1,5-Diazabiciclo[4.3.0]non-5-eno, 98 %, Thermo Scientific Chemicals
1,5-Diazabiciclo[4.3.0]non-5-eno, 98 %, Thermo Scientific Chemicals
1,5-Diazabiciclo[4.3.0]non-5-eno, 98 %, Thermo Scientific Chemicals
Thermo Scientific Chemicals

1,5-Diazabiciclo[4.3.0]non-5-eno, 98 %, Thermo Scientific Chemicals

CAS: 3001-72-7 | C7H12N2 | 124.19 g/mol
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Cantidad:
5 g
25 g
100 g
Número de catálogo A13437.22
también denominado A13437-22
Precio (EUR)
190,00
Each
Cantidad:
100 g
Pedido a granel o personalizado
Precio (EUR)
190,00
Each
Identificadores químicos
CAS3001-72-7
IUPAC Name2H,3H,4H,6H,7H,8H-pyrrolo[1,2-a]pyrimidine
Molecular FormulaC7H12N2
InChI KeySGUVLZREKBPKCE-UHFFFAOYSA-N
SMILESC1CN2CCCN=C2C1
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EspecificacionesSpecification SheetHoja de especificaciones
Appearance (Color)Clear colorless to yellow
Assay (GC)≥97.5%
Water Content (Karl Fischer Titration)≤1% (non-U.S. specification)
Identification (FTIR)Conforms (non-U.S. specification)
FormLiquid
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1,5-Diazabicyclo[4.3.0]non-5-ene is employed for dehydrohalogenation reactions and base-catalyzed rearrangements in organic synthesis. It is an amidine base used in organic synthesis. Further, it is used as a resin curing agent and polyurethane catalyst.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Aplicaciones
El 1,5-diazabiciclo[4.3.0]non-5-eno se emplea en reacciones de deshidrohalogenación y reordenamientos catalizados de base en síntesis orgánica. Es una base de amidina utilizada en la síntesis orgánica. Además, se utiliza como agente endurecedor de resina y catalizador de poliuretano.

Solubilidad
Miscible con agua.

Notas
Sensible al aire, la luz y la humedad. Higroscópico. Almacenar en lugar fresco. Mantenga el recipiente bien cerrado en un lugar seco y bien ventilado. Incompatible con cloruros ácidos, anhídridos ácidos, agentes oxidantes y cloroformatos.
RUO – Research Use Only

General References:

  1. The bicyclic amidines, DBN and DBU are strong organic bases initially introduced as reagents for dehydrohalogenation in vitamin A synthesis: Chem. Ber., 99, 2012 (1966).
  2. For use of DBN in the aldol condensation, see: J. Am. Chem. Soc., 90, 3245 (1968). For esterification of thermally unstable carboxylic acids with diethyl sulfate at ambient temperature, see: Synth. Commun., 6, 89 (1976). For use in the alkylation of thiols with dihalomethanes, see: Synthesis, 952 (1980). In refluxing xylene, DBN and DBU cleave hindered esters, e.g. mesitoates, by alkyl-oxygen cleavage: Tetrahedron Lett., 3987 (1972); J. Org. Chem., 38, 1223 (1973).
  3. Parviainen, A.; Wahlström, R.; Liimatainen, U.; Liitiä, T.; Rovio, S.; Helminen, J. K. J.; Hyväkkö, U.; King, A. W. T.; Suurnäkki, A.; Kilpeläinen, I. Sustainability of cellulose dissolution and regeneration in 1,5-diazabicyclo[4.3.0]non-5-enium acetate: a batch simulation of the IONCELL-F process. RSC Adv. 2015, 5 (85), 69728-69737.
  4. Barykina-Tassa, O. V.; Snider, B. B. Studies toward the synthesis of cinachyramine. An efficient route to 1,5-diazabicyclo[4.4.0]dec-5-enes. Tetrahedron Lett. 2015, 56 (23), 3151-3154.