766-77-8

Basic information

• Product Name: Dimethylphenylsilane
• Synonyms: SODIUM ACETATE BUFFER;SODIUM ACETATE ACETIC ACID;SODIUM ACETATE ACETIC ACID BUFFER;PHENYLDIMETHYLSILANE;FEMA 3900;DIMETHYLPHENYLSILANE;BUFFER SOLUTION, PH 4.63;BUFFER SOLUTION, PH 4.0, ACETATE
• CAS NO: 766-77-8
• Molecular Formula: C₈H₁₂Si
• Molecular Weight: 136.27
• EINECS: 212-170-5
• Product Categories: Reduction;Si (Classes of Silicon Compounds);Si-H Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry
• Mol File: 766-77-8.mol

Chemical Properties

• Melting Point: 323-329 °C(lit.)
• Boiling Point: 157 °C744 mm Hg(lit.)
• Flash Point: 95 °F
• Appearance: /solid
• Density: 0.889 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.497(lit.)
• Storage Temp.: 2-8°C
• Solubility: sol common organic solvent such as chloroform, 1,2- dichloroethane, benzene, ether, acetone, dioxane, THF; insol H2O.
• Water Solubility: Not miscible in water.
• BRN: 2204906
• CAS DataBase Reference: Dimethylphenylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: Dimethylphenylsilane(766-77-8)
• EPA Substance Registry System: Dimethylphenylsilane(766-77-8)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36
• Safety Statements: 26-36/39-24/25
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 1
• RTECS: AJ4375000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 766-77-8(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Dimethylphenylsilane is used as a reagent for enol ether synthesis, which is an important class of compounds in organic chemistry with applications in the synthesis of various organic compounds.
Used in Hydrosilylation Reactions:
Dimethylphenylsilane is used as a hydrosilylating reagent in combination with a transition metal catalyst. It can add to carbon-carbon double or triple bonds to give alkylsilanes or alkenylsilanes, which are useful in the synthesis of various organic compounds.
Used in Diastereoselective Reduction of Carbonyl Compounds:
Dimethylphenylsilane is used as a reductant in combination with acid or fluoride ion (F-) to achieve diastereoselective reduction of carbonyl compounds. This selective reduction is important in the synthesis of chiral compounds with specific stereochemistry.
Used in Optical Emission Spectroscopy of Plasma Deposition Processes:
Dimethylphenylsilane is used as a precursor in the optical emission spectroscopy of plasma deposition processes. It helps in the analysis and characterization of thin films and coatings deposited using plasma-enhanced chemical vapor deposition techniques.
Used in the Production of (b-Phenyl-ethyl)-dimethylphenyl-silan:
Dimethylphenylsilane can react with vinylbenzene to produce (b-Phenyl-ethyl)-dimethylphenyl-silan, which is a specific organosilicon compound with potential applications in various fields.

InChI:InChI=1/C8H11Si/c1-9(2)8-6-4-3-5-7-8/h3-7H,1-2H3

Upstream product

• 75-78-5 dimethylsilicon dichloride 
• 768-33-2 phenyldimethylsilyl chloride 
• 542-69-8 1-iodo-butane 
• 1066-35-9 dimethylmonochlorosilane 
• 1942-46-7 5-decyne 
• 64-17-5 ethanol 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 63972-14-5 1-(dimethylphenylsilyl)-3-methyl-2-butene 
• 1825-58-7 dimethyl(ethoxy)phenylsilane 
• 917-54-4 methyllithium 
• 6157-41-1 sodium bis(benzene-1,2-diolatophenyl)silicate 
• 75-16-1 methylmagnesium bromide 
• 37865-47-7 dimethylphenyl(trimethylgermyl)silane 
• 72443-53-9 Benzyldimethyl[(dimethylphenylsilyl)methyl]ammonium bromide 

Downstream Products

• 2295-03-6 1--3--propan 
• 21803-23-6 Dimethyl-phenyl-<1-methylbuten-(2)-yloxy>-silan 
• 7453-18-1 1-Allyloxy-3-chlor-2-(dimethyl-phenyl-silyloxy)-propan 
• 52328-40-2 (Dimethyl-phenyl-silanyl)-acetic acid methyl ester 
• 62257-76-5 dimethylphenyl(2-phenylethyl)silane 
• 17881-88-8 methoxydimethylphenylsilane 
• 54881-98-0 2-(Dimethyl-phenyl-silanyl)-butyronitrile 
• 2290-54-2 {[(Dimethylsilanylmethyl-dimethyl-silanyl)-methyl]-dimethyl-silanyl}-benzene 
• 65118-84-5 dimethylhexylphenylsilane 
• 54881-99-1 2-(Dimethyl-phenyl-silanyl)-3-phenyl-propionitrile 
• 65118-99-2 (E)-1-dimethyl(phenyl)silylbut-1-ene 
• 65119-04-2 (E)-dimethyl(1-methyl-1-propenyl)phenylsilane 
• 39579-33-4 ((Z)-1,3-Dimethyl-but-1-enyloxy)-dimethyl-phenyl-silane 
• 59344-10-4 ((Z)-1-Methoxy-but-1-enyloxy)-dimethyl-phenyl-silane 

Relevant articles and documents

Platinum Catalysed Regioselective ortho-Silylation of Benzylideneamines via Intramolecular C-H Activation

The Pt-P(OCH2)3CEt complex catalyses the ortho-silylation of benzylideneamines with disilanes via intramolecular C-H activation; both mono- and bis-silylated products are obtained.

