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←Created page with '{{chembox | Verifiedfields = | Watchedfields = | verifiedrevid = |ImageFile = File:4.svgFile:Acetat-Ion.svgFile:Sn4+.svg | IUPACName = | OtherNames = Tin(IV) acetate<BR>Tin tetraacetate |Section1={{Chembox Identifiers | Abbreviations = | CASNo_Ref = {{cascite|correct|??}} | CASNo = 2800-96-6 | EINECS = | PubChem = 24861300 | SMILES = | InChI = | RTECS = | MeSHName = | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = | KEGG_Ref = {{keggcite|...'
 
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| CASNo_Ref = {{cascite|correct|??}}
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 2800-96-6
| CASNo = 2800-96-6
| EINECS =
| ChemSpiderID = 8039142
| PubChem = 24861300
| EC_number = 628-765-1
| SMILES =
| PubChem = 9863446
| InChI =
| RTECS =
| RTECS =
| MeSHName =
| MeSHName =
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI =
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| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG =
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| StdInChI=1S/4C2H4O2.Sn/c4*1-2(3)4;/h4*1H3,(H,3,4);/q;;;;+4/p-4
| StdInChIKey = YJGJRYWNNHUESM-UHFFFAOYSA-J
| SMILES = CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].[Sn+4]
}}
}}
|Section2={{Chembox Properties
|Section2={{Chembox Properties
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|Section5={{Chembox Pharmacology
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|Section6={{Chembox Explosive
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|Section7={{Chembox Hazards
|Section7={{Chembox Hazards
| GHS_ref=<ref>{{cite web |title=Tin(IV) acetate |url=https://pubchem.ncbi.nlm.nih.gov/compound/Tin_IV_-acetate#section=Safety-and-Hazards |website=pubchem.ncbi.nlm.nih.gov |language=en}}</ref>
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|302|312|332}}
| PPhrases = {{P-phrases|261|264|270|271|280|301+317|302+352|304+340|317|321|330|362+364|501}}
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: 4 CH<sub>3</sub>COOTl + SnI<sub>4</sub> → Sn(CH<sub>3</sub>COO)<sub>4</sub> + 4 TlI↓
: 4 CH<sub>3</sub>COOTl + SnI<sub>4</sub> → Sn(CH<sub>3</sub>COO)<sub>4</sub> + 4 TlI↓


Tetraphenyltin is refluxed at 120°C in [[acetic acid]]-[[acetic anhydride]] mixture, and tin(IV) acetate can be quantitatively generated:<ref>{{Cite journal |last=Sawyer |first=Albert K. |last2=Frey |first2=Craig |date=1983-01 |title=A Simple Synthesis of Tin(IV) Acetate from Tetraphenyltin |url=http://www.tandfonline.com/doi/abs/10.1080/00945718308059330 |journal=Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry |language=en |volume=13 |issue=2 |pages=259–262 |doi=10.1080/00945718308059330 |issn=0094-5714}}</ref>
Tetraphenyltin is refluxed at 120&nbsp;°C in [[acetic acid]]-[[acetic anhydride]] mixture, and tin(IV) acetate can be quantitatively generated:<ref>{{Cite journal |last1=Sawyer |first1=Albert K. |last2=Frey |first2=Craig |date=January 1983 |title=A Simple Synthesis of Tin(IV) Acetate from Tetraphenyltin |url=http://www.tandfonline.com/doi/abs/10.1080/00945718308059330 |journal=Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry |language=en |volume=13 |issue=2 |pages=259–262 |doi=10.1080/00945718308059330 |issn=0094-5714}}</ref>


: 4 CH<sub>3</sub>COOH + (C<sub>6</sub>H<sub>5</sub>)<sub>4</sub>Sn → Sn(CH<sub>3</sub>COO)<sub>4</sub> + 4C<sub>6</sub>H<sub>6</sub>
: 4 CH<sub>3</sub>COOH + (C<sub>6</sub>H<sub>5</sub>)<sub>4</sub>Sn → Sn(CH<sub>3</sub>COO)<sub>4</sub> + 4C<sub>6</sub>H<sub>6</sub>


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<sub>2</sub>)<sub>2</sub>[Sn(CF<sub>3</sub>COO)<sub>6</sub>].<ref>{{Cite journal |last=Harrison |first=Philip G. |last2=Khalil |first2=Mutassim I. |last3=Logan |first3=Norman |date=1978-01 |title=A contribution to the chemistry of tin(IV) nitrate |url=https://linkinghub.elsevier.com/retrieve/pii/S0020169300890313 |journal=Inorganica Chimica Acta |language=en |volume=30 |pages=165–170 |doi=10.1016/S0020-1693(00)89031-3}}</ref>
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<sub>2</sub>)<sub>2</sub>[Sn(CF<sub>3</sub>COO)<sub>6</sub>].<ref>{{Cite journal |last1=Harrison |first1=Philip G. |last2=Khalil |first2=Mutassim I. |last3=Logan |first3=Norman |date=January 1978 |title=A contribution to the chemistry of tin(IV) nitrate |url=https://linkinghub.elsevier.com/retrieve/pii/S0020169300890313 |journal=Inorganica Chimica Acta |language=en |volume=30 |pages=165–170 |doi=10.1016/S0020-1693(00)89031-3}}</ref>


