Allyltri-n-butyltin

• Catalog No.: L14087
• CAS Number: 24850-33-7
• M. F.: C15H32Sn
• M. W.: 331.11558
• Purity: 97%

SYNONYMS

• Title: 丙烯基三丁基锡
• IUPAC name: tributyl(prop-2-en-1-yl)stannane
• IUPAC Traditional name: tributyl(prop-2-en-1-yl)stannane
• Synonyms: Allyltri-n-butylstannane; Tri-n-butyl-2-propenylstannane

DATABASE IDS

• EC Number: 246-494-3
• CAS Number: 24850-33-7
• Beilstein Number: 3588340
• MDL Number: MFCD00010346

PROPERTIES

• Purity: 97%
• Boiling Point: 100-102°C/0.5mm
• Density: 1.079
• Flash Point: 103°C(217°F)
• Refractive Index: 1.4860
• GHS Hazard statements: H301-H312-H315-H319-H372-H400-H410
• European Hazard Symbols: Toxic (T)
• European Hazard Symbols: Nature polluting (N)
• GHS Precautionary statements: P260-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Risk Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 35-36/37/39-45-60-61
• Storage Warning: Air Sensitive
• TSCA Listed: 否
• Hazard Class: 6.1
• UN Number: UN2788
• Packing Group: III

REFERENCES

• Widely used nucleophilic, non-basic allylating agent.
• Couples with primary or secondary alkyl halides under free-radical conditions: J. Am. Chem. Soc., 104, 5829 (1982); Bull. Chem. Soc. Jpn., 56, 24801 (1983).
• Lewis acid-catalyzed stereoselective addition to aldehydes gives homoallylic alcohols: Chem. Lett., 919 (1979); Tetrahedron Lett., 25, 265, 1879 (1984); Synlett, 1694 (2002). For chemoselective allylation of aldehydes in the presence of ketones, see: Tetrahedron Lett., 36, 3723 (1995). In the presence of TI(O-i-Pr)₄ and BINOL, enantioselective allylation of ketones can be accomplished with high ee: Tetrahedron: Asym., 11, 4163 (2000).
• Similarly, homoallylamines are formed from aldimines with TiCl₄ or BF₃ etherate: J. Org. Chem., 50, 146 (1985). For allylation of quinones, see p-Benzoquinone, A13162.