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901464 Sigma-Aldrich

2,2′-Bi-1,3,2-dioxaborinane

Green Alternative

≥95%

Synonym: B2(pro)2, Propanediol diboron

  • CAS Number 13826-25-0

  • Empirical Formula (Hill Notation) C6H12B2O4

  • Molecular Weight 169.78

  •  MDL number MFCD08460171

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Properties

Related Categories 12 Principles Aligned Products, Boronate Esters, Boronic Acids and Derivatives, Chemical Synthesis, Greener Alternative Products,
Quality Level   100
assay   ≥95%
form   powder or crystals
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
mp   156 °C
greener alternative category   Aligned
storage temp.   −20°C

Description

Application

As reported by the laboratory of James Morken, B2(pro)2 is an effective reagent for enantioselective diboration of alkenes when used in conjunction with the carbohydrate-derived catalysts TBS-DHG (901235) or DHR (901237). Useful for synthesis of other boron-containing molecules.

Other Notes

Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Boronic Acid Esters - Chemfiles Volume 4 Article 2

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available. Several years ago, Miyaura et al. demonst...
Chemfiles Volume 4 Article 2
Keywords: Coupling reactions, Suzuki-Miyaura coupling

Carbohydrate-Catalyzed Enantioselective Alkene Diboration

Enantioselective diboration of olefins is a valuable strategy for transforming unsaturated hydrocarbons into useful chiral building blocks. Typically, the process is carried out via transition-metal ...
Keywords: Asymmetric synthesis, Building blocks, Solvents

James Morken - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents James Morken - Professor Product Portal
Keywords: Asymmetric synthesis, Catalysis, Cross couplings, Organic synthesis

Peer-Reviewed Papers
15

References

Related Products

related product

Product #

Description

Add to Cart

901237 DHR Catalyst, ≥95%
901235 TBS-DHG Catalyst, ≥95%

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