TRIPHENYLTIN HYDRIDE Property

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.)

Flash point:

>230 °F

storage temp. 

2-8°C

form 

solid

Specific Gravity

1.374

Water Solubility 

Insoluble in water.

Sensitive 

Moisture Sensitive

Hydrolytic Sensitivity

8: reacts rapidly with moisture, water, protic solvents

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

CAS DataBase Reference

892-20-6(CAS DataBase Reference)

EPA Substance Registry System

Triphenyltin (892-20-6)

Safety

Hazard Codes 

T,N

Risk Statements 

23/24/25-50/53

Safety Statements 

26-27-28-45-60-61

RIDADR 

UN 3077 9/PG 3

WGK Germany 

3

RTECS 

WH8882000

TSCA 

No

HazardClass 

6.1

PackingGroup 

III

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

TRIPHENYLTIN HYDRIDE Chemical Properties,Usage,Production

Chemical Properties

opalescent colorless or milky white to pale yellow. Soluble in many common organic solvents; usually used in benzene or toluene.

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.