1,1'-Dihydroxydicyclohexyl peroxide

1,1′-Dihydroxydicyclohexyl peroxide
Names
	IUPAC name 1-(1-hydroxycyclohexyl)peroxycyclohexan-1-ol
	Other names Bis(1-hydroxycyclohexyl) peroxide
Identifiers
CAS Number	2407-94-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	68006;
EC Number	219-306-2;
PubChem CID	75477;
UNII	7XR9J84XLH ;
UN number	3106
CompTox Dashboard (EPA)	DTXSID6062389 ;
	InChI InChI=1S/C12H22O4/c13-11(7-3-1-4-8-11)15-16-12(14)9-5-2-6-10-12/h13-14H,1-10H2 Key: ZPOUDMYDJJMHOO-UHFFFAOYSA-N;
	SMILES C1CCC(CC1)(O)OOC2(CCCCC2)O;
Properties
Chemical formula	C12H22O4
Molar mass	230.304 g·mol−1
Appearance	white solid
Melting point	66–68 °C (151–154 °F; 339–341 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H240, H302, H314
Precautionary statements	P210, P220, P234, P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P370+P378, P370+P380+P375, P403+P235, P405, P411, P420, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1,1′-Dihydroxydicyclohexyl peroxide is an organic compound with the formula (C₆H₁₀OH)₂O₂. It is one of the peroxides derived from the reaction of cyclohexanone and hydrogen peroxide. Upon treatment with acid and additional peroxide, it converts to the cyclic diperoxide, bis(cyclohexylidene peroxide), (C₆H₁₀)₂(O₂)₂.^[1]^[2]

1,1′-Dihydroxydicyclohexyl peroxide is a catalyst for radical-initiated vulcanization.

References

^ Story, Paul R.; Lee, Bunge; Bishop, Clyde E.; Denson, Donald D.; Busch, Peter (1970). "Macrocyclic Synthesis. II. Cyclohexanone Peroxides". The Journal of Organic Chemistry. 35 (9): 3059–3062. doi:10.1021/jo00834a042.
^ McCullough, Kevin J.; Morgan, Alistair R.; Nonhebel, Derek C.; Pauson, Peter L.; White, Graham J. (1980). "Ketone-Derived Peroxides. Part 1. Synthetic Methods". Journal of Chemical Research, Synopses: 34.

[1] Story, Paul R.; Lee, Bunge; Bishop, Clyde E.; Denson, Donald D.; Busch, Peter (1970). "Macrocyclic Synthesis. II. Cyclohexanone Peroxides". The Journal of Organic Chemistry. 35 (9): 3059–3062. doi:10.1021/jo00834a042.

[2] McCullough, Kevin J.; Morgan, Alistair R.; Nonhebel, Derek C.; Pauson, Peter L.; White, Graham J. (1980). "Ketone-Derived Peroxides. Part 1. Synthetic Methods". Journal of Chemical Research, Synopses: 34.

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