CYCLOHEXANONE

PRODUCT IDENTIFICATION

CAS NO.

108-94-1

CYCLOHEXANONE

EINECS NO. 203-631-1
FORMULA C6H10(=O)
MOL WT. 98.14
H.S. CODE 2914.22.1000

TOXICITY

Oral Rat LD50: 1620ul/kg
SYNONYMS Oxocyclohexane; Pimelic Ketone; Ketohexamethylene;
Anone; Cyclohexyl ketone; ketocyclohexane; Pimelin ketone;

SMILES

C1(CCCCC1)=O

CLASSIFICATION

Ketone

EXTRA NOTES

UN1915 [Flammable liquid]
EPA Pesticide Chemical Code 025902 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE clear oily liquid
MELTING POINT -31 C
BOILING POINT

155 - 156 C

SPECIFIC GRAVITY 0.945 - 0.955
SOLUBILITY IN WATER 150 g/l
SOLVENT SOLUBILITY Soluble in all common organic solvents
VAPOR DENSITY 3.38
pKa 11.3
log P 0.81 (Octanol-water)
VAPOR PRESSURE 4.33 mm Hg at 25 C
HENRY LAW CONSTANT 9.00E-06 (atm-m3/mole at 25 C)
OH RATE CONSTANT 6.39E-12 (cm3/molecule-sec at 25 C Atmospheric)

AUTOIGNITION

430 C

REFRACTIVE INDEX

 

NFPA RATINGS

Health: 1; Flammability: 2; Reactivity: 0
FLASH POINT

46 C

STABILITY Stable under ordinary conditions. Hygroscopic.

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Material Safety Data Sheet

Google Scholar Search

http://encyclopedia2.thefreedictionary.com/
It is a colorless liquid with a characteristic odor. It has a melting point of 6.55°C, a boiling point of 80.74°C, and a density of 0.778 g/cm
3 at 20°C. Insoluble in water, cyclohexane is miscible with ether, acetone, and benzene. It has two possible conformations —the “boat” and “chair” forms; the latter predominates at normal temperatures. Cyclohexane is a component of virtually all petroleums, but it is present only in small amounts. It is therefore produced in industry mainly by the catalytic hydrogenation of benzene. It is used as a raw material for the production of cyclohexanol and cyclohexanone (by oxidation with oxygen), nitrocyclohexane (by the action of 30-percent nitric acid or nitrogen dioxide), and cyclohexanone oxime (by nitrosation using NOCl); all of these substances are intermediates in the production of caprolactam and adipic acid by catalytic oxidation. Both caprolactam and adipic acid are used in the production of polyamides.

Local:
Cyclohexane is the six-membered alicyclic hydrocarbon consisting of six carbon atoms linked to each other to form a ring, with each carbon atom bearing two hydrogen atoms, C6H12. A cyclic compound is an organic compound that contains one or more closed rings of carbon atoms. The term alicyclic refers to cyclic compound that behaves chemically like aliphatic compounds (open-chain), which means the exclusion of carbocyclic compounds of aromatic rings with an array of π-electrons characteristic. Cyclohexane is a colorless, highly flammable, mobile liquid with a pungent odor. It is insoluble in water and soluble in alcohol, ether, and almost organic solvents. Cyclohexane is a non-corrosive and quick volatilize liquid and sublimes between -5 to 5 C. Cyclohexane can exist in a number of  interconvertible three-dimensional conformations, the two simplest being are the chair and boat conformation and others include the half-chair and twist-chair conformation. Cyclohexane can cause irritation to the eyes and mucous membranes in workers. Repeated and prolonged contact with skin may cause dermatitis. The substance has not been shown to cause the hematologic changes associated with exposure to benzene. Cyclohexane occurs naturally in crude oils. Some cyclohexane is recovered from petroleum streams by fractionation. The bulky commercial  production of cyclohexane is based on hydrogenation of benzene in closed system. Cyclohexane consumption is linked almost entirely to nylon production. Nylon is further processed into fibers for applications in carpeting, automobile tire cord, clothing, and other growing industrial fields. Cyclohexane is used as a solvent, oil extractant, paint and varnish remover, dry cleaning material, and in solid fuels. It has been used as a insecticide itself. Cyclohexane is used as a chemical intermediate to produce target molecules. Natural compounds of one to five alicyclic rings with great variety and complexity are found particularly in steroids and terpenes. Cyclohexane structure, six membered-ring, is one of the major skeleton in nature. Cyclohexane derivatives can be used for the synthesis of pharmaceuticals, dyes, herbicides, plant growth regulator, plasticizers, rubber chemicals, cycloamines and other organic compounds.

Cyclohexanone is a compound of ketone family. It is a clear oily liquid with an acetone like odor; slightly soluble in water but completely miscible with commom solvents. It is used as an industrial solvent and activator in oxidation reactions. It is used in the production of adipic acid, cyclohexanone resins, cyclohexanone oxime, caprolactam and nylon 6. Cyclohexanone having two alpha-carbons in the ring provides four alpha-hydrogens which can be substituted depending on the reaction conditions with remaining six hydrogens unreact.

SALES SPECIFICATION

APPEARANCE

clear oily liquid
CONTENT

99.5% min

COLOR. APHA

20 max

WATER

0.05% max

TRANSPORTATION
PACKING  
HAZARD CLASS 3 (Packing Group: iii)
UN NO. 1915
SAFETY INFORMATION
Hazard Symbols: XN, Risk Phrases: 10-20, Safety Phrases: 25
PRICE INFORMATION