: 4 CH<sub>3</sub>COOH + Sn(NO<sub>3</sub>)<sub>4</sub> → Sn(CH<sub>3</sub>COO)<sub>4</sub> + 4 HNO<sub>3</sub>
: 4 CH<sub>3</sub>COOH + Sn(NO<sub>3</sub>)<sub>4</sub> → Sn(CH<sub>3</sub>COO)<sub>4</sub> + 4 HNO<sub>3</sub>
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: Sn(CH<sub>3</sub>COO)<sub>4</sub> + 4 H<sub>2</sub>O → Sn(OH)<sub>4</sub> + 4 CH<sub>3</sub>COOH
: Sn(CH<sub>3</sub>COO)<sub>4</sub> + 4 H<sub>2</sub>O → Sn(OH)<sub>4</sub> + 4 CH<sub>3</sub>COOH


It reacts with sulfur-containing species such as [[thiol]]s to generate corresponding sulfur-containing tin compounds.<ref>{{Cite journal |last=Mehrotra |first=R.C. |last2=Srivastava |first2=G. |last3=Vasanta |first3=E.N. |date=1981-01 |title=Reactions of tin tetraacetate with sulphur ligands |url=https://linkinghub.elsevier.com/retrieve/pii/S0020169300893172 |journal=Inorganica Chimica Acta |language=en |volume=47 |pages=125–130 |doi=10.1016/S0020-1693(00)89317-2}}</ref>
It reacts with sulfur-containing species such as [[thiol]]s to generate corresponding sulfur-containing tin compounds.<ref>{{Cite journal |last1=Mehrotra |first1=R.C. |last2=Srivastava |first2=G. |last3=Vasanta |first3=E.N. |date=January 1981 |title=Reactions of tin tetraacetate with sulphur ligands |url=https://linkinghub.elsevier.com/retrieve/pii/S0020169300893172 |journal=Inorganica Chimica Acta |language=en |volume=47 |pages=125–130 |doi=10.1016/S0020-1693(00)89317-2}}</ref>

⚫
== References ==

⚫
{{reflist}}


== See also ==
== See also ==


* [[Organic chemistry]]
* [[Organic chemistry]]

⚫
== References ==
⚫
{{reflist}}


== Further reading ==
== Further reading ==


* {{Cite journal |last=Sakuntala |first=E. N. |last2=Shanker |first2=Rama |date=1986-05 |title=Reactions of tin tetraacetate with benzothiazolines |url=http://link.springer.com/10.1007/BF00817897 |journal=Monatshefte f�r Chemie Chemical Monthly |language=en |volume=117 |issue=5 |pages=607–612 |doi=10.1007/BF00817897 |issn=0026-9247}}
* {{Cite journal |last1=Sakuntala |first1=E. N. |last2=Shanker |first2=Rama |date=May 1986 |title=Reactions of tin tetraacetate with benzothiazolines |url=http://link.springer.com/10.1007/BF00817897 |journal= Monatshefte für Chemie Chemical Monthly |language=en |volume=117 |issue=5 |pages=607–612 |doi=10.1007/BF00817897 |s2cid=92773170 |issn=0026-9247}}


{{Tin compounds}}
{{Tin compounds}}
{{Acetates}}
{{Acetates}}


[[category:Tin compounds]]
[[Category:Tin compounds]]
[[category:Acetates]]
[[Category:Acetates]]

Latest revision as of 04:45, 3 August 2023

Tin(IV) acetate
Names
Other names
Tin(IV) acetate
Tin tetraacetate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.157.007 Edit this at Wikidata
EC Number
  • 628-765-1
  • InChI=1S/4C2H4O2.Sn/c4*1-2(3)4;/h4*1H3,(H,3,4);/q;;;;+4/p-4
    Key: YJGJRYWNNHUESM-UHFFFAOYSA-J
  • CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].[Sn+4]
Properties
Sn(CH3COO)4
Molar mass 353.89
Appearance white needles[1]
Melting point 242 °C (468 °F; 515 K)
Hazards
GHS labelling:[2]
GHS07: Exclamation mark
Warning
H302, H312, H332
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).

Tin(IV) acetate is the acetate salt of tin(IV), with the chemical formula of Sn(CH3COO)4.

Preparation

[edit]

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 + 4C6H6

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 (NO2)2[Sn(CF3COO)6].[4]

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

Properties

[edit]

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

[edit]

References

[edit]
  1. ^ a b c 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

[edit]
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