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Diphenylsilane, 97%

Catalog No. AAA1088406
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Quantity:
100 g
25 g
5 g
Catalog No. Quantity
AAA1088406 5 g
AAA1088414 25 g
AAA1088422 100 g
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Catalog No. AAA1088406

Supplier: Thermo Scientific Chemicals A1088406

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CAS: 775-12-2 | C12H10Si | 182.297 g/mol

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 Formula C12H10Si
Molecular Weight (g/mol) 182.297
MDL Number MFCD00003002
InChI Key BPYFPNZHLXDIGA-UHFFFAOYSA-N
Synonym diphenylsilane, silane, diphenyl, diphenylsilicon, benzene, 1,1'-silylenebis, diphenyl silane, di phenyl silicon, diphenylsilylene radical, ph 2sih2
PubChem CID 6327659
IUPAC Name cyclohexa-2,5-dien-1-ylidene(phenyl)silanide
SMILES C1=CC=C(C=C1)[Si-]=C2C=C[CH+]C=C2

Specifications

Boiling Point 95°C to 97°C (13mmHg)
Quantity 5 g
Linear Formula (C6H5)2SiH2
Beilstein 2935887
Flash Point 98°C (208°F)
Solubility Information Decomposes in water.
Formula Weight 184.32
Percent Purity 97%
Refractive Index 1.579
Density 0.996
Chemical Name or Material Diphenylsilane
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Hazard Category H315-H319-H335
Hazard Statement GHS H Statement
H315-H319
Causes skin irritation.
Causes serious eye irritation.
Precautionary Statement P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
EINECSNumber 212-271-4
TSCA Yes
Recommended Storage Ambient temperatures

RUO – Research Use Only