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Diphenylsilane

Catalog Number
ACM775122
CAS Number
775-12-2
Product Name
Diphenylsilane
Structure
Category
Salt
Synonyms
Diphenylsilane, Silane, diphenyl-, 148482_ALDRICH, NSC33013, EINECS 212-271-4, NSC 33013, NSC168693, 775-12-2, 17950-94-6
IUPAC Name
di(phenyl)silicon
Molecular Weight
184.31 g/mol
Molecular Formula
C12H12Si
InChI Key
BPYFPNZHLXDIGA-UHFFFAOYSA-N
Boiling Point
97 °C(12 mmHg)
Melting Point
79 °C
Flash Point
98 °C
Purity
0.97
Density
0.993 g/mL
Appearance
Colorless to Light yellow clear liquid
Application
Diphenylsilane serves a crucial role as a versatile reagent in various chemical transformations. It is primarily used for the deoxygenation of secondary and primary alcohols through a radical chain process, donating hydrogen atoms with the initiation of triethylborane-air. This clear, colorless liquid efficiently deaminates isonitriles and dehalogenates bromo- and iodo-compounds using radical chain chemistry. Diphenylsilane is also a key component in the preparation of fluorescent film sensors for detecting vapor-phase nitroaromatic explosives by assembling monolayers on glass surfaces. Its applications extend to the reduction of carboxylic acid derivatives, converting esters to alcohols with high yields when catalyzed by rhodium complexes. Additionally, diphenylsilane facilitates sequential C-Si bond formations, which are pivotal in developing silanediol peptide isostere precursors, and is used in various reductions, including ionic reductions of enones, reductive cyclization of unsaturated ketones, and the conversion of thio esters to ethers. It plays a role in asymmetric reductions of methyl ketones and other ketones, and aids in the reductive cleavage of allyl acetates, demonstrating its flexibility and efficacy in synthetic organic chemistry.
Storage
Store under inert gas
EC Number
212-271-4
Exact Mass
184.07100
Hazard Statements
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
MDL Number
MFCD00003002
Packaging
10 g; 100 g;
Precautionary Statements
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation °Ccurs: Get medical advice/ attention.
Properties
Liquid
Safety Description
37/39-26
Signal Word
Warning
Specific Gravity
1
Stability
Stable at room temperature in closed containers under normal storage and handling conditions.
WGK Germany
1
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