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555959

Sigma-Aldrich

Dichloroborane dioxane complex solution

3 M in methylene chloride

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About This Item

Linear Formula:
C4H8O2 · BHCl2
CAS Number:
252265-33-1
Molecular Weight:
170.83
MDL number:
MFCD03427168
UNSPSC Code:
12352005
PubChem Substance ID:
24879506
NACRES:
NA.22

reaction suitability

reagent type: reductant

Quality Level

100

concentration

3 M in methylene chloride

density

1.321 g/mL at 25 °C

functional group

ether

storage temp.

2-8°C

SMILES string

Cl[BH-](Cl)[O+]1CCOCC1

InChI

1S/C4H9BCl2O2/c6-5(7)9-3-1-8-2-4-9/h5H,1-4H2

InChI key

RCKKTUSYECYDLY-UHFFFAOYSA-N

Related Categories

Application

Reactant for:
  • Hydroboration reactions
  • Preparation of alkenyl- and alkylboronic acids
Can readily substitute for common hydroborating reagents such as BH3 · THF and BMS.

Legal Information

U.S. Pat. No. 6,008,414

signalword

Danger

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Central nervous system

supp_hazards

EUH014

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

221.0 °F - closed cup

flash_point_c

105 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBG2998V
SHBF8427V
SHBC6642
SHBC2137
15497DJ

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J V Kanth et al.
The Journal of organic chemistry, 66(16), 5359-5365 (2001-08-04)
Several less volatile oxygen-containing Lewis bases, such as tert-butyl methyl ether, dioxane, anisole, ethyl acetate, beta-chloroethyl ether, and monoglyme, were examined as prospective mono- and dichloroborane carriers. Dioxane, ethyl acetate, and beta-chloroethyl ether form relatively stable boron trichloride adducts, but
Kanth, J. V. B.; Brown, H. C.
Organic Letters, 1, 315-315 (1999)
Josyula, K. V. B. et al
Tetrahedron Letters, 44, 7789-7789 (2003)

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