5908-41-8

Basic information

• Product Name: phenyl(triMethylsilyl)Methanone
• Synonyms: phenyl(triMethylsilyl)Methanone
• CAS NO: 5908-41-8
• Molecular Formula: C₁₀H₁₄OSi
• Molecular Weight: 178.30306
• Mol File: 5908-41-8.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 214.5°C at 760 mmHg
• Flash Point: 83.5°C
• Appearance: /
• Density: 0.939g/cm³
• Vapor Pressure: 0.155mmHg at 25°C
• Refractive Index: 1.483
• CAS DataBase Reference: phenyl(triMethylsilyl)Methanone(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl(triMethylsilyl)Methanone(5908-41-8)
• EPA Substance Registry System: phenyl(triMethylsilyl)Methanone(5908-41-8)

Safety Data

• Hazardous Substances Data: 5908-41-8(Hazardous Substances Data)

Usage

General Description

Phenyl(trimethylsilyl)methanone is a chemical compound with the molecular formula C10H16OSi. It is a colorless liquid that is commonly used as a reagent in organic synthesis. phenyl(triMethylsilyl)Methanone is a derivative of an aromatic ketone, with a trimethylsilyl group attached to the phenyl ring. The trimethylsilyl group is often used as a protective group in organic chemistry to prevent unwanted reactions at specific positions in a molecule. Phenyl(trimethylsilyl)methanone is widely used in the synthesis of various organic compounds and is an important tool in the field of chemical research and development.

InChI:InChI=1/C10H14OSi/c1-12(2,3)10(11)9-7-5-4-6-8-9/h4-8H,1-3H3

Upstream product

• 17921-71-0 (α,α-dibromotolyl)-α-trimethylsilane 
• 31129-63-2 α,α-Bis(trimethylsilyl)benzylalkohol 
• 99328-15-1 1-trimethylsilyl benzylidene triphenylphosphorane 
• 25115-43-9 (α,α-dichlorobenzyl)trimethylsilane 
• 61634-70-6 α,α-Bis-(trimethylsilyl)benzyl-phenylselenid 
• 98-88-4 benzoyl chloride 
• 93-97-0 benzoic acid anhydride 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 13411-45-5 trimethyl(2-phenyl-1,3-dithian-2-yl)silane 
• 24379-49-5 (trimethylsilyl)phenyldiazomethane 
• 10002-30-9 S-pyridin-2-yl benzenecarbothioate 
• 65343-66-0 Tris(trimethylsilyl)aluminium 
• 75-77-4 chloro-trimethyl-silane 
• 5425-44-5 2-Phenyl-[1,3]dithiane 

Downstream Products

• 137297-64-4 C₁₅H₁₉NOSi 
• 25201-44-9 2-methyl-1-phenyl-3-butene-1-ol 
• 141423-42-9 2-Methyl-1-phenyl-1-trimethylsilanyl-but-3-en-1-ol 
• 451-40-1 phenyl benzyl ketone 
• 17876-95-8 (trimethylsilyl)phenylmethanol 
• 92284-59-8 C₁₄H₂₃OSSi 
• 132868-69-0 (E)-Perfluorohex-1-enyl phenyl ketone 
• 132868-66-7 (Z)-3,4,5,5,6,6,7,7,8,8,8-Undecafluoro-2-phenyl-oct-3-en-2-ol 
• 132868-65-6 (Z)-Perfluorohex-1-enyl phenyl ketone 
• 132868-64-5 2,2,3,3,4,4,5,5,6,6,7,7,7-Tridecafluoro-1-phenyl-1-trimethylsilanyl-heptan-1-ol 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 5623-21-2 α-allylbenzoin 
• 6249-80-5 1-phenylbut-3-en-1-one 
• 134-81-6 benzil 

Relevant articles and documents

Anodic oxidation of 2-alkyl-2-trialkylsilyl-1, 3-dithianes a facile preparation of acylsilanes

Acylsilanes can easily be prepared by the anodic oxidation of 2-alkyl-2-trialkylsilyl-1, 3-dithianes with a platinum anode in wet acetonitrile. This electrochemical reaction provides a general and convenient access to aroyl, saturated and α, β-unsaturated

Visible-Light Mediated Tryptophan Modification in Oligopeptides Employing Acylsilanes

A method for the selective tryptophan modification and labelling of tryptophan-containing peptides is described. Photoirradiation of acylsilanes generates reactive siloxycarbenes which undergo H?N-insertion into the indole moiety of tryptophan to give stable silyl protected hemiaminals. This method is successfully applied to chemically modify various tryptophan containing oligopeptides. The method enables the selective introduction of alkynes to peptides that are eligible for further alkyne-azide click chemistry. In addition, the dansyl fluorophore can be conjugated to a peptide using this approach.

Visible-Light-Induced Catalyst-Free Carboxylation of Acylsilanes with Carbon Dioxide

Intermolecular carbon-carbon bond formation between acylsilanes and carbon dioxide (CO2) was achieved by photoirradiation under catalyst-free conditions. In this reaction, siloxycarbenes generated by photoisomerization of the acylsilanes added to the C═O bond of CO2 to give α-ketocarboxylates, which underwent hydrolysis to afford α-ketocarboxylic derivatives in good yields. Control experiments suggest that the generated siloxycarbene is likely to be from the singlet state (S1) of the acylsilane and the addition to CO2 is not in a concerted manner.

Ruthenium-Catalyzed Brook Rearrangement Involved Domino Sequence Enabled by Acylsilane-Aldehyde Corporation

A ruthenium-catalyzed [1,2]-Brook rearrangement involved domino sequence is presented to prepare highly functionalized silyloxy indenes with atomic- and step-economy. This domino reaction is triggered by acylsilane-directed C-H activation, and the aldehyde controlled the subsequent enol cyclization/Brook Rearrangement other than β-H elimination. The protocol tolerates a broad substitution pattern, and the further synthetic elaboration of silyloxy indenes allows access to a diverse range of interesting indene and indanone derivatives.