Bis(trimethylsilyl)peroxide

Base Information

• Chemical Name: Bis(trimethylsilyl)peroxide
• CAS No.: 5796-98-5
• Molecular Formula: C6H18O2Si2
• Molecular Weight: 178.379
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID60434842
• Nikkaji Number: J433.886C
• Wikipedia: Bis(trimethylsilyl)peroxide
• Wikidata: Q50052005
• Mol file: 5796-98-5.mol

Synonyms:bis(trimethylsilyl) peroxide

Chemical Property of Bis(trimethylsilyl)peroxide

Chemical Property:

• Vapor Pressure: 15.267mmHg at 25°C
• Melting Point: < 0 °C
• Refractive Index: 1.395
• Boiling Point: 124.639 °C at 760 mmHg
• Flash Point: 20.542 °C
• PSA: 18.46000
• Density: 0.842 g/cm³
• LogP: 2.60440
• Storage Temp.: below 5° C
• Solubility.: highly sol aprotic organic solvents.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.08453288
• Heavy Atom Count: 10
• Complexity: 87.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

Bis(trimethylsilyl)peroxide~50%inHMDS ^*data from reagent suppliers

Safty Information:

• Statements: 8-10
• Safety Statements: 17-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OO[Si](C)(C)C
• 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+). Bis(trimethylsilyl) peroxide is an organosilicon compound used as a reagent for Bayer-Villiger oxidation of ketones.

Technology Process of Bis(trimethylsilyl)peroxide

There total 1 articles about Bis(trimethylsilyl)peroxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1,1,2,2-tetraphenyl-1,2-bis(trimethylsilyloxy)ethane (22341-08-8) → benzophenone (119-61-9) + biphenyl (92-52-4,1594-86-1) + bis-trimethylsilanyl peroxide (5796-98-5) + trimethylsilyl benzoate (2078-12-8)

Guidance literature:

With oxygen; In benzene; at 80 ℃; for 12h;

DOI:10.1016/S0022-328X(00)92576-2

Reference yield: 69.0%

bis-trimethylsilanyl peroxide (5796-98-5) + phenylmagnesium bromide → trimethylphenylsilane (768-32-1) + phenyltrimethylsilyl ether (1529-17-5)

Guidance literature:

In diethyl ether; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86666-7

Reference yield: 57.0%

2-lithiofuran (2786-02-9) + bis-trimethylsilanyl peroxide (5796-98-5) → 2-furyltrimethylsilane (1578-33-2) + (furan-2-yloxy)-trimethylsilane (61550-02-5)

Guidance literature:

In diethyl ether; hexane; at 10 ℃;

DOI:10.1016/S0040-4020(01)86666-7

upstream raw materials:

1,1,2,2-tetraphenyl-1,2-bis(trimethylsilyloxy)ethane

Downstream raw materials:

Isopropylbenzene

1-styrenyloxytrimethylsilane

pentamethyl(phenyl)disiloxane

bis(trimethylsilyl)sulphate

Refernces