| Identification | More | [Name]
TRIPHENYLTIN HYDRIDE | [CAS]
892-20-6 | [Synonyms]
TRIPHENYLSTANNANE
TRIPHENYLTIN
TRIPHENYLTIN HYDRIDE
Stannane, triphenyl-
triphenyl-stannan
Triphenylstannyl hydride
triphenylstannylhydride
Triphenylhydridetin(IV) | [EINECS(EC#)]
212-967-8 | [Molecular Formula]
C18H16Sn | [MDL Number]
MFCD00003004 | [Molecular Weight]
351.03 | [MOL File]
892-20-6.mol |
| Chemical Properties | Back Directory | [Appearance]
opalescent colorless or milky white to pale yellow | [Melting point ]
28 °C (lit.) | [Boiling point ]
163-165 °C/0.3 mmHg (lit.) | [density ]
1.374 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.632(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
0-6°C | [form ]
solid | [Specific Gravity]
1.374 | [Water Solubility ]
Insoluble in water. | [Hydrolytic Sensitivity]
8: reacts rapidly with moisture, water, protic solvents | [Sensitive ]
Moisture Sensitive | [BRN ]
3544353 | [Exposure limits]
ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin)
NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3 | [InChI]
1S/3C6H5.Sn.H/c3*1-2-4-6-5-3-1;;/h3*1-5H;; | [InChIKey]
NFHRNKANAAGQOH-UHFFFAOYSA-N | [SMILES]
c1ccc(cc1)[SnH](c2ccccc2)c3ccccc3 | [CAS DataBase Reference]
892-20-6(CAS DataBase Reference) | [EPA Substance Registry System]
Triphenyltin (892-20-6) |
| Safety Data | Back Directory | [Hazard Codes ]
T,N | [Risk Statements ]
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 9/PG 3
| [WGK Germany ]
3
| [RTECS ]
WH8882000
| [TSCA ]
No | [HazardClass ]
6.1 | [PackingGroup ]
III | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1 |
| Hazard Information | Back Directory | [Chemical Properties]
opalescent colorless or milky white to pale yellow | [Uses]
Although the
triphenyltins exhibit some curative effect, they are used
mainly as protectants for control of a range of diseases,
examples being early and late blights of potato and leaf
spots on sugar beet and peanut. | [Reactivity Profile]
Triphenylstannane could be used in the reactions:
Generation of carbon radicals from selenides, halides, sulfides, and alkynes; radical deoxygenation; reduction of α,β- unsaturated aldehydes and ketones; hydrostannylation of alkynes and alkenes; reversible addition of stannyl radicals to double bonds; formation of metal triphenylstannates; reduction of aldehydes and ketones; desulfonation of β-keto phenyl sulfones; hole-transfer-promoted hydrogenation.
| [reaction suitability]
reagent type: reductant | [Synthesis]
The Preparative Method of Triphenylstannane: reduction of Chlorotriphenylstannane with Lithium Aluminum Hydride in ether or with Sodium Borohydride in glyme; reduction of bis(triphenyltin) oxide with polymethylhydrosiloxane; reduction of triphenyltin methoxide with diborane; protonation of Ph3SnLi. The reagent was also generated in situ from Ph3SnCl and Sodium Cyanoborohydride in t-butyl alcohol.
| [Precautions]
Triphenylstannane (Ph3SnH) can be stored for several months and is easily repurified by Kugelrohr distillation (oil-pump vacuum) before use. Organotin hydrides decompose slowly at rt and are best stored at 0 °C or below.
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