1,1'-Dihydroxydicyclohexyl peroxide

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1,1-Dihydroxydicyclohexyl peroxide
Names
IUPAC name
1-(1-hydroxycyclohexyl)peroxycyclohexan-1-ol
Other names
Bis(1-hydroxycyclohexyl) peroxide
Identifiers
3D model (JSmol)
EC Number
  • 219-306-2
UNII
UN number 3106
  • 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
  • C1CCC(CC1)(O)OOC2(CCCCC2)O
Properties
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:
GHS01: ExplosiveGHS05: CorrosiveGHS07: Exclamation mark
Danger
H240, H302, H314
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).

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

  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.