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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

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

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

Legal Information

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

Signal Word

Danger

Hazard Statements

H314,H336,H351

Hazard Classifications

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

Target Organs

Central nervous system

Supplementary Hazards

EUH014

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

221.0 °F - closed cup

Flash Point(C)

105 °C - closed cup

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN6731
SHBG2998V
SHBF8427V
SHBC6642
SHBC2137

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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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