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136581

Sigma-Aldrich

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

98%

Sinonimo/i:

DBN

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CHF 138.00

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5 G
CHF 36.20
25 G
CHF 84.20
100 G
CHF 138.00

About This Item

Formula empirica (notazione di Hill):
C7H12N2
Numero CAS:
3001-72-7
Peso molecolare:
124.18
Beilstein:
2417
Numero CE:
221-087-3
Numero MDL:
MFCD00005554
Codice UNSPSC:
12352005
ID PubChem:
24848287
NACRES:
NA.22

CHF 36.20

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Livello qualitativo

200

Saggio

98%

Stato

liquid

Indice di rifrazione

n20/D 1.519 (lit.)

P. ebollizione

95-98 °C/7.5 mmHg (lit.)

Densità

1.005 g/mL at 25 °C (lit.)

Stringa SMILE

C1CN=C2CCCN2C1

InChI

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

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Categorie correlate

Descrizione generale

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

Applicazioni

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]

Pittogrammi

Corrosion
GHS05

Avvertenze

Danger

Indicazioni di pericolo

H314

Classi di pericolo

Skin Corr. 1B

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

201.2 °F - closed cup

Punto d’infiammabilità (°C)

94 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
BCBK7579V
BCBH3818V
BCBT1403
BCBB0934V
BCBB0934

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Arinze Akutekwe et al.
IET systems biology, 9(6), 294-302 (2015-11-19)
Accurate and reliable modelling of protein-protein interaction networks for complex diseases such as colorectal cancer can help better understand mechanism of diseases and potentially discover new drugs. Different machine learning methods such as empirical mode decomposition combined with least square
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
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Questions

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  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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