2-Chlorocyclohexanone

Reported in EPA TSCA Inventory.

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 %.

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 %.

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.