Phenyldimethylsilane

• CAS: 766-77-8
• Catalog Number: ACM766778
• Category: Alkyl Silane
• Molecular Weight: 136.27 g/mol
• Molecular Formula: C8H12Si
• Synonyms: Dimethylphenyl silane, Phenyldimethylsilane, Silane, dimethylphenyl-, DIMETHYLPHENYLSILANE, EINECS 212-170-5, CID6327656, TL8006673, 766-77-8
• IUPAC Name: dimethyl(phenyl)silicon
• Canonical SMILES: C[Si](C)C1=CC=CC=C1
• InChI Key: OIKHZBFJHONJJB-UHFFFAOYSA-N
• Boiling Point: 1567 °C
• Melting Point: 323-329ºC(lit.)
• Flash Point: 35 °C
• Density: 0.889 g/mL
• Appearance: Transparent liquid
• Application: Phenyldimethylsilane is a versatile, clear colorless liquid utilized in various chemical reactions due to its unique properties. It serves as a crucial reagent for enol ether synthesis and acts as a catalyst in several applications. Notably, it is employed as a precursor in Optical Emission Spectroscopy, particularly for Plasma Deposition Processes. In its reactive capacity, Phenyldimethylsilane can interact with vinylbenzene to yield (b-Phenyl-ethyl)-dimethylphenyl-silan. It is highly effective in reducing α-amino ketones to aminoethanols with impressive stereoselectivity. This compound is also involved in fluoride ion-catalyzed reductions, transforming aldehydes and ketones, along with α-substituted alkanones, into threo products, and performing erythro reductions of α-substituted alkanones to diols and aminoethanols. Furthermore, when combined with CuCl, it efficiently reduces aryl ketones but does not affect dialkyl ketones. Additionally, it plays a role in the silylformylation of acetylenes and is regarded as an excellent reducing agent for converting enones to saturated ketones. Phenyldimethylsilane demonstrates superior selectivity compared to lithium aluminum hydride (LAH) in reducing oximes to alkoxyamines.
• EC Number: 212-170-5
• Exact Mass: 136.07100
• Hazard Statements: Xi
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Packaging: 10 g; 100 g
• Packing Group: III
• Safety Description: S23-S24/25
• WGK Germany: 1

Custom Q&A

What is the molecular formula of Phenyldimethylsilane?

The molecular formula of Phenyldimethylsilane is C8H11Si.

What is the molecular weight of Phenyldimethylsilane?

The molecular weight of Phenyldimethylsilane is 135.26 g/mol.

What is the InChI of Phenyldimethylsilane?

The InChI of Phenyldimethylsilane is InChI=1S/C8H11Si/c1-9(2)8-6-4-3-5-7-8/h3-7H,1-2H3.

What is the InChIKey of Phenyldimethylsilane?

The InChIKey of Phenyldimethylsilane is OIKHZBFJHONJJB-UHFFFAOYSA-N.

What is the Canonical SMILES of Phenyldimethylsilane?

The Canonical SMILES of Phenyldimethylsilane is C[Si](C)C1=CC=CC=C1.

What is the CAS number of Phenyldimethylsilane?

The CAS number of Phenyldimethylsilane is 766-77-8.

What is the EC number of Phenyldimethylsilane?

The EC number of Phenyldimethylsilane is 212-170-5.

What is the DSSTox Substance ID of Phenyldimethylsilane?

The DSSTox Substance ID of Phenyldimethylsilane is DTXSID70871805.

Is Phenyldimethylsilane a canonicalized compound?

Yes, Phenyldimethylsilane is a canonicalized compound.

Synthetic Use

Upstream Synthesis Route 1

• 768-33-2

• 766-77-8

Reference: [1]Patent: CN104610336,2018,B .Location in patent: Paragraph 0026; 0027; 0028; 0029

Downstream Synthesis Route 1

• 18469-37-9
• 766-77-8

• 6274-57-3

Reference: [1] Patent: US2016/23197, 2016, A1,

Downstream Synthesis Route 2

• 76-09-5
• 1350934-26-7
• 766-77-8

• 1350934-28-9
• 87100-15-0

Reference: [1] Chemistry Letters, 2011, vol. 40, # 9, p. 916 - 918

Downstream Synthesis Route 3

• 766-77-8
• 83-38-5

• 15258-73-8
• 73927-56-7

Reference: [1] Catalysis Science and Technology, 2017, vol. 7, # 11, p. 2165 - 2169

* For details of the synthesis route, please refer to the original source to ensure accuracy.