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822-87-7

Basic Information
CAS No.: 822-87-7
Name: 2-Chlorocyclohexanone
Article Data: 119
Molecular Structure:
Molecular Structure of 822-87-7 (2-Chlorocyclohexanone)
Formula: C6H9ClO
Molecular Weight: 132.59
Synonyms: a-Chlorocyclohexanone;2-Chlorocyclohexan-1-one;NSC 12439;
EINECS: 212-505-5
Density: 1.12 g/cm3
Melting Point: 23 °C(lit.)
Boiling Point: 203.251 °C at 760 mmHg
Flash Point: 87.036 °C
Solubility: Insoluble in water.
Appearance: clear brown liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38-43
Safety: 26-36/37-37/39-36
Transport Information: UN 3335 9
PSA: 17.07000
LogP: 1.73690
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The 2-Chlorocyclohexanone, with the CAS registry number 822-87-7, is also known as Cyclohexanone, 2-chloro-. It belongs to the product categories of Cycloalkanes; C3 to C6; Carbonyl Compounds; Ketones. Its EINECS registry number is 212-505-5. This chemical's molecular formula is C6H9ClO and molecular weight is 132.59. What's more, its IUPAC name is called 2-Chlorocyclohexan-1-one. It should be stored in a cool and sealed place.

Physical properties about 2-Chlorocyclohexanone are: (1)ACD/LogP: 0.952; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.95; (4)ACD/LogD (pH 7.4): 0.95; (5)ACD/BCF (pH 5.5): 3.12; (6)ACD/BCF (pH 7.4): 3.12; (7)ACD/KOC (pH 5.5): 78.54; (8)ACD/KOC (pH 7.4): 78.54; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.465; (14)Molar Refractivity: 32.706 cm3; (15)Molar Volume: 118.357 cm3; (16)Polarizability: 12.966×10-24cm3; (17)Surface Tension: 32.57 dyne/cm; (18)Density: 1.12 g/cm3; (19)Flash Point: 87.036 °C; (20)Enthalpy of Vaporization: 43.947 kJ/mol; (21)Boiling Point: 203.251 °C at 760 mmHg; (22)Vapour Pressure: 0.280 mmHg at 25 °C.

Preparation of 2-Chlorocyclohexanone: this chemical can be prepared by cyclohexanone. This reaction needs reagents trichloroisocyanuric acid, BF3*Et2O and solvent acetic acid at temperature of 80 °C. The reaction time is 50 min. The yield is 77 %.

2-Chlorocyclohexanone can be prepared by cyclohexanone.

Uses of 2-Chlorocyclohexanone: (1) it is used as organic synthesis intermediates; (2) it is used to produce other chemicals. For example, it can react with piperidine to get 2-piperidin-1-yl-cyclohexanone. The reaction temperature is 130 °C and the yield is 45 %.

2-Chlorocyclohexanone can react with piperidine to get 2-piperidin-1-yl-cyclohexanone.

When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin or other mucous membranes and may cause sensitisation by skin contact. It is irritating to eyes, respiratory system and skin. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C1CCCCC1Cl
(2) InChI: InChI=1S/C6H9ClO/c7-5-3-1-2-4-6(5)8/h5H,1-4H2
(3) InChIKey: CCHNWURRBFGQCD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 830mg/kg (830mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ANALGESIA

BEHAVIORAL: COMA
Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 254, Pg. 2683, 1962.