2407-94-5

Basic information

• Product Name: 1,1'-dioxybiscyclohexan-1-ol
• Synonyms: 1,1'-dioxybiscyclohexan-1-ol;Bis-(1-hydroxycyclohexyl)-peroxide;cyclohexanone peroxide, = 9% water;cyclohexanone peroxide, = 68% inert solid;cyclohexanone peroxide, ;cyclohexanone peroxides, ;1,1'-Dioxybis(cyclohexanol)
• CAS NO: 2407-94-5
• Molecular Formula: C₁₂H₂₂O₄
• Molecular Weight: 230.30068
• EINECS: 219-306-2
• Mol File: 2407-94-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 66-68 °C
• Boiling Point: 444.4°C (rough estimate)
• Appearance: /
• Density: 1.1266 (rough estimate)
• Refractive Index: 1.6000 (estimate)
• PKA: 13.13±0.20(Predicted)
• CAS DataBase Reference: 1,1'-dioxybiscyclohexan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-dioxybiscyclohexan-1-ol(2407-94-5)
• EPA Substance Registry System: 1,1'-dioxybiscyclohexan-1-ol(2407-94-5)

Safety Data

• RIDADR: 3105
• HazardClass: 5.2
• PackingGroup: II
• Hazardous Substances Data: 2407-94-5(Hazardous Substances Data)

Usage

Reactivity Profile

The explosive instability of the lower dialkyl peroxides (e.g., dimethyl peroxide) and 1,1-bis-peroxides decreases rapidly with increasing chain length and degree of branching, the di-tert-alkyl derivatives being amongst the most stable class of peroxides. Though many 1,1-bis-peroxides have been reported, few have been purified because of the higher explosion hazards compared with the monofunctional peroxides. 1,1'-dioxybiscyclohexan-1-ol is unlikely that this derivative would be particularly unstable compared to other peroxides in it's class, Bretherick 2nd ed., p 44 1979. Very temperature and shock sensitive.

Upstream product

• 108-94-1 cyclohexanone 
• 78-18-2 1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide 
• 60-29-7 diethyl ether 
• 603-35-0 triphenylphosphine 
• 766-07-4 cyclohexyl hydroperoxide 
• 108-93-0 cyclohexanol 
• 7722-84-1 dihydrogen peroxide 
• 7732-18-5 water 
• 110-82-7 cyclohexane 

Downstream Products

• 693-23-2 1,12-dodecanedioic acid 
• 2699-12-9 bis-(1-hydroperoxycyclohexyl)peroxide 
• 114293-16-2 11-vinyl-octadec-8t-enedioic acid 
• 34990-46-0 7,11-octadecadiene-1,18-dicarboxylic acid 
• 183-84-6 Cyclohexanone diperoxide 
• 108-94-1 cyclohexanone 
• 79258-08-5 dispirotrioxan-6',1''-cyclohexane> 
• 32345-68-9 2-phenyl-1,4-dioxaspiro[4.5]decane 
• 121744-24-9 3-phenyl-1,2,5-trioxaspiro[5.5]undecane 
• 121744-27-2 3-tert-Butyl-7,8,15-trioxa-dispiro[5.2.5.2]hexadecane 
• 121744-30-7 2,2-Diphenyl-1,4-dioxa-spiro[4.5]decane 
• 121744-23-8 3,3-Diphenyl-1,2,5-trioxa-spiro[5.5]undecane 
• 77196-36-2 C₁₇H₂₂O₅ 
• 77255-21-1 1-phenyl-2,3,5,6,11-pentaoxa-4-exo-(3-benzoylpropyl)bicyclo<5.3.1>undecane 

Relevant articles and documents

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Selective and mild sulfoxidation of 2-sulfylbenzothiazole using hydroperoxides derived from cyclohexanone in the absence of catalyst

Alkyl hydroperoxides derived from cyclohexanone are attractive oxidants because they are easily available, more reactive than TBHP but much less acidic than m-CPBA. Wherein 1,1′-peroxybis(1-hydroperoxycyclohexane) (C) can be generated by the current simply method and displays the excellent reactivity and selectivity based on oxidative reactions of various benzothiazolyl sulfides substituted by different function groups. The research found that the reactions can be performed in the absence of catalyst and under very mild conditions optimized. Yields of sulfoxides is higher than 90%, no or a little reaction happened at the proximal double bond、 N and S atoms in the benzothiazolyl moiety. Phenyl sulfide as the substrates was also examined for the reaction scope test. The results show that they were uniquely and completely oxidized to sulfoxides in 1 h. A mild, environmentally friendly, catalyst-free aryl sulfide sulfoxidation method has been developed.

Process for producing organic peroxides

A process of the invention allows a cycloalkane to react with oxygen in the presence of a catalytic imide compound having an N-hydroxy (or N-oxo) cyclic imide skeleton and thereby yields a corresponding bis(1-hydroxycycloalkyl)peroxide. The catalytic imide compound includes, for example, a compound represented by following Formula (1): wherein R1 and R2 are each, for example, a hydrogen atom, a halogen atom, an alkyl group, an aryl group or a cycloalkyl group, where R1 and R2 may be combined to form a double bond, an aromatic or non-aromatic ring; and X is an oxygen atom or a hydroxyl group. The cycloalkane includes, for example, a cycloalkane having from 5 to 15 members. The invention can easily produce bis(1-hydroxycycloalkyl)peroxide from an inexpensive material.

CHANGE IN FREE-RADICAL FORMATION MECHANISM IN THE OXIDATION OF CYCLOHEXANOL

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