Skip to Content
Merck

D27802

1,4-Diazabicyclo[2.2.2]octane

greener alternative

≥99%, crystals, ReagentPlus®

Synonym(s):

TED, Triethylenediamine

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C6H12N2
CAS Number:
280-57-9
Molecular Weight:
112.17
NACRES:
NA.21
PubChem Substance ID:
57654087
UNSPSC Code:
12352100
EC Number:
205-999-9
MDL number:
MFCD00006689
Beilstein/REAXYS Number:
103618

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

1,4-Diazabicyclo[2.2.2]octane, ReagentPlus®, ≥99%

InChI key

IMNIMPAHZVJRPE-UHFFFAOYSA-N

InChI

1S/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2

SMILES string

N12CCN(CC2)CC1

vapor pressure

2.9 mmHg ( 50 °C)

product line

ReagentPlus®

assay

≥99%

form

crystals

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.4634 (lit.)

mp

156-159 °C (lit.)

density

1.02 g/mL at 25 °C (lit.)

greener alternative category

, Aligned

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

1,4-Diazabicyclo[2.2.2]octane (DABCO) may be used in the synthesis of isoxazole derivatives via dehydration of primary nitro compounds in the presence of dipolarophiles. DABCO may be used in the preparation of the following:
  • DABCO bis(perhydrate)
  • DABCO monohydrate
  • DABCO hexahydrate

General description

1,4-Diazabicyclo[2.2.2]octane (DABCO) is a bicyclic compound used as a strong base and catalyst in organic synthesis.

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.
1,4-Diazabicyclo[2.2.2]octane (DABCO, triethylenediamine), a caged tertiary diamine, is a commonly used strong hindered amine base in chemical synthesis. It can also be employed as a complexing ligand and as a catalyst. Its gas-phase electronic absorption spectrum, vibrational spectra, multiphoton ionization (MPI), and two-photon fluorescence excitation (TPFE) spectra have been recorded and analyzed. Proton magnetic resonance (PMR) studies of DABCO in solid state were conducted in order to determine its line width, second moment, and spin-lattice relaxation time.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Sol. 1 - Skin Irrit. 2

Storage Class

4.1B - Flammable solid hazardous materials

wgk

WGK 1

flash_point_f

144.0 °F - closed cup

flash_point_c

62.2 °C - closed cup

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBD7018V
WXBD5875V
WXBD5006V
WXBD4406V
WXBD4224V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Experimental vibrational spectra and computational study of 1,4-diazabicyclo [2.2.2] octane.
Kovalenko VI, et al.
Journal of Molecular Structure, 1028, 134-140 (2012)
1,4-Diazabicyclo [2.2.2] octane (DABCO) as an Efficient Reagent for the Synthesis of Isoxazole Derivatives from Primary Nitro Compounds and Dipolarophiles: The Role of the Base.
Cecchi L, et al.
European Journal of Organic Chemistry, 2006(21), 4852-4860 (2006)
Structure and Intramolecular Motions in Triethylenediamine as Studied by Gas Electron Diffraction.
Yokozeki A and Kuchitsu K.
Bulletin of the Chemical Society of Japan, 44(1), 72-77 (1971)
Multiphoton ionization and two-photon fluorescence excitation spectroscopy of triethylenediamine.
Parker DH and Avouris P.
J. Chem. Phys., 71(3), 1241-1246 (1979)
Proton Magnetic Resonance Studies of Solid Triethylenediamine-Molecular Structure and Motions.
Smith GW.
J. Chem. Phys., 43(12), 4325-4336 (1965)
View All Related Papers

Related Content

多孔性配位高分子（PCP）/金属有機構造体（MOF）の基礎

PCP/MOFとは、金属イオンと有機物の配位結合を利用して多孔性構造を形成する、錯体化学を基盤とした材料です。様々な金属イオンとそれらを連結する架橋性の有機配位子を組み合わせることで、内部に空間を持つ結晶性高分子構造を作ることが可能です。

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service