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220760

Sigma-Aldrich

K-Selectride® solution

1.0 M potassium tri-sec-butylborohydride in THF

Synonym(s):

Potassium tri-sec-butylborohydride solution

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About This Item

Linear Formula:
K[CH(CH3)CH2CH3]3BH
CAS Number:
Molecular Weight:
222.26
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

reagent type: reductant

concentration

1.0 M potassium tri-sec-butylborohydride in THF

density

0.913 g/mL at 25 °C

SMILES string

[H][B]([K])(C(C)CC)(C(C)CC)C(C)CC

InChI

1S/C12H28B.K/c1-7-10(4)13(11(5)8-2)12(6)9-3;/h10-13H,7-9H2,1-6H3;/q-1;+1

InChI key

NHEDTYWJTOUTDG-UHFFFAOYSA-N

Application

  • Reducing reagent

Reactant for:
  • Preparation of a PCP-pincer palladium hydride-K-Selectride complex
  • Formation of P-H, P-C, and C-H bonds by hydride attack
  • Stereoselective conjugate hydride reduction reactions
Stereoselective reducing agent for ketones. Hydride employed in regioselective reactions with transition metal ligands.

Legal Information

Selectride is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

1.4 °F

Flash Point(C)

-17 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Bulletin of the Chemical Society of Japan, 67, 180-180 (1994)
Journal of Organometallic Chemistry, 462, 353-353 (1993)
J. Chem. Soc., Dalton Trans., 1747-1747 (1993)

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