Diphenylsilane, 97%, Thermo Scientific Chemicals

Product Code	Brand	Quantity
11404300	Thermo Scientific Alfa Aesar A10884.06	5 g
11414300	Thermo Scientific Alfa Aesar A10884.14	25 g
11424300	Thermo Scientific Alfa Aesar A10884.22	100 g

Description

Thiocarbonyl derivatives of secondary alcohols are readily reduced by diphenylsilane in a radical chain process at room temperature using triethylborane-air as an initiator. An improved radical chain procedure for the deoxygenation of secondary and primary alcohols using diphenylsilane as hydrogen atom donor and triethylborane-air as initiator. Diphenylsilane is a reagent in the invention of radical reactions for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry. Fluorescent film sensor for vapor-phase nitroaromatic explosives via monolayer assembly of oligo(diphenylsilane) on glass plate surfaces. Reductions of carboxylic acid derivatives by silanes in the presence of rhodium complexes were studied. Carboxylic esters were reduced to alcohols by diphenylsilane catalyzed by [RhCl (cod)] 2/4PPh 3 or [RhCl (PPh 3) 3] at room temperature in up to 99% yields. Sequential C- Si bond formations from diphenylsilane and its application to silanediol peptide isostere precursors.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Thiocarbonyl derivatives of secondary alcohols are readily reduced by diphenylsilane in a radical chain process at room temperature using triethylborane-air as an initiator. An improved radical chain procedure for the deoxygenation of secondary and primary alcohols using diphenylsilane as hydrogen atom donor and triethylborane-air as initiator. Diphenylsilane is a reagent in the invention of radical reactions for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry. Fluorescent film sensor for vapor-phase nitroaromatic explosives via monolayer assembly of oligo(diphenylsilane) on glass plate surfaces. Reductions of carboxylic acid derivatives by silanes in the presence of rhodium complexes were studied. Carboxylic esters were reduced to alcohols by diphenylsilane catalyzed by [RhCl (cod)] 2/4PPh 3 or [RhCl (PPh 3) 3] at room temperature in up to 99% yields. Sequential C- Si bond formations from diphenylsilane and its application to silanediol peptide isostere precursors.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, bases, haevy metal powders.

Chemical Identifiers

• CAS: 775-12-2
• Molecular Weight (g/mol): 182.297
• InChI Key: BPYFPNZHLXDIGA-UHFFFAOYSA-N
• PubChem CID: 6327659
• SMILES: C1=CC=C(C=C1)[Si-]=C2C=C[CH+]C=C2

• Molecular Formula: C12H10Si
• MDL Number: MFCD00003002
• Synonym: diphenylsilane, silane, diphenyl, diphenylsilicon, benzene, 1,1'-silylenebis, diphenyl silane, di phenyl silicon, diphenylsilylene radical, ph 2sih2
• IUPAC Name: cyclohexa-2,5-dien-1-ylidene(phenyl)silanide

Specifications

• Boiling Point: 95°C to 97°C (13mmHg)
• Molecular Formula: C12H10Si
• MDL Number: MFCD00003002
• Flash Point: 98°C (208°F)
• Solubility Information: Decomposes in water.
• SMILES: C1=CC=C(C=C1)[Si-]=C2C=C[CH+]C=C2
• Molecular Weight (g/mol): 182.297
• Formula Weight: 184.32
• Refractive Index: 1.579
• Chemical Name or Material: Diphenylsilane

• CAS: 775-12-2
• Linear Formula: (C₆H₅)₂SiH₂
• Beilstein: 2935887
• Synonym: diphenylsilane, silane, diphenyl, diphenylsilicon, benzene, 1,1'-silylenebis, diphenyl silane, di phenyl silicon, diphenylsilylene radical, ph 2sih2
• InChI Key: BPYFPNZHLXDIGA-UHFFFAOYSA-N
• IUPAC Name: cyclohexa-2,5-dien-1-ylidene(phenyl)silanide
• PubChem CID: 6327659
• Percent Purity: 97%
• Density: 0.996

Safety and Handling

GHS H Statement
H315-H319
Causes skin irritation.
Causes serious eye irritation.

P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c

H315-H319-H335

missing translation for 'einecsNumber' : 212-271-4

missing translation for 'tsca' : Yes

Recommended Storage : Ambient temperatures

RUO – Research Use Only