TRIPHENYLTIN HYDRIDE Chemical Properties

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

Appearance

White to off-white Liquid

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

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 Information

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

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

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

TRIPHENYLTIN HYDRIDE Usage And Synthesis

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.

TRIPHENYLTIN HYDRIDE(892-20-6)Related Product Information

• Fentin hydroxide
• BIS(TRIPHENYLTIN) OXIDE
• Triphenyltin acetate
• Hexaphenylditin(IV)
• Tetraphenyltin
• ALLYLTRIPHENYLTIN
• Chlorotriphenyltin
• TRIPHENYLTIN FLUORIDE
• TRIPHENYLTIN HYDRIDE
• TETRABUTYLAMMONIUM DIFLUOROTRIPHENYLSTANNATE
• TETRAPHENYL-D20-TIN
• TRI-P-TOLYLHYDROXYTIN
• triphenyltin 3,5-diisopropylsalicylate
• Decafentin
• TRIPHENYLIODOTIN
• TRI-P-TOLYLCHLOROTIN
• BIS(TRIPHENYLTIN)SULFIDE
• Tetrakis(pentafluorophenyl)stannane