tributylstannylium methanolate

• ChemBase ID: 295283
• Molecular Formular: C13H30OSn
• Molecular Mass: 321.0777
• Monoisotopic Mass: 322.13185958
• SMILES: CCCC[Sn+](CCCC)CCCC.C[O-]
• Canonical SMILES: CCCC[Sn+](CCCC)CCCC.C[O-]
• InChI: InChI=1S/3C4H9.CH3O.Sn/c3*1-3-4-2;1-2;/h3*1,3-4H2,2H3;1H3;/q;;;-1;+1
• InChIKey: KJGLZJQPMKQFIK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tributylstannylium methanolate
• IUPAC Traditional name: methoxide; tributylstannylium
• Synonyms: Methoxytri-n-butylstannane; Tri-n-butyltin methoxide; 三正丁基甲氧基锡

Database IDs

• CAS Number: 1067-52-3
• EC Number: 213-933-5
• MDL Number: MFCD00009419
• Beilstein Number: 3600960
• PubChem SID: 180680814
• PubChem CID: 11964040

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 3.5287
• LogD (pH = 7.4): 3.5287
• Log P: 3.5287
• Molar Refractivity: 58.4157 cm^3
• Polarizability: 27.806976 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 124-126°C/4mm
• Flash Point: 98°C(208°F)
• Density: 1.120
• Refractive Index: 1.4740

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: UN2788
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 26-36/37-45-57
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Hazard statements: H301-H312-H315-H319-H372-H400-H410
• GHS Precautionary statements: P260-P301+P310-P305+P351+P338-P302+P352-P405-P501A

Product Information

• Purity: 97%

REFERENCES

• Catalyst for transesterification under neutral conditions: Bull. Soc. Chim. Fr., 262 (1969).
• Similarly, 4-halo alcohols give tetrahydrofurans: J. Organomet. Chem., 50, 121 (1973).
• For a review of organotin alkoxides in organic synthesis, see: Synthesis, 56, (1969).
• Reacts with alcohols, by exchange, to give tri-n-butylstannyl ethers. Those derived from 3-halo alcohols cyclize on heating to give substituted oxetanes: J. Organomet. Chem., 47, 337 (1973):
  
• Enol acetates are converted to tin enolates which can undergo Pd-catalyzed coupling with aryl bromides to give arylacetones: Chem. Lett., 939 (1982); J. Chem. Soc., Chem. Commun., 344 (1983), and with vinyl bromides to give ?-unsaturated ketones: Bull. Chem. Soc. Jpn., 57, 242 (1984).