56633-16-0

Basic information

• Product Name: Silanol, dimethyl(phenylmethyl)-
• CAS NO: 56633-16-0
• Molecular Formula: C9H14OSi
• Molecular Weight: 166.295
• Mol File: 56633-16-0.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: Silanol, dimethyl(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silanol, dimethyl(phenylmethyl)-(56633-16-0)
• EPA Substance Registry System: Silanol, dimethyl(phenylmethyl)-(56633-16-0)

Safety Data

• Hazardous Substances Data: 56633-16-0(Hazardous Substances Data)

Upstream product

• 1833-31-4 benzyl(chloro)dimethylsilane 
• 1589-82-8 phenylmagnesium bromide 
• 98-80-6 phenylboronic acid 
• 349611-37-6 [(2-pyridyldimethylsilyl)methyl]benzene 
• 144930-50-7 mesityl(phenyl)iodonium triflouromethanesulfonate 
• 1631-70-5 benzyldimethylsilane 
• 100-44-7 benzyl chloride 
• 36094-19-6 Benzyl-dimethyl-methoxysilan 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 17920-15-9 (4-methylphenyl)dimethylsilanol 
• 18055-70-4 1,3-bis(4′-tolyl)-1,1,3,3-tetramethyldisiloxane 
• 1833-31-4 benzyl(chloro)dimethylsilane 
• 1833-27-8 1,3-Dibenzyltetramethyldisiloxane 
• 22868-28-6 4-fluorophenyl(dimethyl)silanol 
• 845-96-5 1,3-bis(4′-fluorophenyl)-1,1,3,3-tetramethyldisiloxane 
• 47956-45-6 dimethylsilanone 
• 108-88-3 toluene 
• 5272-18-4 dimethylphenylsilanol 
• 56-33-7 1,1,3,3-tetramethyl-1,3-diphenyldisiloxane 
• 36094-19-6 Benzyl-dimethyl-methoxysilan 
• 67-56-1 methanol 

Relevant articles and documents

METHOD OF PREPARING SILANOLS WITH SELECTIVE CYTOCHROME P450 VARIANTS AND RELATED COMPOUNDS AND COMPOSITIONS

This disclosure provides a method of preparing a silanol-functional organosilicon compound with a cytochrome P450 variant that facilitates the oxidization of a silyl hydride group to a silanol group in the presence of oxygen. The method includes combining the cytochrome P450 variant and an organosilicon compound having at least one silicon-bonded hydrogen atom to give a reaction mixture and exposing the reaction mixture to oxygen to oxidize the organosilicon compound, thereby preparing the silanol-functional organosilicon compound. Cytochrome P450 variants suitable for use in the method are also disclosed, along with methods for engineering and optimizing the same. Nucleic acids encoding the cytochrome P450 variants and compositions, expression vectors, and host cells including the same are also disclosed.

Photocatalyzed cross-dehydrogenative coupling of silanes with alcohols and water

An efficient method for the dehydrogenative coupling of silanes with alcohols under photocatalysis was developed. The reaction proceeded in the presence of Ru(bpy)3Cl2(0.5 mol%) under visible light irradiation in acetonitrile at room temperature. The developed methodology was also applicable for the synthesis of silanols using water as a coupling partner.

Selective Enzymatic Oxidation of Silanes to Silanols

Compared to the biological world's rich chemistry for functionalizing carbon, enzymatic transformations of the heavier homologue silicon are rare. We report that a wild-type cytochrome P450 monooxygenase (P450BM3 from Bacillus megaterium, CYP102A1) has promiscuous activity for oxidation of hydrosilanes to give silanols. Directed evolution was applied to enhance this non-native activity and create a highly efficient catalyst for selective silane oxidation under mild conditions with oxygen as the terminal oxidant. The evolved enzyme leaves C?H bonds present in the silane substrates untouched, and this biotransformation does not lead to disiloxane formation, a common problem in silanol syntheses. Computational studies reveal that catalysis proceeds through hydrogen atom abstraction followed by radical rebound, as observed in the native C?H hydroxylation mechanism of the P450 enzyme. This enzymatic silane oxidation extends nature's impressive catalytic repertoire.