Saltar al contenido
Merck
Todas las fotos(1)

Documentos clave

Ver Toda la documentación

136581

Sigma-Aldrich

1,5-Diazabicyclo[4.3.0]non-5-ene

98%

Sinónimos:

DBN

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización

Seleccione un Tamaño

5 G
$24.300
25 G
$80.700
100 G
$162.000

$24.300

Fecha estimada de envío04 de mayo de 2025

Solicitar un pedido a granel
Todas las fotos(1)

Seleccione un Tamaño

Cambiar Vistas
5 G
$24.300
25 G
$80.700
100 G
$162.000

About This Item

Fórmula empírica (notación de Hill):
C7H12N2
Número de CAS:
3001-72-7
Peso molecular:
124.18
Beilstein:
2417
Número CE:
221-087-3
Número MDL:
MFCD00005554
Código UNSPSC:
12352005
ID de la sustancia en PubChem:
24848287
NACRES:
NA.22

$24.300

Fecha estimada de envío04 de mayo de 2025

Solicitar un pedido a granel

Nivel de calidad

200

Ensayo

98%

Formulario

liquid

índice de refracción

n20/D 1.519 (lit.)

bp

95-98 °C/7.5 mmHg (lit.)

densidad

1.005 g/mL at 25 °C (lit.)

cadena SMILES

C1CN=C2CCCN2C1

InChI

1S/C7H12N2/c1-3-7-8-4-2-6-9(7)5-1/h1-6H2

Clave InChI

SGUVLZREKBPKCE-UHFFFAOYSA-N

¿Está buscando productos similares? Visita Guía de comparación de productos

Descripción general

DBN is a strong base widely used as a catalyst in organic synthesis to facilitate Michael additions and aldol condensations.[1][2][3]

Aplicación

1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) can be used as:      
  •   A reagent for the synthesis of β-carbolines from tetrahydro-β-carbolines via dehydrogenative/decarboxylative aromatization.[4]       
  • A nucleophilic organocatalyst in the regioselective C-acylation of pyrroles and indoles by Friedel−Crafts acylation reaction.[1]
  •   A superbase in the formulation of a ternary liquid-liquid phase changing system, along with hexadecane and hexanol, to capture hydrogen sulfide gas.[5]      
  • A base for the preparation of 1H-quinazoline-2,4-diones from 2-aminobenzonitriles using supercritical carbon dioxide as a reactant and a solvent.[6]
  •   A catalyst for the synthesis of benzothiazolones by the reaction between 2-aminothiophenols and CO2 by cyclocarbonylation reaction via C-S bond formation.[2]

Pictogramas

Corrosion
GHS05

Palabra de señalización

Danger

Frases de peligro

H314

Clasificaciones de peligro

Skin Corr. 1B

Código de clase de almacenamiento

8A - Combustible corrosive hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

201.2 °F - closed cup

Punto de inflamabilidad (°C)

94 °C - closed cup

Equipo de protección personal

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

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
BCBK7579V
BCBH3818V
BCBT1403
BCBB0934V
BCBB0934

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

Busque por un COA

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Organic base-promoted efficient dehydrogenative/decarboxylative aromatization of tetrahydro-βcarbolines into β-carbolines under air.
Zhao Z, et al.
Tetrahedron Letters, 60(11), 800-804 (2019)
The simple solvent-free synthesis of 1H-quinazoline-2, 4-diones using supercritical carbon dioxide and catalytic amount of base
Mizuno T, et al.
Tetrahedron Letters, 45(38), 7073-7075 (2004)
Phase-Change Reversible Absorption of Hydrogen Sulfide by the Superbase 1, 5-Diazabicyclo [4.3. 0] non-5-ene in Organic Solvents.
Xu Z, et al.
Industrial & Engineering Chemistry Research, 58(4), 1701-1710 (2019)
Ryuichi Arakawa et al.
Journal of mass spectrometry : JMS, 40(1), 66-69 (2004-12-08)
When elemental selenium was added to a strongly basic amine, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), the selenium started to dissolve and the solution turned dark brown. We investigated the chemical reaction of this selenium dissolution process by electrospray ionization mass
Organic Base-Catalyzed C-S Bond Construction from CO2: A New Route for the Synthesis of Benzothiazolones.
Gao Xiang, et al.
Catalysts, 8(7), 271-271 (2018)
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

      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?

Reviews

No rating value

Active Filters

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico