D27802
1,4-Diazabicyclo[2.2.2]octane
≥99%, crystals, ReagentPlus®
동의어(들):
TED, Triethylenediamine
조직 및 계약 가격을 보려면 로그인를 클릭합니다.
크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C6H12N2
CAS 번호:
Molecular Weight:
112.17
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
205-999-9
MDL number:
Beilstein/REAXYS Number:
103618
Assay:
≥99%
Form:
crystals
제품 이름
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
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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
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General description
1,4-Diazabicyclo[2.2.2]octane (DABCO) is a bicyclic compound used as a strong base and catalyst in organic synthesis.
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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.
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
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Sol. 1 - Skin Irrit. 2
저장 등급
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
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)
Hydrogen bonding in the perhydrate and hydrates of 1,4-diazabicyclo [2.2.2] octane (DABCO).
Laus G, et al.
CrystEngComm, 10(11), 1638-1644 (2008)
Reversible crosslinking and fast stress relaxation in dynamic polymer networks via transalkylation using 1, 4-diazabicyclo [2.2. 2] octane
Maassen EEL, et al.
Open Journal of Polymer Chemistry, 12(25), 3640-3649 (2025)
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)
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)
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