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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%

CAS-Nummer
3001-72-7
Synonyme
DBN

Größe Preis ($) Menge Verfügbarkeit
25g 63,14
100g 179,46
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1,5-Diazabicyclo[4.3.0]non-5-ene, 98%

MDL
MFCD00005554
EINECS
221-087-3

Chemische Eigenschaften

Formel
C7H12N2
Molmasse
124.19
Siedepunkt
95-98°/7mm
Flammpunkt
94°(201°F)
Dichte
1.042
Brechungsindex
1.5200
Sensitivität
Air Sensitive & Hygroscopic
Löslichkeit
Miscible with water.

Anwendungen

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.

Bemerkungen

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.

Literaturverweise

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.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H314-H318

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

Sicherheitshinweise: 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.

Weitere Referenzen

Beilstein
2417
Gefahrenklasse
8
Verpackungsgruppe
II
Harmonized Tariff Code
2933.59
TSCA
No

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