405752

2-Allylcyclohexanone

97%

• Linear Formula: H₂C=CHCH₂C₆H₉(=O)
• CAS Number: 94-66-6
• Molecular Weight: 138.21
• NACRES: NA.22
• PubChem Substance ID: 24865329
• UNSPSC Code: 12352100
• EC Number: 202-352-2
• MDL number: MFCD00043548
• eCl@ss: 32160701
• Assay: 97%
• Form: liquid

Properties

• Quality Segment: 100
• assay: 97%
• form: liquid
• refractive index: n20/D 1.469 (lit.)
• bp: 94 °C/23 mmHg (lit.)
• density: 0.927 g/mL at 25 °C (lit.)
• functional group: allyl, ketone
• SMILES string: C=CCC1CCCCC1=O
• InChI: 1S/C9H14O/c1-2-5-8-6-3-4-7-9(8)10/h2,8H,1,3-7H2
• InChI key: UPGHEUSRLZSXAE-UHFFFAOYSA-N

Description

General description

2-Allylcyclohexanone is a β,γ-unsaturated ketone. Selective oxidation of 2-allylcyclohexanone by benzonitrile-hydrogen peroxide has been reported. Asymmetric synthesis of 2-alkylcyclohexanones by alkylation of cyclohexanone enamines (III) of L-proline ester derivatives has been described. Oxidation of 2-allylcyclohexanone by 90% hydrogen peroxide catalyzed by arsonated polystyrene has been studied.

Application

2-Allylcyclohexanone may be used in the synthesis of the following:

• bicyclo[3.3.1]non-2-en-9-one
• R-(-)-epilachnene, an antipode of the defensive droplets from the Mexican bean beetle, Epilachna varivestis

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H302 + H312 + H332,H315,H319,H335
• Precautionary Statements: P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point (°F): 235.4 °F - closed cup
• Flash Point (°C): 113 °C - closed cup
• PPE (personal protective equipment): Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter