Tetraallyltin Chemical Properties

Boiling point:

69-70 °C1.5 mm Hg(lit.)

Density 

1.179 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.539(lit.)

Flash point:

167 °F

solubility 

sol common organic solvents; insol H2O.

form 

Liquid

Specific Gravity

1.179

color 

Clear colorless

Water Solubility 

Not miscible in water or difficult to mix.

Sensitive 

Air Sensitive

BRN 

3536269

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/4C3H5.Sn/c4*1-3-2;/h4*3H,1-2H2;

InChIKey

XJPKDRJZNZMJQM-UHFFFAOYSA-N

SMILES

C=CC[Sn](CC=C)(CC=C)CC=C

CAS DataBase Reference

7393-43-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

T

Risk Statements 

23/24/25

Safety Statements 

23-24/25-45-36/37

RIDADR 

UN 2788 6.1/PG 3

WGK Germany 

3

F 

10-23

TSCA 

No

HazardClass 

6.1

PackingGroup 

II

HS Code 

29310099

Storage Class

10 - Combustible liquids

MSDS

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

Tetraallyltin Usage And Synthesis

Chemical Properties

Clear Colorless liquid

Uses

Applied as allyl transfer reagent.

Application

Tetraallyltin is an allylic lithium precursor; an allylic nucleophile used in allylic transfer reactions and Stille couplings.

Preparation

Tetraallyltin is synthesized by the reaction of Allylmagnesium Bromide with Tin(IV) Chloride in THF.

reaction suitability

core: tin

Purification Methods

Possible contaminants are allyl chloride and allyltin chloride. Check the 1H NMR and IR [Fishwick & Wallbridge J Organomet Chem 25 69 1970], and if impure, dissolve it in Et2O and shake it with a 5% aqueous solution of NaF which precipitates allyltin fluoride. Separate the Et2O layer, dry (MgSO4) and distil it at ~ 0.2mm. It decomposes slightly on repeated distillation. [O'Brien et al. Inorg Synth XIII 75 1972, Fishwick et al. J Chem Soc (A) 57 1971, Beilstein 4 III 1922.]

Tetraallyltin(7393-43-3)Related Product Information

• Allyl bromide
• Sodium allylsulfonate
• Allyl chloride
• Allyl glycidyl ether
• Allylamine
• TETRAMETHYLTIN
• TETRAETHYLTIN
• ALLYLTRIMETHYLTIN
• triethyltin
• Ethyltrimethyltin(IV)
• trimethyltin
• Tetraallyltin