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2-Allylcyclohexanone

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Name

2-Allylcyclohexanone

EINECS 202-352-2
CAS No. 94-66-6 Density 0.909 g/cm3
PSA 17.07000 LogP 2.32180
Solubility insoluble in water Melting Point N/A
Formula C9H14O Boiling Point 197.5 °C at 760 mmHg
Molecular Weight 138.21 Flash Point 69.3 °C
Transport Information UN 3077 Appearance clear light yellow liquid
Safety 26-36/37/39 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 94-66-6 (2-Allylcyclohexanone) Hazard Symbols HarmfulXn
Synonyms

NSC 128921;2-(prop-2-en-1-yl)cyclohexanone;Cyclohexanone, 2- (2-propenyl)-;2-allylcyclohexan-1-one;Cyclohexanone,2-(2-propenyl)- (9CI);Cyclohexanone, 2-allyl- (6CI,7CI,8CI);2-(2-Propenyl)-Cyclohexanone;

Article Data 136

2-Allylcyclohexanone Specification

The Cyclohexanone,2-(2-propen-1-yl)-, with the CAS registry number 94-66-6 and EINECS registry number 202-352-2, has the systematic name of 2-(prop-2-en-1-yl)cyclohexanone. It is a kind of clear light yellow liquid, and belongs to the following product categories: C9; Carbonyl Compounds; Ketones. And the molecular formula of the chemical is C9H14O.

The characteristics of Cyclohexanone,2-(2-propen-1-yl)- are as followings: (1)ACD/LogP: 1.92; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.91; (4)ACD/LogD (pH 7.4): 1.91; (5)ACD/BCF (pH 5.5): 16.8; (6)ACD/BCF (pH 7.4): 16.8; (7)ACD/KOC (pH 5.5): 262.18; (8)ACD/KOC (pH 7.4): 262.18; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.457; (14)Molar Refractivity: 41.48 cm3; (15)Molar Volume: 152.1 cm3; (16)Polarizability: 16.44×10-24cm3; (17)Surface Tension: 29 dyne/cm; (18)Density: 0.908 g/cm3; (19)Flash Point: 69.3 °C; (20)Enthalpy of Vaporization: 43.37 kJ/mol; (21)Boiling Point: 197.5 °C at 760 mmHg; (22)Vapour Pressure: 0.378 mmHg at 25°C.

Preparation of Cyclohexanone,2-(2-propen-1-yl)-: This chemical can be prepared by carbonic acid allyl ester-methyl ester and 1-(trimethylsiloxy)cyclohexene. The reaction will need reagent RhH(PPh3)4 and P(nBu)3, and the menstruum dioxane. The reaction time is 2 hours with temperature of 100°C, and the yield is about 56%. 

Uses of Cyclohexanone,2-(2-propen-1-yl)-: It can react with bromobenzene to produce 2-allyl-cyclohexanone. This reaction will need reagent Mg, and the yield is about 46%.  

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C1CCCCC1C\C=C
(2)InChI: InChI=1/C9H14O/c1-2-5-8-6-3-4-7-9(8)10/h2,8H,1,3-7H2
(3)InChIKey: UPGHEUSRLZSXAE-UHFFFAOYAF

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