Structure

Diphenylsilane

CAS
775-12-2
Catalog Number
ACM775122
Category
Alkyl Silane
Molecular Weight
184.31 g/mol
Molecular Formula
C12H12Si

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Specification

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
InChI Key
BPYFPNZHLXDIGA-UHFFFAOYSA-N
Boiling Point
97 °C(12 mmHg)
Melting Point
79 °C
Flash Point
98 °C
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.
H-Bond Acceptor
0
H-Bond Donor
0
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.
PubChem ID
87569209
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
What is the molecular formula of Diphenylsilane?

The molecular formula of Diphenylsilane is C12H10Si.

What is the molecular weight of Diphenylsilane?

The molecular weight of Diphenylsilane is 182.29 g/mol.

What is the CAS number of Diphenylsilane?

The CAS number of Diphenylsilane is 775-12-2.

Does Diphenylsilane have any hydrogen bond donor count?

No, Diphenylsilane does not have any hydrogen bond donor count.

How many rotatable bonds does Diphenylsilane have?

Diphenylsilane has 2 rotatable bonds.

What is the exact mass of Diphenylsilane?

The exact mass of Diphenylsilane is 182.055176853 g/mol.

What is the topological polar surface area of Diphenylsilane?

The topological polar surface area of Diphenylsilane is 0Ų.

How many heavy atoms does Diphenylsilane contain?

Diphenylsilane contains 13 heavy atoms.

Is Diphenylsilane a canonicalized compound?

Yes, Diphenylsilane is a canonicalized compound.

How many covalently-bonded units does Diphenylsilane have?

Diphenylsilane has 1 covalently-bonded unit.

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