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Merck

658235

Sigma-Aldrich

Lithium-(dimethylamino)-trihydroborat -Lösung

1 M in THF

Synonym(e):

N-Methylmethanamin-bor-Komplex, Lithium-Dimethylaminoborohydrid, Lithium-trihydro-(N-methylmethanaminato)-borat

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About This Item

Empirische Formel (Hill-System):
C2H9BLiN
CAS-Nummer:
Molekulargewicht:
64.85
MDL-Nummer:
UNSPSC-Code:
12352000
PubChem Substanz-ID:
NACRES:
NA.22

Eignung der Reaktion

reagent type: reductant

Konzentration

1 M in THF

Brechungsindex

n20/D 1.423

Dichte

0.882 g/mL at 25 °C

Lagertemp.

2-8°C

SMILES String

[Li+].[BH3-]N(C)C

InChI

1S/C2H9BN.Li/c1-4(2)3;/h1-3H3;/q-1;+1

InChIKey

CEDUMRZWZLVFKS-UHFFFAOYSA-N

Verwandte Kategorien

Allgemeine Beschreibung

Lithium dimethylaminoborohydride is a reagent exhibiting dual properties like a metal hydride and nitrogen nucleophile. It is generally considered as an alternative to lithium aluminum hydride (LAH) for the reduction of carbonyl compounds, amides, and lactams.

Anwendung

Lithium Aminoborohydride (LAB) Reagents

Reactant for:
  • B-H oxidative addition reactions
  • Reduction and amination reactions
  • Reduction of N-alkyl lactams
  • Synthesis of tertiary amine-boranes
Capable of reducing a variety of fuctional groups.
LABs can transfer the amine moiety, as in the case of the reaction with halopyridines and primary alkyl methanesulfonates.

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Zielorgane

Respiratory system

Zusätzliche Gefahrenhinweise

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

1.4 °F - closed cup

Flammpunkt (°C)

-17 °C - closed cup


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Kunden haben sich ebenfalls angesehen

Saikia, P.P.
Synlett, 995-995 (2007)
Shannon Thomas et al.
Organic letters, 5(21), 3867-3870 (2003-10-11)
[reaction: see text] Lithium aminoborohydride (LAB) reagents promote the amination of 2-fluoropyridine under mild reaction conditions, providing 2-(dialkylamino)pyridines in excellent yield and purity. Treatment of 2-fluoropyridine with 1.1 equiv of lithium aminoborohydride at room temperature affords complete conversion after 1
S Thomas et al.
Organic letters, 3(24), 3915-3918 (2001-11-27)
Lithium aminoborohydride (LAB) reagents initiate the amination or reduction of alkyl methanesulfonate esters, as dictated by reaction conditions. Alkyl methanesulfonate esters treated with unhindered LABs provide tertiary amines in excellent yield. Reduction to the corresponding alkane is achieved using a
Fisher, G. B. et al
The Journal of Organic Chemistry, 59, 6378-6378 (1994)
Pasumansky, L. et al
Aldrichimica Acta, 38, 61-61 (2005)

Artikel

Lithium aminoborohydride (LAB) reagents are a new class of powerful and selective reagents developed in the laboratory of Professor Bakthan Singaram at the University of California, Santa Cruz.

Lithium aminoborohydride (LAB) reagents are a new class of powerful and selective reagents developed in the laboratory of Professor Bakthan Singaram at the University of California, Santa Cruz.

Verwandter Inhalt

here are many optically active organic compounds of biological and medicinal significance. For example, statine analogs, antibiotics, anesthetics, heterocyclic compounds, unusual amino acids, and insect pheromones all contain stereogenic centers. There is, therefore, a continuous need for new asymmetric methodology.

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