Triphenylsilane (HCID 69922)

Names & identifiers

Preferred name: Triphenylsilane
IUPAC: triphenylsilane
English name: Triphenylsilane
Molecular formula: C18H16Si
Molecular weight: 260.41

Names & synonyms

NSC-12565RefChem:900022DTXCID801019854212-333-0789-25-3Benzene, 1,1',1''-silylidynetris-DTXSID10883583Silane, triphenyl-TriphenylsilaneUQL9QY2CS8triphenyl silanetriphenyl-silane

Show more names

DK914DK021DKSI076NSC 12565Triphenysilanetriphenyl-silanTri(phenyl)siliconTriphenylsilane >

NSC12565Ph3SiHSCHEMBL38902SCHEMBL17707708AC-20412SY045191NS00042234Q63391650

Database identifiers

CAS: 789-25-3
PubChem CID: 69922
DTXSID: DTXSID10883583
EC Number: 212-333-0

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 3
Heavy atoms: 19
Formal charge: 0
Complexity: 202

Experimental & physicochemical properties

Physical DescriptionColorless solid; [Aldrich MSDS]

Physicochemical properties

Melting point: 43 · 43-45 °C (lit.)
Boiling point: 152 °C/2 · 152 °C/2 mmHg (lit.)
refractive index: 1.616 · 1.6160
Flash point: 169 °F · 169 °F
storage temp.: 2 · Inert atmosphere,2-8°C
solubility: sol most organic solvents.
form: Powder
color: off-white
Water Solubility: REACTS
Sensitive: Air Sensitive
Hydrolytic Sensitivity: 3 · 3: reacts with aqueous base
BRN: 978182 · 978182
InChI: 1S/C18H16Si/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15,19H
InChIKey: AKQNYQDSIDKVJZ-UHFFFAOYSA-N
SMILES: c1ccc(cc1)[SiH](c2ccccc2)c3ccccc3
CAS DataBase Reference: 789 · 789-25-3(CAS DataBase Reference)
FDA UNII: 9 QY2CS8 · UQL9QY2CS8
NIST Chemistry Reference: Silane, triphenyl-(789-25-3)
EPA Substance Registry System: Silane, triphenyl- (789-25-3)
UNSPSC Code: 12352002 · 12352002
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37
WGK Germany: 1 · 1
TSCA: TSCA listed
HS Code: 29310095 · 29310095
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (95.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 2 items

Chemical: Silane, triphenyl-

Triphenylsilane: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCombustible; May decompose in moist air or water; An irritant; [Aldrich MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；STOT SE 3 (95.6%)

Regulatory information

Regulatory Information · 2 items

Chemical: Silane, triphenyl-

Triphenylsilane: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 1
tsca: TSCA listed
hs_code: 29310095
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2
Precautionary statements: P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzene, 1,1',1''-silylidynetris-: ACTIVE

Applications · 1 item

UsesTriphenylsilane acts as a reactant or reagent for catalytic hydrogen deuterium exchange reactions of silanes, to be oxidized by carbon nanotube-gold nanohybrids, for hydrolysis by ruthenium complexes, for hydrosilylation to produce enolsilanes, for synthesis of bromosilanes, for ozone oxidation of silyl-alkenes for synthesis of α-O-silylated acyloin derivatives. It is used to synthesize hydrido silyl and bis(silyl) bis(imidazolinylidene) nickel complexes.

Preparation methods · 1 item

PreparationTriphenylsilane can be synthesized by reducing phenylsilane (PhSiH3) with a reducing agent such as lithium aluminum hydride (LiAlH4). The overall reaction equation is as follows:3 PhSiH3 + 2 LiAlH4 → C18H16Si + 2 LiH + 2 AlH3This reaction is typically carried out in anhydrous conditions and under inert gas atmosphere.