Tin(IV) acetate

Tin(IV) acetate

Names
Other names Tin(IV) acetate Tin tetraacetate
Identifiers
CAS Number	2800-96-6  Y
3D model (JSmol)	Interactive image
ChemSpider	8039142
ECHA InfoCard	100.157.007
EC Number	628-765-1
PubChem CID	9863446
CompTox Dashboard (EPA)	DTXSID10432055
InChI InChI=1S/4C2H4O2.Sn/c4*1-2(3)4;/h4*1H3,(H,3,4);/q;;;;+4/p-4 Key: YJGJRYWNNHUESM-UHFFFAOYSA-J
SMILES CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].[Sn+4]
Properties
Chemical formula	Sn(CH3COO)4
Molar mass	354.886 g·mol−1
Appearance	white needles [1]
Melting point	242 °C (468 °F; 515 K)
Hazards
GHS labelling: [2]
Pictograms
Signal word	Warning
Hazard statements	H302, H312, H332
Precautionary statements	P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P501
Related compounds
Other anions	Tin(IV) fluoroacetate
Other cations	Lead(IV) acetate
Related compounds	Tin(II) acetate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Tin(IV) acetate, also known as stannic acetate, is the tin(IV) salt of acetic acid, with the chemical formula of Sn(CH₃COO)₄.

Preparation

Tin(IV) acetate can be refluxed by thallium acetate and tin(IV) iodide in acetic anhydride. After the reaction is completed, the solution is concentrated and cooled to precipitate crystals, which are washed with anhydrous ether and dried in vacuum: ^[1]

4 CH₃COOTl + SnI₄ → Sn(CH₃COO)₄ + 4 TlI↓

Tetraphenyltin is refluxed at 120 °C in acetic acid–acetic anhydride mixture, and tin(IV) acetate can be quantitatively generated: ^[3]

4 CH₃COOH + (C₆H₅)₄Sn → Sn(CH₃COO)₄ + 4 C₆H₆

The reaction of tin(IV) nitrate with acetic acid and acetic anhydride can also produce tin(IV) acetate, but the reaction with trifluoroacetic anhydride can not get its analogue, but [NO+2]₂[Sn(CF₃COO)₆]²⁻ (nitronium hexaacetatotin(IV)). ^[4]

4 CH₃COOH + Sn(NO₃)₄ → Sn(CH₃COO)₄ + 4 HNO₃

Properties

Tin(IV) acetate decomposes in water to form tin hydroxide and acetic acid: ^[1]

Sn(CH₃COO)₄ + 4 H₂O → Sn(OH)₄ + 4 CH₃COOH

It reacts with sulfur-containing species such as thiols to generate corresponding sulfur-containing tin compounds. ^[5]

See also

• Organic chemistry
• Organotin chemistry

References

1. Tin(IV) acetate
2. "Tin(IV) acetate". pubchem.ncbi.nlm.nih.gov.
3. Sawyer, Albert K.; Frey, Craig (January 1983). "A Simple Synthesis of Tin(IV) Acetate from Tetraphenyltin" . Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry. 13 (2): 259–262. doi:10.1080/00945718308059330. ISSN   0094-5714.
4. Harrison, Philip G.; Khalil, Mutassim I.; Logan, Norman (January 1978). "A contribution to the chemistry of tin(IV) nitrate" . Inorganica Chimica Acta. 30: 165–170. doi:10.1016/S0020-1693(00)89031-3.
5. Mehrotra, R.C.; Srivastava, G.; Vasanta, E.N. (January 1981). "Reactions of tin tetraacetate with sulphur ligands" . Inorganica Chimica Acta. 47: 125–130. doi:10.1016/S0020-1693(00)89317-2.

Further reading

• Sakuntala, E. N.; Shanker, Rama (May 1986). "Reactions of tin tetraacetate with benzothiazolines" . Monatshefte für Chemie Chemical Monthly. 117 (5): 607–612. doi:10.1007/BF00817897. ISSN   0026-9247. S2CID   92773170.