1,8-Diazabicyclo[5.4.0]undec-7-ene 98%

Sinônimo(s):

2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU

Empirical Formula (Hill Notation):

C₉H₁₆N₂

Peso molecular:

152.24

Beilstein:

508906

Número EC:

229-713-7

Número MDL:

MFCD00006930

ID de substância PubChem:

24848373

NACRES:

NA.22

pressão de vapor

5.3 mmHg ( 37.7 °C)

Nível de qualidade

200

teor

98%

forma

liquid

características do produto alternativo mais ecológico

Catalysis
Learn more about the Principles of Green Chemistry.

índice de refração

n20/D 1.522-1.524 (lit.)

pb

80-83 °C/0.6 mmHg (lit.)

densidade

1.018 g/mL at 25 °C (lit.)

categoria alternativa mais ecológica

Aligned

SMILES string

C1CCN2CCCN=C2CC1

InChI

1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2

InChI key

GQHTUMJGOHRCHB-UHFFFAOYSA-N

Descrição geral

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

1,8-Diazabicyclo[5.4.0]undec-7-ene is a bicyclic amidine base. It is non-nucleophilic, sterically hindered, tertiary amine base in organic chemistry. It is reported to be superior to amine catalyst in Baylis-Hillman reaction. It promotes the methylation reaction of phenols, indoles and benzimidazoles with dimethyl carbonate under mild conditions.

Aplicação

Used in a new synthesis of the ABCD ring system of Camptothecin.

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) may be used:

as catalyst for carboxylic acid esterification with dimethyl carbonate

in the synthesis of duocarmycin and CC-1065 analogs

as catalyst in aza-Michael addition and Knovenegal condensation reaction

as base for dehalogenation of halogenated Diels-Alder adducts and the resulting activated 2,4-dienones were subjected to regio- and stereo-directed Michael additions, using Yamamoto′s reagent (CH₃Cu · BF₃)

in a new synthesis of the ABCD ring system of Camptothecin

1,8-Diazabicyclo[5.4.0]undec-7-ene may be used as an catalyst for the dissolution and activation of cellulose by a reversible reaction of its hydroxyl groups with carbon dioxide. This dissolved cellulose system can be derivatized to form cellulose mixed esters.

Embalagem

25, 100, 500 g in glass bottle

2.5 kg in glass bottle

Características e benefícios

Strong hindered amine base.

Citação

An application review.