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Documenti

902594

Sigma-Aldrich

Diisopropyl 2-oxomalonate

≥95%

Sinonimo/i:

Di-isopropyl ketomalonate, Kurti amination reagent, Kurti amine umpolung reagent

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About This Item

Formula empirica (notazione di Hill):
C9H14O5
Numero CAS:
73972-39-1
Peso molecolare:
202.20
Codice UNSPSC:
12352101

Saggio

≥95%

Forma fisica

liquid

Indice di rifrazione

n/D 1.414

Densità

1.036

InChI

1S/C9H14O5/c1-5(2)13-8(11)7(10)9(12)14-6(3)4/h5-6H,1-4H3
ISAKWFYKUTYAQE-UHFFFAOYSA-N

Applicazioni

As demonstrated by Laszlo Kürti′s lab, the sterically hindered di-isopropyl keto malonate and its hydrate (902764) are excellent N-umpolung reagents for both aliphatic and aromatic primary amines via a simple condensation reaction. The steric hindrance in ester moiety allows the preparation of the corresponding iminomalonates in high yield and lends these imines sufficient hydrolytic stability during the purification process. The N-alkyl as well as N-aryl iminomalonates act as singly N-electrophilic reagents towards strong C-nucleophiles such as alkyl- and arylmetals (e.g., Grignard reagents). Thus, unsymmetrical secondary amines may be readily prepared at low temperatures and in the absence of transition metal catalysts.

Altre note

Practical Singly and Doubly Electrophilic Aminating Agents: A New, More Sustainable Platform for Carbon-Nitrogen Bond Formation

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

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