ALLYLTRI-n-BUTYLTIN

Product Code: SNA0500
CAS No: 24850-33-7
SDS Sheets: EU | US
COMMERCIAL
24850-33-7
Pack Size
Quantity
Price
 
10 g
$200.00
50 g
$320.00
2 kg
$5,056.00
18 kg
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Prices listed are EXW price (Morrisville, PA US) in USD. Prices vary depending on currency and Incoterms.

Product data and descriptions listed are typical values, not intended to be used as specification.

  • Einecs Number

    246-494-3
  • HMIS

    2-2-1-X
  • Molecular Formula

    C15H32Sn
  • Molecular Weight (g/mol)

    331.11
  • Purity (%)

    97%
  • TSCA

    No
  • Boiling Point (˚C/mmHg)

    88-92/0.2
  • Density (g/mL)

    1.068
  • Flash Point (˚C)

    103 °C
  • Refractive Index @ 20˚C

    1.4846

Additional Properties

  • Hydrolytic Sensitivity

    1: no significant reaction with aqueous systems
  • Application

    Reviewed.1
    Conjugatively allylates alkylidene Meldrum’s acids.10
    Generates homoallylic amines with aldehydes and amines.11
    Allylates bromides and chloroethers.,2,3
    Radical initiation induces 1,2-addition of allyltins and alkyl iodides to electron deficient alkenes.4
    Polymerization by Natta catalyst - Et3Al-TiCl4.5
    Converts aldehydes to homoallylic alcohols and imines to homoallylic amines.6
    Converts combination of aldehyde and amine to homoallylic amines.7
    Enantioselectively generates homoallylic amines in a 3-component reaction scheme.8
    Adds enantioselectively to prochiral ketones to form homoallyl alcohols in good enantioselectively.9

    Fieser

    F&F: Vol. 9, p 8; Vol. 11, p 15; Vol. 12, p 21; Vol. 13, p. 10; Vol. 14, p. 14; Vol. 16, p. 7; Vol. 17, p 12.

    Reference

    1. Castellino, S. in Encyclopedia of Reagents for Organic Synthesis 1995, Volume 1, 125-128.
    10. Duma, A. N.; Fillion, E. Org. Lett. 2009, 11, 1919.
    11. Narsaiah, A. et al. Synthesis, 2010, 1609.
    2. Corey, E. et al. Tetrahedron Lett. 1990, 31, 3715.
    3. Keck, G. et al. J. Am. Chem. Soc. 1982, 104, 5829.
    4. Mizuno, K. et al. F&F: Vol. 14, p 16; J. Am. Chem. Soc. 1988, 110, 1288.
    5. Montecatini. Soc. Chem. Abstr. 53, 1837; Ital. Patent 589,299, 1959.
    6. Shen, W. et al. Tetrahedron Lett. 2008, 49, 4047.
    7. Kalita, P. K.; Phukan, P. Tetrahedron Lett. 2008, 49, 5495.
    8. Li, X. et al. Chem. Eur. J. 2008 14, 4796.
    9. Lu, J. et al. Tetrahedron Lett. 2005, 46, 7435.

    Safety

  • Packaging Under

    Nitrogen