TRIBUTYLTIN TRIFLUOROMETHANESULFONATE Chemical Properties

Melting point:

31 °C

Boiling point:

56 °C

Flash point:

>230 °F

storage temp. 

2-8°C

form 

Crystals and Chunks

color 

White to light beige

Hydrolytic Sensitivity

7: reacts slowly with moisture/water

Sensitive 

Moisture Sensitive

BRN 

5818090

Exposure limits

ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin)
NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3

Safety Information

Hazard Codes 

T,N

Risk Statements 

21-25-36/38-48/23/25-50/53

Safety Statements 

35-36/37/39-45-60-61

RIDADR 

UN 1760 8/PG 2

WGK Germany 

3

F 

3-8-10-21

TSCA 

No

HazardClass 

6.1(a)

PackingGroup 

II

HS Code 

29312000

MSDS

• Language:English Provider:SigmaAldrich

TRIBUTYLTIN TRIFLUOROMETHANESULFONATE Usage And Synthesis

Chemical Properties

White to light beige crystals and chunks

Uses

Tri-n-butyltin Trifluoromethanesulfonate is a powerful stannylating reagent. It readily stannylates vinylcuprates and vinylaluminum compounds; catalyzes hydrostannation of aldehydes and ketones by tin hydrides.

Preparation

Tribuyltin trifluoromethanesulfonate is prepared from Bis(tri-n-butyltin) Oxide and either Trifluoromethanesulfonic Acid (with subsequent removal of water) or Trifluoromethanesulfonic Anhydride, as in eq 1.

The following procedure is quite convenient: freshly distilled trifluoromethanesulfonic anhydride is caused to react with an equal molar amount of tributyltin oxide cooled at 20 °C under nitrogen. When the exothermic reaction completely subsides, the flask is set up for a short-path distillation and the resulting red oil is distilled at about 0.1 mmHg. The distillate is collected without cooling to prevent crystallization of the product in the condenser. Alternatively, this reagent can be prepared in situ by the action of trifluoromethanesulfonic acid on Tri-n-butylstannane in benzene or dichloroethane.

storage

Tribuyltin trifluoromethanesulfonate is deliquescent. Therefore it is best handled as a solution in benzene, ether, or hexane, stored at room temperature under nitrogen. Solutions can be dried with 4? molecular sieves. As with certain other trialkyltin electrophiles, tributyltin trifluoromethanesulfonate is foul smelling. The toxicity of this class of compounds has been described. Use in a fume hood.

TRIBUTYLTIN TRIFLUOROMETHANESULFONATE(68725-14-4)Related Product Information

• Tributyltin Hydride
• Tributyltin hydroxide
• TRIBUTYLTIN TRIFLUOROMETHANESULFONATE