Identification | Back Directory | [Name]
BIS(TRIMETHYLSILYL)PEROXIDE | [CAS]
5796-98-5 | [Synonyms]
Peroxybis(trimethylsilane) BIS(TRIMETHYLSILYL)PEROXIDE Bis-(trimethylsilyl)peroxid Silane, 1,1'-dioxybis[1,1,1-triMethyl- triMethyl[(triMethylsilyl)peroxy]silane Bis(trimethylsilyl)peroxide ~50% in HMDS Bis(trimethylsilyl) Peroxide (ca. 30% in Hexane) Bis(triMethylsilyl) Peroxide (contains HexaMethyldisiloxane) Bis(trimethylsilyl) Peroxide (contains Hexamethyldisiloxane) (ca. 30% in Hexane) | [Molecular Formula]
C6H18O2Si2 | [MDL Number]
MFCD00270976 | [MOL File]
5796-98-5.mol | [Molecular Weight]
178.38 |
Chemical Properties | Back Directory | [Melting point ]
<0°C | [Boiling point ]
35 °C | [density ]
0.829 | [Fp ]
<40°C | [storage temp. ]
below 5° C | [solubility ]
highly sol aprotic organic solvents. | [form ]
Colourless Solution | [Specific Gravity]
0.829 | [Hydrolytic Sensitivity]
7: reacts slowly with moisture/water | [CAS DataBase Reference]
5796-98-5 |
Hazard Information | Back Directory | [Physical properties]
bp 41°C/30 mmHg;7 n20
D 1.3970. | [Uses]
Bis(trimethylsilyl) peroxide (1)
functions as an electrophilic hydroxylating agent for aliphatic,
aromatic, and heteroaromatic anions.Reaction of their lithium
or Grignard compounds with (1) often affords trimethylsiloxy
intermediates, which undergo desilylation with HCl in methanol
to give the corresponding alcohols in good yields. In the presence
of a catalytic amount of trifluoromethanesulfonic acid, (1)
reacts with aromatic compounds to produce the corresponding
phenols after acidic workup.In these reactions the Me3SiO?
moiety is considered as a synthon of the hydroxyl cation
(i.e. OH+). | [Uses]
Bis(trimethylsilyl) peroxide is an organosilicon compound used as a reagent for Bayer-Villiger oxidation of ketones. | [Preparation]
obtained in 80–96% yields by reaction
of chlorotrimethylsilane with 1,4-diazabicyclo[2.2.2]octane·
(H2O2)2,hexamethylenetetramine·H2O2,or hydrogen
peroxide–urea in CH2Cl2. |
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