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D27802

1,4-Diazabicyclo[2.2.2]octane

≥99%, crystals, ReagentPlus®

greener alternative

Alternativa más ecológica

Sinónimos:

TED, Triethylenediamine

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Fórmula empírica (notación de Hill):
C6H12N2
Número CAS:
Peso molecular:
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
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Nombre del producto

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

vapor pressure

2.9 mmHg ( 50 °C)

Quality Segment

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

SMILES string

N12CCN(CC2)CC1

InChI

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

InChI key

IMNIMPAHZVJRPE-UHFFFAOYSA-N

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.

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

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Este artículo
139009682101159166
description

ReagentPlus®, ≥99%

description

98%

description

-

description

99%

assay

≥99%

assay

98%

assay

-

assay

99%

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

mp

156-159 °C (lit.)

mp

-70 °C

mp

>250 °C

mp

-

form

crystals

form

liquid

form

-

form

liquid

refractive index

n20/D 1.4634 (lit.)

refractive index

n20/D 1.522-1.524 (lit.)

refractive index

-

refractive index

n20/D 1.539 (lit.)

density

1.02 g/mL at 25 °C (lit.)

density

1.018 g/mL at 25 °C (lit.)

density

-

density

1.064 g/mL at 25 °C (lit.)


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signalword

Danger

Hazard Classifications

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

Clase de almacenamiento

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



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Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. What is the storage temperature for the D27802 ? I was used to use the D2522 and it was kept at 4°C.

    1 answer
    1. D27802 is 1,4-Diazabicyclo[2.2.2]octane that can be stored at room temperature but in inert environment. The product should still be suitable to use at 4°C.

      Helpful?

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