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901464

2,2′-Bi-1,3,2-dioxaborinane

greener alternative

≥95%

Synonym(s):

B2(pro)2, Propanediol diboron

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About This Item

Empirical Formula (Hill Notation):
C6H12B2O4
CAS Number:
13826-25-0
Molecular Weight:
169.78
UNSPSC Code:
12352200
NACRES:
NA.22
MDL number:
MFCD08460171
Assay:
≥95%
Form:
powder or crystals

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SMILES string

B2(OCCCO2)B1OCCCO1

InChI

1S/C6H12B2O4/c1-3-9-7(10-4-1)8-11-5-2-6-12-8/h1-6H2

InChI key

FOGDFVUQHQEIPV-UHFFFAOYSA-N

assay

≥95%

form

powder or crystals

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

156 °C

greener alternative category

Aligned,

storage temp.

−20°C

Quality Level

100

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This Item
900811689890676578
2,2′-Bi-1,3,2-dioxaborinane ≥95%

Sigma-Aldrich

901464

2,2′-Bi-1,3,2-dioxaborinane

(S)-2-(2,3-Bis(dicyclohexylamino)cyclopropenimine)-3-phenylpropan-1-ol hydrochloride ≥95%

Sigma-Aldrich

900811

(S)-2-(2,3-Bis(dicyclohexylamino)cyclopropenimine)-3-phenylpropan-1-ol hydrochloride

(R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate ≥97.0% (qNMR)

Sigma-Aldrich

689890

(R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate

Bis(tri-tert-butylphosphine)palladium(0)

Sigma-Aldrich

676578

Bis(tri-tert-butylphosphine)palladium(0)

assay

≥95%

assay

≥95%

assay

≥97.0% (qNMR)

assay

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

156 °C

mp

-

mp

-

mp

258-272 °C

form

powder or crystals

form

powder or solid

form

lumps

form

solid

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

−20°C

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced to increase catalytic efficiency. Click here for more information.

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

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Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Lu Yan et al.
Journal of the American Chemical Society, 140(10), 3663-3673 (2018-02-15)
A mechanistic investigation of the carbohydrate/DBU cocatalyzed enantioselective diboration of alkenes is presented. These studies provide an understanding of the origin of stereoselectivity and also reveal a strategy for enhancing reactivity and broadening the substrate scope.

Related Content

Morken Group – Professor Product Portal

Chiral organoboronic esters are well known as versatile intermediates for chemical synthesis. Not only are these compounds stable under a variety of reaction conditions, they are generally non-toxic and can be transformed with minimal generation of hazardous waste.

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