Azodicarboxylates: Explosive properties and DSC measurements

Journal of Loss Prevention in the Process Industries

Volumn 23, Issue 6, 2010, Pages 734-739

  Berger, A ^a   Wehrstedt, K D ^a  

^a BAM FEDERAL INSTITUTE FOR MATERIALS RESEARCH AND TESTING   (Germany)

Author keywords

Azodicarboxylates; Differential scanning calorimetry (DSC); Explosive properties; Thermal decomposition

Indexed keywords

AZODICARBOXYLATES; CHEMICAL SYNTHESIS; DSC MEASUREMENTS; EXPLOSIVE PROPERTIES; HEAT OF DECOMPOSITION; LABORATORY TEST; LONG TERM; NITROGEN CONTENT; RESEARCH INSTITUTES; THERMAL BEHAVIOURS; THERMAL DECOMPOSITIONS; THERMAL HAZARDS; TRANSPORT OF DANGEROUS GOODS;

CALORIMETERS; CHEMICAL INDUSTRY; EXPLOSIVES; INDUSTRIAL CHEMICALS; PYROLYSIS; SCANNING; SYNTHESIS (CHEMICAL);

DIFFERENTIAL SCANNING CALORIMETRY;

EID: 78649743795     PISSN: 09504230     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jlp.2010.06.019     Document Type: Article

References (23)

1. Clark J.D., Shah A.S., Peterson J.C., Grogan F.M., Camden S.K. Application of reaction calorimetry toward understanding the large scale chemistry of ethyl diazoacetate. 27th North-American-Thermal-Analysis-Society conference 1999, Elsevier Science Bv, Savannah, Georgia.
2. Clark J.D., Shah A.S., Peterson J.C., Patelis L., Kersten R.J.A., Heemskerk A.H., et al. The thermal stability of ethyl diazoacetate. Thermochimica Acta 2002, 386(1):65-72.
3. Dembinski R. Recent advances in the Mitsunobu reaction: modified reagents and the quest for chromatography-free separation. European Journal of Inorganic Chemistry 2004, 13:2763-2772.
4. Grohmann, M. (2007). Zweikernige Ruthenium (I, I)- und Rhodium (II, II)-Komplexe als Katalysatoren für Lactam-Synthesen durch intramolekulare carbenoide C-H Insertionen von α-Diazoacetamiden. Vol. dissertation, Universität Ulms, Ulm.
5. Hillier M.C., Desrosiers J.N., Marcoux J.F., Grabowski E.J.J. Stereoselective carbon-carbon bond formation via the Mitsunobu displacement of chiral secondary benzylic alcohols. Organic Letters 2004, 6(4):573-576.
6. Jian-Mei L., Zhi-Bin Z., Min S. Lewis acid or Brønsted acid catalyzed reactions of vinylidene cyclopropanes with activated carbon-nitrogen, nitrogen-nitrogen, and iodine-nitrogen double-bond-containing compounds. Chemistry - A European Journal 2009, 15(4):963-971.
7. Kiankarimi M., Lowe R., McCarthy J.R., Whitten J.P. Diphenyl 2-pyridylphosphine and di-tert-butyl azodicarboxylate: convenient reagents for the Mitsunobu reaction. Tetrahedron Letters 1999, 40(24):4497-4500.
8. Kosower E.M., Kanetylondner H. Glutathione. 13. Mechanism of thiol oxidation by diazenedicarboxylic acid-derivatives. Journal of the American Chemical Society 1976, 98(10):3001-3007.
9. Malisch W., Grün K., Fried A., Reich W., Pfister H., Hutter G., Zsolnai L., et al. Cycloaddition reactions of molybdenum and tungsten phosphenium complexes with diazoethyl acetate: synthesis and structural characterization of 3-membered and 5-membered phosphametallacycles Phosphenium complexes. 39. Journal of Organometallic Chemistry 1998, 566(1-2):271-276.
10. Marsanich K., Barontini F., Cozzani V., Creemers A., Kersten R. Different scale experimental techniques to approach the problem of substances generated in the loss of control of chemical systems: a study on ethyl diazoacetate decomposition. Journal of Loss Prevention in the Process Industries 2004, 17(1):9-22.
11. Method A.14 Explosive properties. Official Journal of the European Communities 1992, 35:87-97. Annex to Commission Directive 92/69/EEC of 31 July 1992.
12. Meyer R. Explosivstoffe 1985, VCH, Weinheim.
13. Mitsunobu O. The use of diethyl azodicarboxylate and triphenylphosphine in synthesis and transformation of natural products. Synthesis 1981, 1:1-28.
14. Pelletier J.C., Kincaid S. Mitsunobu reaction modifications allowing product isolation without chromatography: application to a small parallel library. Tetrahedron Letters 2000, 41(6):797-800.
15. Sigma-Aldrich, from http://www.sigma-aldrich.com.
16. Sikder A.K., Maddala G., Agrawal J.P., Singh H. Important aspects of behaviour of organic energetic compounds: a review. Journal of Hazardous Materials 2001, 84(1):1-26.
17. Sugimura T., Hagiya K. DMEAD - a separation-friendly reagent for the Mitsunobu reaction. SYNFORM 2008.
18. Uemura T., Chatani N. Copper salt catalyzed addition of arylboronic acids to azodicarboxylates. Journal of Organic Chemistry 2005, 70(21):8631-8634.
19. UN recommendations on the transport of dangerous goods, manual of tests and criteria 2003, United Nations, New York and Geneva.
20. Bretherick's handbook of reactive chemical hazards 1999, Butterworth-Heinemann, Oxford. P.G. Urben (Ed.).
21. Vijay N., Smitha C.M., Akkattu T.B., Eringathodi S.A. Novel reaction of the "Huisgen zwitterion" with chalcones and dienones: an efficient strategy for the synthesis of pyrazoline and pyrazolopyridazine derivatives. Angewandte Chemie International Edition 2007, 46(12):2070-2073.
22. Wehrstedt, K.-D. (2001). Diethylazodicarboxylate, 35% in toluene, and technically pure. In IGUS EOS meeting. Washington.
23. Wehrstedt K.D., Wandrey P.A., Heitkamp D. Explosive properties of 1-hydroxybenzotriazoles. Journal of Hazardous Materials 2005, 126(1-3):1-7.