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.

Hydrogenolysis of Polysilanes Catalyzed by Low-Valent Nickel Complexes

The dehydrogenation of organosilanes (RxSiH4?x) under the formation of Si?Si bonds is an intensively investigated process leading to oligo- or polysilanes. The reverse reaction is little studied. To date, the hydrogenolysis of Si?Si bonds requires very harsh conditions and is very unselective, leading to multiple side products. Herein, we describe a new catalytic hydrogenation of oligo- and polysilanes that is highly selective and proceeds under mild conditions. New low-valent nickel hydride complexes are used as catalysts and secondary silanes, RR′SiH2, are obtained as products in high purity.

Synthesis of hydrosilanes: Via Lewis-base-catalysed reduction of alkoxy silanes with NaBH4

Hydrosilanes were synthesized by reduction of alkoxy silanes with BH3 in the presence of hexamethylphosphoric triamide (HMPA) as a Lewis-base catalyst. The reaction was also achieved using an inexpensive and easily handled hydride source NaBH4, which reacted with EtBr as a sacrificial reagent to form BH3in situ.

Catalytic Reduction of Alkoxysilanes with Borane Using a Metallocene-Type Yttrium Complex

The catalytic reduction of alkoxysilanes with the borane HBpin (pin = pinacolato) was achieved using a metallocene-type yttrium complex as a catalyst precursor. Mechanistic study supported the pivotal role of the rigid metallocene structure of the catalyst, which bears two bulky n5-C5Me4SiMe3 ligands, in suppressing the coordination of the side product MeOBpin that is generated during the reaction.

A silicon hydrogenation for the preparation of compounds

The invention relates to a method for preparing silicon hydrides. Under the protection of Ar gas, THF and/or HMPA are/is used as a solvent, chlorosilane or derivatives of chlorosilane reacts with magnesium metal to prepare the silicon hydrides. The method has the characteristics of being cheap in raw materials, easy to get the raw materials, easy to operate, mild in reaction conditions and low in cost.

Hydrosilane synthesis via catalytic hydrogenolysis of halosilanes using a metal-ligand bifunctional iridium catalyst

Hydrogenolysis of various halosilanes was catalysed by iridium amido complexes to produce hydrosilanes. Selective monohydrogenolysis of di- and trichlorosilanes similarly proceeded, resulting in the formation of chlorohydrosilanes (R2SiHCl or RSiHCl2) as synthetically important building blocks for various organosilicon compounds. A mechanistic study supported the in-situ formation of an iridium hydride species as a key intermediate, which could transfer the hydride to the silicon atom through a metal–ligand bifunctional mechanism. One-pot hydrotrimethylsilylation of olefins was achieved via successive hydrogenolysis and hydrosilylation reactions starting from Me3SiCl.

METHOD FOR PRODUCING HYDROSILANE

PROBLEM TO BE SOLVED: To provide a method for producing hydrosilane capable of efficiently producing hydrosilane under mild conditions. SOLUTION: Provided is a method for producing hydrosilane where hydrosilane can be efficiently produced by reacting alkoxysilane having a structure represented by formula (a) with hydroborane and/or hydrogen under the presence of a complex with at least one kind of atom selected from the group consisting of a yttrium atom (Y), a zirconium atom (zr) and a hafnium atom (Hf) as a central metal(s)(in the formula (a), R denotes a 1 to 20C hydrocarbon group). SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT

PRODUCTION METHOD OF HYDROSILANE

PROBLEM TO BE SOLVED: To provide a production method of hydrosilane capable of producing hydrosilane efficiently. SOLUTION: Silane having a structure shown by formula (a) is reacted with hydrogen in the presence of iridium complex shown by formula (I) and organic base, to thereby produce hydrosilane efficiently. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Rhodium-catalyzed carbonylative synthesis of silyl-substituted indenones

A novel and efficient rhodium-catalyzed procedure for the preparation of silyl-substituted indenones has been developed. Using silanes and internal alkynes as the substrates, in the presence of CO, good to excellent yields of the desired indenones were isolated. A wide range of functional groups, encompassing esters, amines, nitriles and halides, is compatible in this system.