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178497

L-Selectride® solution

1.0 M in THF

Synonym(s):

Lithium tri-sec-butylborohydride solution

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About This Item

Linear Formula:
Li[CH(CH3)CH2CH3]3BH
CAS Number:
38721-52-7
Molecular Weight:
190.10
UNSPSC Code:
12352000
NACRES:
NA.22
PubChem Substance ID:
24850749
MDL number:
MFCD00011708
Beilstein/REAXYS Number:
4007327
Form:
liquid
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form

liquid

Quality Segment

reaction suitability

reagent type: reductant

concentration

1.0 M in THF

density

0.89 g/mL at 25 °C

SMILES string

[Li+].[H][B-](C(C)CC)(C(C)CC)C(C)CC

InChI

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

InChI key

ACJKNTZKEFMEAK-UHFFFAOYSA-N

General description

L-Selectride® is an air and water sensitive solution mainly used as a bulky stereoselective hydride reducing agent.

Application

L-Selectride® can be used as a reagent for:
  • The stereoselective reduction of ketone to alcohol.
  • The selective demethylation of tert alcohol.

L-Selectride® solution may be used in the O-demethylation and N-demethylation of opium alkaloids and their derivatives.
  • Reducing agent

Reagent for:
  • Enantioselective synthesis of a-amino acids via reduction of N-tert-butanesulfinyl ketimine esters
  • Diastereoselective reduction reactions
  • Hydride reduction of the Danishefsky pyranones
  • Asymmetric reductive aldol reaction of enones with a-alkoxy aldehydes
  • Synthesis of alkanols by carbonylation reactions

Packaging

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Legal Information

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

Signal Word

Danger

Flash Point (°F)

1.4 °F - closed cup

Flash Point (°C)

-17 °C - closed cup

PPE (personal protective equipment)

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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

supp_hazards

EUH014,EUH019

Storage Class

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

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