139009
Aldrich

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

98%

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1 of 1

Synonym

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

DBU

Molecular Formula

C₉H₁₆N₂

Molecular Weight

152.24

CAS Number

6674-22-2

Beilstein Registry Number

508906

MDL number

MFCD00006930

PubChem Substance ID

24848373

EG/EC Number

229-713-7

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Descriptions

Application

Used in a new synthesis of the ABCD ring system of Camptothecin.³

Halogenated Diels-Alder adducts were dehydrohalogenated with this base, and the resulting activated 2,4-dienones were subjected to regio- and stereo-directed Michael additions, using Yamamoto's reagent (CH₃Cu · BF₃).²

Features and Benefits

Strong hindered amine base.

Packaging

25, 100, 500 g in glass btl

Citation

An application review.¹

Properties

vapor pressure

5.3 mmHg ( 37.7 °C)

assay

98%

refractive index

n20/D 1.522(lit.)

n20/D 1.5220(lit.)

80-83 °C/0.6 mmHg(lit.)

density

1.018 g/mL at 25 °C(lit.)

References

Cited Reference

1. Synlett 3, 574-575, (2004)

2. Tet. 60, 4821-4827, (2004)

3. Org. Lett. 8, 4665, (2006) abstract

Beilstein

Beil. 23,V,5,271

Fieser

Fieser 2,101 / Fieser 4,119 / Fieser 5,177 / Fieser 6,158 / Fieser 7,87 / Fieser 12,156 / Fieser 13,92 / Fieser 14,109 / Fieser 15,109 / Fieser 16,105 / Fieser 17,99

reference

Aldrich MSDS 1, 572:A / Corp MSDS 1 (1), 1062:A / FT-IR 2 (1), 1399:C / FT-IR 1 (1), 826:B / FT-NMR 1 (1), 1334:C / IR-Spectra (3), 491:B / IR-Spectra (2), 434:G / NMR-Reference 2 (1), 684:B / RegBook 1 (1), 969:J / Sigma FT-IR 1 (2), 435:C / Structure Index 1, 151:A:3 / Vapor Phase 3, 794:B

Safety

Hazard Codes

Risk Statements

22-34-52/53

Safety Statements

26-36/37/39-45

RIDADR

UN 3267 8/PG 2

WGK Germany

UEL

6.50%

LEL