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3001-72-7 - 1,5-Diazabicyclo[4.3.0]non-5-ene, 98% - DBN - A13437 - Alfa Aesar

A13437 1,5-Diazabicyclo[4.3.0]non-5-ene, 98%

Numéro CAS
3001-72-7
Synonymes
DBN

Dimensions Prix ($) Quantité Disponibilité
25g 62,50
100g 191,00
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1,5-Diazabicyclo[4.3.0]non-5-ene, 98%

MDL
MFCD00005554
EINECS
221-087-3

Propriétés chimiques

Formule
C7H12N2
Poids formulaire
124.19
Point d'ébullition
95-98°/7mm
Point d'éclair
94°(201°F)
Densité
1.042
Indice de réfraction
1.5200
Sensibilité
Air Sensitive & Hygroscopic
Solubilité
Miscible with water.

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.

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.

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Mentions de prudence: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P363-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
2417
Classe de danger
8
Groupe d'emballage
II
Code tarifaire harmonisé
2933.59
TSCA
No

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Analytique et matériel de laboratoire