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Home > Product > Metal Organics > Organic Tin > Tri-N-butyltin bromide

Tri-N-butyltin bromide | CAS Number: 1461-23-0

Catalog Number
ACM1461230
Product Name
Tri-N-butyltin bromide
Structure
CAS Number
1461-23-0
EC Number
215-959-2
IUPAC Name
bromo(tributyl)stannane
Synonyms
BROMOTRIBUTYLTIN;TRIBUTYLTIN BROMIDE;TRI-N-BUTYLBROMOTIN;TRI-N-BUTYLTIN BROMIDE;bromotributyl-stannan;tributylbromo-stannan;tributylstanniumbromide;tri-n-butyl-tibromide
Molecular Weight
369.96
Exact Mass
370.03200
Molecular Formula
C12H27BrSn
Boiling Point
163ºC (12 torr)
Flash Point
136.5ºC
Density
1,338 g/cm3
Purity
96%
SMILES
CCCC[Sn](CCCC)(CCCC)Br
InChIKey
FVRKTAOFDKFAMI-UHFFFAOYSA-M
H-Bond Donor
0
H-Bond Acceptor
0
Safty Description
26-36/37/39-45-23
Hazard Statements
T+: Very toxic;
Packing Group
II
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1The stereoselectivities of tributyltin hydride-mediated reductions of 5-bromo-D-glucuronides to L-iduronides are dependent on the anomeric substituent: syntheses and DFT calculations.

Mohamed S1, Krenske EH1, Ferro V1.

Org Biomol Chem. 2016 Mar 14;14(10):2950-60. doi: 10.1039/c6ob00283h.

One of the shortest synthetic routes to L-iduronic acid derivatives is via free radical reduction of the C-5 bromide of the corresponding protected D-glucuronic acid derivative. The epimerization of such C-5 bromides to the L-ido derivatives via reaction with tributyltin hydride was investigated. It was found that the stereoselectivity of the reaction was dependent on the anomeric substituent. If the substituent was fluoride the L-ido product was obtained exclusively in 65-72% yield whereas the O-methyl or O-acetyl derivatives led to isomeric mixtures of both the L-ido and D-gluco products in different ratios depending on the reaction conditions. Read More

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Tel:1-201-478-8534
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Address: Suite 212, Waverly Plaza, 755 Waverly Avenue, Holtsville, NY 11742, USA