1,8-Diazabicyclo[5.4.0]undec-7-ene, 0.98

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

CAS Number: 6674-22-2

Formula: C9H16N2

Formula Weight: 152.24

Linear Formula: C9H16N2

MDL No.: MFCD00006930

Purity: 0.98

Boiling Point: 80-83 C/0.6 mmHg(lit.)

Density: 1.018 g/mL at 25 C(lit.)

Refractive Index: n20/D 1.522-1.524(lit.)

Beilstein Registry Number: 508906

EC Number: 229-713-7

UNSPSC Code: 12352302

Features and Benefits: Strong hindered amine base.

General description: 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.

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

Application: 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

Application: 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.