1,5-Diazabicyclo[4.3.0]non-5-ene, 98%

Name: 1,5-Diazabicyclo[4.3.0]non-5-ene, 98%
SKU: A13437.14
Price: 67.10 EUR

CAS: 3001-72-7 | C7H12N2 | 124.19 g/mol

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Catalog number A13437.14

also known as A13437-14

Price (EUR)

67,10

Each

Quantity:

25 g

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Price (EUR)

67,10

Each

Chemical Identifiers

CAS3001-72-7

IUPAC Name2H,3H,4H,6H,7H,8H-pyrrolo[1,2-a]pyrimidine

Molecular FormulaC7H12N2

InChI KeySGUVLZREKBPKCE-UHFFFAOYSA-N

SMILESC1CN2CCCN=C2C1

Specifications

Specification Sheet

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

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.

Applications
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.

Solubility
Miscible with water.

Notes
Air, light and moisture sensitive. Hygroscopic. Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with acid chlorides, acid anhydrides, oxidizing agents and chloroformates.

RUO – Research Use Only

General References:

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).
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).
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.
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.