Cumyl hydroperoxide

Community Right-To-Know List. Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

DFG MAK: Moderate Skin Effects

The Cumene hydroperoxide, with the CAS registry number 80-15-9, is also known as Hydroperoxide, 1-methyl-1-phenylethyl. It belongs to the product categories of Organic Peroxide; Synthetic Organic Chemistry. Its EINECS registry number is 201-254-7. This chemical's molecular formula is C₉H₁₂O₂ and molecular weight is 152.19038. Its IUPAC name is called 2-hydroperoxypropan-2-ylbenzene. This chemical's classification codes are Mutation Data; Noxae; Oxidants; Skin / Eye Irritant; Tumor Data. What's more, the product should be sealed and stored in cool place. It can be used as polymerization catalyst and in preparation of acetone and phenol. Cumene hydroperoxide is an intermediate in the cumene process.

Physical properties of Cumene hydroperoxide: (1)ACD/LogP: 2.63; (2)ACD/LogD (pH 5.5): 2.63; (3)ACD/LogD (pH 7.4): 2.63; (4)ACD/BCF (pH 5.5): 58.68; (5)ACD/BCF (pH 7.4): 58.68; (6)ACD/KOC (pH 5.5): 641.96; (7)ACD/KOC (pH 7.4): 641.94; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.515; (12)Molar Refractivity: 43.28 cm³; (13)Molar Volume: 143.4 cm³; (14)Surface Tension: 36.1 dyne/cm; (15)Density: 1.06 g/cm³; (16)Flash Point: 56.1 °C; (17)Enthalpy of Vaporization: 48.79 kJ/mol; (18)Boiling Point: 225.1 °C at 760 mmHg; (19)Vapour Pressure: 0.05 mmHg at 25°C.

Uses of Cumene hydroperoxide: it can be used to produce 2-phenyl-propan-2-ol at temperature of 25 °C. This reaction will need reagent PPh₃ and solvent acetonitrile.

When you are using this chemical, please be cautious about it as the following:
This chemical is oxidising and toxic which is dangerous for the environment. In addition, it is harmful in contact with skin and if swallowed. Meanwhile, it is toxic to aquatic organisms which may cause long-term adverse effects in the aquatic environment. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)(C1=CC=CC=C1)OO
(2)InChI: InChI=1S/C9H12O2/c1-9(2,11-10)8-6-4-3-5-7-8/h3-7,10H,1-2H3
(3)InChIKey: YQHLDYVWEZKEOX-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LC50	inhalation	200ppm/4H (200ppm)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA	American Industrial Hygiene Association Journal. Vol. 19, Pg. 205, 1958.
mouse	LD50	intraperitoneal	270mg/kg (270mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 26(12), Pg. 22, 1961.
mouse	LD50	subcutaneous	490mg/kg (490mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 26(12), Pg. 22, 1961.
mouse	LDLo	oral	5gm/kg (5000mg/kg)		Shell Chemical Company. Unpublished Report. Vol. -, Pg. 3, 1961.
rabbit	LDLo	skin	1200mg/kg (1200mg/kg)	CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP BLOOD: CHANGES IN ERYTHROCYTE (RBC) COUNT	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 8(8), Pg. 12, 1964.
rat	LC50	inhalation	220ppm/4H (220ppm)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA	American Industrial Hygiene Association Journal. Vol. 19, Pg. 205, 1958.
rat	LD50	intraperitoneal	95mg/kg (95mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: ATAXIA	American Industrial Hygiene Association Journal. Vol. 19, Pg. 205, 1958.
rat	LD50	oral	382mg/kg (382mg/kg)	KIDNEY, URETER, AND BLADDER: HEMATURIA	American Industrial Hygiene Association Journal. Vol. 19, Pg. 205, 1958.
rat	LD50	skin	500mg/kg (500mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD KIDNEY, URETER, AND BLADDER: HEMATURIA	Archives of Environmental Health. Vol. 30, Pg. 1, 1975.
rat	LD50	subcutaneous	382mg/kg (382mg/kg)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 242, 1986.