Direkt zum Inhalt
Merck

196193

Sigma-Aldrich

Red-Al® Natrium-bis(2-methoxyethoxy)aluminiumhydrid -Lösung

≥60 wt. % in toluene

Synonym(e):

Natrium-bis-(2-methoxy-ethoxy)-aluminium-dihydrid, Natrium-dihydrido-bis-(2-methoxyethoxy)-aluminat -Lösung, SDMA

Anmeldenzur Ansicht organisationsspezifischer und vertraglich vereinbarter Preise


About This Item

Lineare Formel:
NaAlH2(OCH2CH2OCH3)2
CAS-Nummer:
Molekulargewicht:
202.16
MDL-Nummer:
UNSPSC-Code:
12352000
PubChem Substanz-ID:
NACRES:
NA.22

Dampfdruck

21 mmHg ( 20 °C)

Qualitätsniveau

Expl.-Gr.

7 %

Eignung der Reaktion

reagent type: reductant

Konzentration

≥60 wt. % in toluene

Dichte

1.036 g/mL at 25 °C

SMILES String

[Na+].[H][Al-]([H])(OCCOC)OCCOC

InChI

1S/2C3H7O2.Al.Na.2H/c2*1-5-3-2-4;;;;/h2*2-3H2,1H3;;;;/q2*-1;2*+1;;

InChIKey

XJIQVZMZXHEYOY-UHFFFAOYSA-N

Verwandte Kategorien

Allgemeine Beschreibung

Red-Al® sodium bis(2-methoxyethoxy)aluminum hydride [NaAlH2(OCH2CH2OCH3)2] is used as a versatile reducing agent in organic synthesis. It is used to reduce:

  • Aldehydes, ketones, esters, and anhydrides to primary alcohols.
  • Ketoximes and aldoximes to primary amines.
  • Cyclic compounds such as lactones and epoxides to diols.


It is also used as a catalyst in the ring-opening polymerization reactions.

SBAH is a reducing agent used to reduce functional groups like carbonyls, amides, epoxides, esters, and carboxylic acids.

Anwendung

Employed in the efficient reduction of N-Boc amino acid secondary amides leading to chiral diamines.
Red-Al® sodium bis(2-methoxyethoxy)aluminum hydride can be used as:       
  • A tosyl deprotecting agent.       
  • A catalyst for crosslinking of polyvinylsilanes (PVS) by Si-Si dehydrocoupling reaction in the presence of group 4 metallocene complexes.       
  • A reducing reagent for the synthesis of optically active N-protected amino alcohols and peptide alcohols.

Rechtliche Hinweise

Red-Al is a registered trademark of Merck KGaA, Darmstadt, Germany

Signalwort

Danger

Gefahreneinstufungen

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 2 Inhalation - STOT SE 3 - Water-react 1

Zielorgane

Central nervous system

Zusätzliche Gefahrenhinweise

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

39.2 °F - closed cup

Flammpunkt (°C)

4 °C - closed cup


Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

Besitzen Sie dieses Produkt bereits?

In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Reductive cleavage of sulfonamides with sodium bis (2-methoxyethoxy) aluminum hydride
Gold EH and Babad E
The Journal of Organic Chemistry, 37(13), 2208-2210 (1972)
Living ring-opening polymerization of L-lactide catalyzed by red-Al
Li Hong, et al.
Organometallics, 23(6), 1411-1415 (2004)
Alexandra J Townsend et al.
Biochimica et biophysica acta. Bioenergetics, 1859(9), 666-675 (2018-03-20)
Non-photochemical quenching (NPQ) of chlorophyll fluorescence is the process by which excess light energy is harmlessly dissipated within the photosynthetic membrane. The fastest component of NPQ, known as energy-dependent quenching (qE), occurs within minutes, but the site and mechanism of
Simple and efficient synthesis of chiral amino alcohols with an amino acid-based skeleton
Juszczyk P, et al.
Lett. Pept. Sci., 10(2), 79-82 (2003)
Properties of sodium bis-(2-methoxyethoxy) aluminium hydride. IV. Reduction of oximes, amides, lactams, imides and nitriles
v Cerny M, et al.
Collection of Czechoslovak Chemical Communications, 34(3), 1033-1041 (1969)

Artikel

Red-Al® is a versatile and safe reducing agent, serving as a substitute for LiAlH4 in many reactions, with nonpyrophoric properties.

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

Setzen Sie sich mit dem technischen Dienst in Verbindung.