCLOHEXENONE [FHFI];EN300-203205;Q21099100

Chemical Property of 4-Isopropyl-2-cyclohexenone

Chemical Property:

• Vapor Pressure: 0.213mmHg at 25°C
• Boiling Point: 208.5°Cat760mmHg
• Flash Point: 87.2°C
• PSA: 17.07000
• Density: 0.931g/cm³
• LogP: 2.17770
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethanol (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1CCC(=O)C=C1
• Uses: (±)-Cryptone is a component in Eucalyptus camaldulensis essential oils and is a volatile component found in lavender. (±)-Cryptone is also an intermediate in the synthesis of β-Phellandrene (P294560), a terpene compound that can be found and extracted from the leaves of eucalyptus radiata. β-Phellandrene is also a major constituent of essential oils that have antiproliferative effects in human renal adenocarcinoma and amelanotic melanoma cells.

Technology Process of 4-Isopropyl-2-cyclohexenone

There total 50 articles about 4-Isopropyl-2-cyclohexenone 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: 98.0%

nopinone (77982-63-9) → cryptone (2158-59-0,2158-61-4,100295-52-1,500-02-7)

Guidance literature:

With Et₂AlCl₂; In dichloromethane; at 25 ℃; for 3h;

DOI:10.1021/ja00538a028

Reference yield: 92.0%

4-isopropyl-cyclohexanone (5432-85-9) → cryptone (2158-59-0,2158-61-4,100295-52-1,500-02-7)

Guidance literature:

4-isopropyl-cyclohexanone; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

With chloro-trimethyl-silane; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

With palladium diacetate; p-benzoquinone; In acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1039/c0ob01086c

Reference yield: 87.5%

(1R,5S)-(+)-nopinone (38651-65-9) → cryptone (2158-59-0,2158-61-4,100295-52-1,500-02-7)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1016/0031-9422(95)00977-9

upstream raw materials:

sabinaketone

isopropyl-4 cyclohexene-3 one-1

1-methoxy-4-(1'-methylethyl)cyclohexa-1,4-diene

menth-2-ene-1,7-diol

Downstream raw materials:

(+/-)-4-isopropyl-cyclohex-2-enone semicarbazone

trans-3-Vinyl-4-isopropylcyclohexanone

beta-phellandrene

1-(2-(1,3-dioxolan-2-yl)ethyl)-4-isopropylcyclohex-2-enol