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33482

Sigma-Aldrich

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

puriss., ≥99.0% (GC)

Sinónimos:

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

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$73.90
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$214.00
1 L
$732.00

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50 ML
$73.90
250 ML
$214.00
1 L
$732.00

About This Item

Fórmula empírica (notación de Hill):
C9H16N2
Peso molecular:
152.24
Beilstein:
508906
Número CE:
229-713-7
Número MDL:
MFCD00006930
Código UNSPSC:
12352005
ID de la sustancia en PubChem:
329754558
NACRES:
NA.22

$73.90

Disponible para envío el07 de abril de 2025Detalles

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presión de vapor

7.1 hPa ( 37.7 °C)

Nivel de calidad

200

grado

puriss.

Ensayo

≥99.0% (GC)

Formulario

liquid

índice de refracción

n20/D 1.523

pH

(12,8 at 10 g/l at 20 °C)

bp

115 °C/11 mmHg (lit.)

mp

-70  °C

densidad

1.019 g/mL at 20 °C (lit.)

cadena SMILES

C1CCN2CCCN=C2CC1

InChI

1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2

Clave InChI

GQHTUMJGOHRCHB-UHFFFAOYSA-N

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Aplicación

1,8-Diazabicyclo[5.4.0]undec-7-ene can be used:
  • To mediate the aza-Michael addition of nitrogen nucleophiles to α,β-unsaturated carbonyl compounds.[1]
  • As a nucleophilic catalyst for the esterification of carboxylic acid with dimethyl carbonate.[2]
  • As a bidentate ligand in copper (I) bromide mediated atom transfer radical polymerization of methyl methacrylate.[3]
  • As an efficient catalyst for the transesterification of dimethyl carbonate with glycerol.[4]
Amidine base used for dehydrohalogenation reactions to olefinscitation; Further important applications are e.g.: esterification of carboxylic acids with alkyl halidescitationcitation; Alkylation and acylation of active methylene compoundscitation

Otras notas

Amidine base used for dehydrohalogenation reactions to olefins[5]; Further important applications are e.g.: esterification of carboxylic acids with alkyl halides[6][7]; Alkylation and acylation of active methylene compounds[8]

Pictogramas

Skull and crossbonesCorrosion
GHS06,GHS05

Palabra de señalización

Danger

Frases de peligro

H290,H301,H314,H412

Clasificaciones de peligro

Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Código de clase de almacenamiento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

240.8 °F

Punto de inflamabilidad (°C)

116 °C

Equipo de protección personal

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
BCCH0141
BCCK2213
BCCF4630
BCCC1265
BCBS0249V

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Visite la Librería de documentos

N. Ono et al.
Bulletin of the Chemical Society of Japan, 52, 1716-1716 (1979)
H. Oediger et al.
Synthesis, 591-591 (1972)
1, 8-Diazabicyclo [5.4. 0] undec-7-ene (DBU) as ligand for atom transfer radical polymerization (ATRP)
Fournier D, et al.
European Polymer Journal, 41(7), 1576-1581 (2005)
C.G. Rao
Organic preparations and procedures international, 12, 225-225 (1980)
N. Ono et al.
Bulletin of the Chemical Society of Japan, 51, 2401-2401 (1978)
Ver todos los artículos relacionados

Questions

1–2 of 2 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/449/386/product-dating-information-mk.pdf

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  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

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