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21524-34-5 - 2-Bromo-1,3,5-triisopropylbenzene, 96% - 1-Bromo-2,4,6-triisopropylbenzene - 2,4,6-Triisopropylbromobenzene - A15692 - Alfa Aesar

A15692 2-Bromo-1,3,5-triisopropylbenzene, 96%

CAS Number
21524-34-5
Synonyms
1-Bromo-2,4,6-triisopropylbenzene
2,4,6-Triisopropylbromobenzene

Size Price ($) Quantity Availability
25g 77.40
100g 244.00
500g 1016.80
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2-Bromo-1,3,5-triisopropylbenzene, 96%

MDL
MFCD00051547

Chemical Properties

Formula
C15H23Br
Formula Weight
283.25
Boiling Point
125-126°/4mm
Refractive Index
1.5225
Solubility
Slightly miscible with water.

Applications

2-Bromo-1,3,5-triisopropylbenzene is used in Suzuki reaction. It is found to effect highly selective ring closures of homoallylic alcohols to substituted tetrahydrofurans.

Notes

Incompatible with strong oxidizing agents.

Literature References

Metallation with t-BuLi in THF at -78o followed by elemental Se generates (2,4,6-triisopropylphenyl)selenium bromide in situ which has been found to effect highly selective ring closures of homoallylic alcohols to substituted tetrahydrofurans: J. Org. Chem., 60, 3572 (1995).

/n

Lugi?ina, J.; Rjabovs, V.; Belyakov, S.; Turks, M. On Moffatt dehydration of glucose-derived nitro alcohols. Carbohydr. Res. 2012, 350, 86-89.

Ueda, S.; Ali, S.; Fors, B. P.; Buchwald, S. L. Me3(OMe)tBuXPhos: A Surrogate Ligand for Me4tBuXPhos in Palladium-Catalyzed C-N and C-O Bond-Forming Reactions. J. Org. Chem. 2012, 77 (5), 2543-2547.

Endo, K.; Ohkubo, T.; Shibata, T. Chemoselective Suzuki Coupling of Diborylmethane for Facile Synthesis of Benzylboronates. Org. Lett. 2011, 13 (13), 3368-3371.

Jaka, A.; Dalicsek, Z.; Soós, T. A Robust and Efficient Catalyst Possessing an Electron-Deficient Ligand for the Palladium-Catalyzed Direct Arylation of Heteroarenes. Eur. J. Org. Chem.2015, 2015 (1), 56-59.

Other References

Beilstein
1953440
Harmonized Tariff Code
2903.99
TSCA
No

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