13321-36-3

Basic information

• Product Name: di-tert-butylsilanediol
• CAS NO: 13321-36-3
• Molecular Formula: C₈H₂₀O₂Si
• Molecular Weight: 176.3287
• Mol File: 13321-36-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 227°C at 760 mmHg
• Flash Point: 91.1°C
• Density: 0.921g/cm³
• Vapor Pressure: 0.0156mmHg at 25°C
• Refractive Index: 1.443
• CAS DataBase Reference: di-tert-butylsilanediol(CAS DataBase Reference)
• NIST Chemistry Reference: di-tert-butylsilanediol(13321-36-3)
• EPA Substance Registry System: di-tert-butylsilanediol(13321-36-3)

Safety Data

• Hazardous Substances Data: 13321-36-3(Hazardous Substances Data)

Usage

General Description

Di-tert-butylsilanediol is a chemical compound with the formula (CH3)3SiOH2Si(CH3)3. It is a silanol with two tert-butyl substituents on the silicon atom. di-tert-butylsilanediol is primarily used as a reagent in organic synthesis and as a building block in the synthesis of organosilicon compounds. Di-tert-butylsilanediol is a colorless liquid with a molecular weight of 206.43 g/mol and a boiling point of 93-95°C. It is not soluble in water but is soluble in organic solvents. di-tert-butylsilanediol is stable under normal conditions and is not known to pose significant health risks.

Upstream product

• 18159-55-2 tri-t-butylsilane 
• 242135-58-6 Ethyl 2--2-diazoacetate 
• 134436-16-1 di-t-butylchlorosilane monotriflate 
• 402469-94-7 1,3-dichloro-1,1,3,3-tetra-tert-butyldisilazane 
• 164010-18-8 Ethyl 2--2-diazoacetate 
• 164010-17-7 Ethyl 2--2-diazoacetate 
• 30736-07-3 di-tertbutylsilane 
• 558-63-4 di-tert-butyldifluorosilane 
• 56310-18-0 di-tert-butylchlorosilane 
• 18395-90-9 Di-tert-butyldichlorosilane 

Downstream Products

• 1160930-63-1 4,8-bis(4-(2,2'-bithiophen-5-yl)phenyl)-2,2,6,6-tetra-tert-butyl-1,3,5,7,2,6,4,8-tetraoxadisiladiborocane 
• 1414382-11-8 C₃₀H₄₆B₂O₆Si₂ 
• 296787-91-2 1,1,3,3-tetraphenyl-5,5-di-tert-butyl-4,6-dioxa-1,3-distanna-5-silacyclohexane 
• 138150-36-4 1,3,5,7-tetraoxa-2,6-disila-4,8-diborocine 
• 74010-26-7 1,1,3,3-Tetra-tert-butyldisiloxan-1,3-diol 
• 18395-90-9 Di-tert-butyldichlorosilane 
• 80249-63-4 2,2,4,6-Tetra-tert-butyl-4,6-diphenylcyclotrisiloxane 
• 92810-29-2 1,1-Di-tert-butyl-3-fluor-3-methyl-3-phenyldisiloxan-1-ol 

Relevant articles and documents

Oxidation of sterically hindered organosilicon hydrides using potassium permanganate

The one-pot synthesis of Ph3SiOH, tBu2Si(OH)2, (Me3Si)3CSi(OH)3 and (Me3Si)3CSiMe2OH directly from the corresponding bulky silicon hydrides using KMnO4 is described. The size of the substituents, the silane: KMnO4 stoichiometry, the solvent and the application of ultrasound were all shown to influence the rate of the reactions.

Metal-free hydrogen evolution cross-coupling enabled by synergistic photoredox and polarity reversal catalysis

A synergistic combination of photoredox and polarity reversal catalysis enabled a hydrogen evolution cross-coupling of silanes with H2O, alcohols, phenols, and silanols, which afforded the corresponding silanols, monosilyl ethers, and disilyl ethers, respectively, in moderate to excellent yields. The dehydrogenative cross-coupling of Si-H and O-H proceeded smoothly with broad substrate scope and good functional group compatibility in the presence of only an organophotocatalyst 4-CzIPN and a thiol HAT catalyst, without the requirement of any metals, external oxidants and proton reductants, which is distinct from the previously reported photocatalytic hydrogen evolution cross-coupling reactions where a proton reduction cocatalyst such as a cobalt complex is generally required. Mechanistically, a silyl cation intermediate is generated to facilitate the cross-coupling reaction, which therefore represents an unprecedented approach for the generation of silyl cationviavisible-light photoredox catalysis.

THE CRYSTAL STRUCTURE OF DI-t-BUTYLSILANEDIOL AND ITS RELEVANCE TO THE LIQUID CRYSTALLINITY OF DIISOBUTYLSILANEDIOL

The crystal structure of t-Bu2Si(OH)2 consist of hydrogen-bonded dimers linked by futher hydrogen bonding into (distorted) ladder chains, the type of structure previously postulated for solid i-Bu2Si(OH)2 to account for its ability to give a liquid crystal on heating.The six-membered rings of the dimers have a chair conformation with adjacent chairs inverted with respect to one another.The structure of the ladder chains is similar to that in t-Bu2Ge(OH)2, but the packings of the chains in the crystal are different.