18246-04-3

Basic information

• Product Name: 4-Chlorophenyldimethylsilanol
• Synonyms: 4-Chlorophenyldimethylsilanol
• CAS NO: 18246-04-3
• Molecular Formula: C₈H₁₁ClOSi
• Molecular Weight: 186.71084
• Mol File: 18246-04-3.mol
• Article Data: 18

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Chlorophenyldimethylsilanol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorophenyldimethylsilanol(18246-04-3)
• EPA Substance Registry System: 4-Chlorophenyldimethylsilanol(18246-04-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25
• TSCA: No
• Hazardous Substances Data: 18246-04-3(Hazardous Substances Data)

Upstream product

• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 1432-31-1 (4-chlorophenyl)dimethylsilane 
• 1415919-36-6 dimethyl(4-chlorophenyl)silyl formate 
• 106773-95-9 C₉H₁₃ClOSi 
• 106-39-8 bromochlorobenzene 
• 541-05-9 Hexamethylcyclotrisiloxane 
• 62244-44-4 p-Chlorphenyldimethylmethoxysilan 
• 825-92-3 4-chlorophenyldimethylchlorosilane 

Downstream Products

• 1123247-13-1 potassium (4-chlorophenyl)dimethylsilanolate 
• 62244-44-4 p-Chlorphenyldimethylmethoxysilan 
• 67-56-1 methanol 
• 104144-47-0 C₂₁H₃₆Cl₂O₄Si₅ 

Relevant articles and documents

Diorganotelluride-catalyzed oxidation of silanes to silanols under atmospheric oxygen

Diorganotellurides efficiently catalyze the aerobic oxidation of organosilanes under photosensitized conditions to afford the corresponding silanols in excellent yield.

Selective Electrochemical Hydrolysis of Hydrosilanes to Silanols via Anodically Generated Silyl Cations

The first electrochemical hydrolysis of hydrosilanes to silanols under mild and neutral reaction conditions is reported. The practical protocol employs commercially available and cheap NHPI as a hydrogen-atom transfer (HAT) mediator and operates at room temperature with high selectivity, leading to various valuable silanols in moderate to good yields. Notably, this electrochemical method exhibits a broad substrate scope and high functional-group compatibility, and it is applicable to late-stage functionalization of complex molecules. Preliminary mechanistic studies suggest that the reaction appears to proceed through a nucleophilic substitution reaction of an electrogenerated silyl cation with H2O.

Catalytic Enantioselective Dehydrogenative Si-O Coupling to Access Chiroptical Silicon-Stereogenic Siloxanes and Alkoxysilanes

A rhodium-catalyzed enantioselective construction of triorgano-substituted silicon-stereogenic siloxanes and alkoxysilanes is developed. This process undergoes a direct intermolecular dehydrogenative Si-O coupling between dihydrosilanes with silanols or alocohols, giving access to a variety of highly functionalized chiral siloxanes and alkoxysilanes in decent yields with excellent stereocontrol, that significantly expand the chemical space of the silicon-centered chiral molecules. Further utility of this process was illustrated by the construction of CPL-active (circularly polarized luminescence) silicon-stereogenic alkoxysilane small organic molecules. Optically pure bis-alkoxysilane containing two silicon-stereogenic centers and three pyrene groups displayed a remarkable glum value with a high fluorescence quantum efficiency (glum = 0.011, φF = 0.55), which could have great potential application prospects in chiral organic optoelectronic materials.