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Cas Database

Name	Cyclohexanone peroxide	EINECS	201-091-1
CAS No.	78-18-2	Density	1.2 g/cm³
PSA	74.60000	LogP	3.05660
Solubility	N/A	Melting Point	76-77 °C
Formula	C12H22 O5	Boiling Point	374.7 °C at 760 mmHg
Molecular Weight	246.304	Flash Point	180.4 °C
Transport Information	N/A	Appearance	White to colorless solid.
Safety	Slightly toxic by parenteral route. A severe eye and skin irritant. When heated to decomposition it emits acrid smoke and irritating vapors.	Risk Codes	N/A
Molecular Structure		Hazard Symbols	Dangerous fire risk, powerful oxidizer.
Synonyms	Peroxide,1-hydroperoxycyclohexyl 1-hydroxycyclohexyl (6CI,7CI);1-Hydroxy-1'-hydroperoxydicyclohexyl peroxide; Perhexa P	Article Data	24

Cyclohexanone peroxide Synthetic route

: 108-94-1
cyclohexanone

: 78-93-3
butanone

A: 78-18-2
1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

B: 126-76-1
3,6-dimethyl-3,6-dihydroperoxy-4,5-dioxaoctane

Conditions

Conditions	Yield
With C14H34N2O6S2(2+)*2HO4S(1-)	A 95.2% B 96.4%

: 108-94-1
cyclohexanone

: 78-18-2
1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

Conditions

Conditions	Yield
With dihydrogen peroxide; nitric acid at 18℃; for 2h; Kinetics; Thermodynamic data; Temperature; Time;	96.2%
With dihydrogen peroxide In Petroleum ether at 70 - 80℃; for 4h; Solvent;	88.7%
With sulfuric acid; dihydrogen peroxide at 10℃; for 1h;	84%

: 766-07-4
cyclohexyl hydroperoxide

A: 78-18-2
1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

B: 2407-94-5
1,1'-dihydroxycyclohexyl peroxide

C: 2699-12-9
bis-(1-hydroperoxycyclohexyl)peroxide

D: 108-94-1
cyclohexanone

Conditions

Conditions	Yield
With ozone In tetrachloromethane at 20℃; Kinetics;

: 108-94-1
cyclohexanone

A: 78-18-2
1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

B: 2407-94-5
1,1'-dihydroxycyclohexyl peroxide

C: 2699-12-9
bis-(1-hydroperoxycyclohexyl)peroxide

Conditions

Conditions	Yield
With dihydrogen peroxide In tetrachloromethane

: 7647-01-0
hydrogenchloride

: 7732-18-5
water

: 7722-84-1
dihydrogen peroxide

: 108-94-1
cyclohexanone

: 78-18-2
1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

: 7647-01-0
hydrogenchloride

: 60-29-7
diethyl ether

: 7732-18-5
water

: 7722-84-1
dihydrogen peroxide

: 108-94-1
cyclohexanone

: 78-18-2
1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

...Expand

: 108-93-0
cyclohexanol

peroxide: peroxide

oxygen: oxygen

A: 78-18-2
1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

B bis-<1-hydroxy-cyclohexyl>-peroxide ?: bis-<1-hydroxy-cyclohexyl>-peroxide ?

: 78-18-2
1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

: 2699-12-9
bis-(1-hydroperoxycyclohexyl)peroxide

Conditions

Conditions	Yield
With sulfuric acid; dihydrogen peroxide at 20℃; for 24h;	92%
With dihydrogen peroxide

: 78-18-2
1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

: 78-94-4
methyl vinyl ketone

A: 73154-83-3
2,12-Tridecanedione

B: 590-90-9
1-Hydroxy-3-butanone

C: 333-60-8
2-oxodecanoic acid

D: 108-94-1
cyclohexanone

Conditions

Conditions	Yield
With titanium(III) chloride; acetic acid for 3h; Ambient temperature; Yields of byproduct given. Title compound not separated from byproducts;	A 26% B n/a C n/a D n/a
With titanium(III) chloride; acetic acid for 3h; Ambient temperature; Yield given. Title compound not separated from byproducts;	A 26% B n/a C n/a D n/a

...Expand

: 110-86-1
pyridine

: 78-18-2
1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

: 98-88-4
benzoyl chloride

: 13213-29-1
1,1-bis-benzoylperoxy-cyclohexane

Conditions

Conditions	Yield
unter Kuehlung;

Cyclohexanone peroxide Chemical Properties

Molecular Formula: C₁₂H₂₂O₅
Molar mass: 246.3001 g/mol
Nominal Mass: 246 Da
Average Mass: 246.3001 Da
Monoisotopic Mass: 246.146724 Da
Density: 1.2 g/cm³
Flash Point: 180.4 °C
Index of Refraction: 1.518
Boiling Point: 374.7 °C at 760 mmHg
Vapour Pressure: 3.81E-07 mmHg at 25°C
Structure of Cyclohexanone peroxide (78-18-2):

XLogP3-AA: 2.3
H-Bond Donor: 2
H-Bond Acceptor: 5
Systematic Name of Cyclohexanone peroxide (78-18-2): 1-(1-Hydroperoxycyclohexyl)peroxycyclohexan-1-ol
SMILES: O(OC1(OO)CCCCC1)C2(O)CCCCC2
InChI: InChI=1/C12H22O5/c13-11(7-3-1-4-8-11)16-17-12(15-14)9-5-2-6-10-12/h13-14H,1-10H2
InChIKey: UICXTANXZJJIBC-UHFFFAOYAL
Std. InChI: InChI=1S/C12H22O5/c13-11(7-3-1-4-8-11)16-17-12(15-14)9-5-2-6-10-12/h13-14H,1-10H2
Std. InChIKey: UICXTANXZJJIBC-UHFFFAOYSA-N

Cyclohexanone peroxide Toxicity Data With Reference

1.		eye-rbt 80 mg/1M RNS SEV		ZAARAM Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. 8 (1958),25.
2.		par-mus LD50:2 g/kg		NCPBBY National Clearinghouse for Poison Control Centers, Bulletin. U.S. Department of Health, Education, and Welfare (Washington, DC) Jan/Feb ,1969.

Cyclohexanone peroxide Consensus Reports

Reported in EPA TSCA Inventory.

Cyclohexanone peroxide Safety Profile

Slightly toxic by parenteral route. A severe eye and skin irritant. When heated to decomposition it emits acrid smoke and irritating vapors.

Cyclohexanone peroxide Standards and Recommendations

DFG MAK: Strong Skin Effects

Cyclohexanone peroxide Specification

Cyclohexanone peroxide (78-18-2) also can be called Perhexa P ; Cyclohexanol, 1-((1-hydroperoxycyclohexyl)dioxy)- ; 1-Hydroperoxycyclohexyl 1-hydroxycyclohexyl peroxide ;and 1-Hydroxy-1'-hydroperoxydicyclohexyl peroxide .

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