Cyclohexene oxide

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

The Cyclohexene oxide with CAS registry number of 286-20-4 is also known as Cyclohexane,1,2-epoxy-. The IUPAC name is 7-Oxabicyclo[4.1.0]heptane. It belongs to product categories of Pharmaceutical Intermediates; Alcohol& Phenol& Ethers. Its EINECS registry number is 206-007-7. In addition, the formula is C₆H₁₀O and the molecular weight is 98.14. This chemical is a clear colorless to yellow liquid.

Physical properties about Cyclohexene oxide are: (1)ACD/LogP: 1.24; (2)ACD/LogD (pH 5.5): 1.24; (3)ACD/LogD (pH 7.4): 1.24; (4)ACD/BCF (pH 5.5): 5.18; (5)ACD/BCF (pH 7.4): 5.18; (6)ACD/KOC (pH 5.5): 112.91; (7)ACD/KOC (pH 7.4): 112.91; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.479; (10)Molar Refractivity: 27.32 cm³; (11)Molar Volume: 96.2 cm³; (12)Surface Tension: 34.6 dyne/cm; (13)Density: 1.019 g/cm³; (14)Flash Point: 27.2 °C; (15)Enthalpy of Vaporization: 35.27 kJ/mol; (16)Boiling Point: 130.3 °C at 760 mmHg; (17)Vapour Pressure: 12 mmHg at 25 °C.

Preparation of Cyclohexene oxide: it is prepared by reaction of propanol, cyclohexene, dihydroxy-trimethyl antimony, hexacarbonyl tungsten and hydrogen peroxide. This reaction occurs at the temperature of 60 °C for 3 hours. The yield is about 92.5%.

Uses of Cyclohexene oxide: it is used to synthesize pesticide intermediate or surfactant. Besides, it is used to produce trans-2-pyrrolidino-cyclohexanol by reaction with pyrrolidine. The reaction occurs with reagent H₂O at 70-90 °C for 28 hours. The yield is about 80%.

When you are using this chemical, please be cautious about it. As a chemical, it is harmful by inhalation, in contact with skin and if swallowed. It's also flammable and may causes burns. During using it, wear suitable protective clothing, gloves and eye/face protection. What's more, keep away from sources of ignition. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If accident happens or you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1CCC2C(C1)O2
2. InChI: InChI=1S/C6H10O/c1-2-4-6-5(3-1)7-6/h5-6H,1-4H2
3. InChIKey: ZWAJLVLEBYIOTI-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intramuscular	1gm/kg (1000mg/kg)		Journal of Scientific and Industrial Research, Section C: Biological Sciences. Vol. 21, Pg. 342, 1962.
rabbit	LD50	skin	630uL/kg (0.63mL/kg)		American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat	LCLo	inhalation	2000ppm/4H (2000ppm)		American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat	LD50	intraperitoneal	549mg/kg (549mg/kg)	BEHAVIORAL: TREMOR	Toxicology and Applied Pharmacology. Vol. 52, Pg. 422, 1980.
rat	LD50	oral	1090uL/kg (1.09mL/kg)		American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.