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Thermal Stability and Explosive Hazard Assessment of Diazo Compounds and Diazo Transfer Reagents

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Green, Sebastian P., Wheelhouse, Katherine M., Payne, Andrew D., Hallett, Jason P., Miller, Philip W., Bull, James A.·2020·Organic Process Research & Development
DOI 10.1021/acs.oprd.9b00422
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Abstract

-ABSA). The Yoshida correlation is applied to DSC data for each diazo compound to provide an indication of both their impact sensitivity (IS) and explosivity. As a neat substance, none of the diazo compounds tested are predicted to be explosive, but many (particularly donor/acceptor diazo compounds) are predicted to be impact-sensitive. It is therefore recommended that manipulation, agitation, and other processing of neat diazo compounds are conducted with due care to avoid impacts, particularly in large quantities. The full dataset is presented to inform chemists of the nature and magnitude of hazards when using diazo compounds and diazo transfer reagents. Given the demonstrated potential for rapid heat generation and gas evolution, adequate temperature control and cautious addition of reagents that begin a reaction are strongly recommended when conducting reactions with diazo compounds.

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Research works printed but not linked: 115

  1. 10.1021/cr040677v · doi:10.1021/cr040677v
  2. 10.1021/cr050982w · doi:10.1021/cr050982w
  3. Stoessel F., 2008, Thermal Safety of Chemical Processes, 10.1002/9783527621606 · doi:10.1002/9783527621606
  4. 10.1021/acs.joc.8b02068 · doi:10.1021/acs.joc.8b02068
  5. 10.1002/chem.201902036 · doi:10.1002/chem.201902036
  6. Klapötke T. M., 2015, Chemistry of High-Energy Materials, 10.1515/9783110439335 · doi:10.1515/9783110439335
  7. Matyáš R., 2012, Primary Explosives
  8. 10.1080/10629369308028824 · doi:10.1080/10629369308028824
  9. 10.1039/C7CE01914A · doi:10.1039/c7ce01914a
  10. Frurip D. J., 2012, Chem. Eng. News, 12, 1287
  11. Weaver M., 2016, Proceedings of the 19th Seminar on New Trends in Research of Energetic Materials, Part 2, 1037
  12. 10.1016/j.jhazmat.2004.06.022 · doi:10.1016/j.jhazmat.2004.06.022
  13. Yoshida T., 1987, Kogyo Kayaku, 48, 311
  14. 10.1021/acs.joc.9b00269 · doi:10.1021/acs.joc.9b00269
  15. 10.1021/cr00028a010 · doi:10.1021/cr00028a010
  16. 10.1039/C6CC01958G · doi:10.1039/c6cc01958g
  17. 10.1039/C8OB02703J · doi:10.1039/c8ob02703j
  18. 10.1021/cr010007e · doi:10.1021/cr010007e
  19. 10.1039/b309046a · doi:10.1039/b309046a
  20. Davies H. M. L., 2001, Organic Reactions, 57, 1
  21. 10.1002/anie.200905573 · doi:10.1002/anie.200905573
  22. 10.1021/ja201237j · doi:10.1021/ja201237j
  23. 10.1021/acs.oprd.8b00214 · doi:10.1021/acs.oprd.8b00214
  24. 10.1021/ja00074a012 · doi:10.1021/ja00074a012
  25. 10.1021/ja9604931 · doi:10.1021/ja9604931
  26. 10.1039/C39810000688 · doi:10.1039/c39810000688
  27. 10.1021/cr0200217 · doi:10.1021/cr0200217
  28. 10.1039/c0cs00217h · doi:10.1039/c0cs00217h
  29. 10.1021/ja513275c · doi:10.1021/ja513275c
  30. 10.1021/acs.chemrev.7b00382 · doi:10.1021/acs.chemrev.7b00382
  31. 10.1021/ja994136c · doi:10.1021/ja994136c
  32. 10.1021/ol0157858 · doi:10.1021/ol0157858
  33. 10.1038/s41586-018-0799-2 · doi:10.1038/s41586-018-0799-2
  34. 10.1002/anie.201105485 · doi:10.1002/anie.201105485
  35. 10.1021/acs.joc.6b02998 · doi:10.1021/acs.joc.6b02998
  36. 10.1016/j.tet.2013.01.020 · doi:10.1016/j.tet.2013.01.020
  37. 10.1016/S0040-4039(00)93616-5 · doi:10.1016/s0040-4039(00)93616-5
  38. 10.1021/ja00412a048 · doi:10.1021/ja00412a048
  39. 10.1002/anie.201408928 · doi:10.1002/anie.201408928
  40. 10.1039/C5CC05740J · doi:10.1039/c5cc05740j
  41. 10.1021/acs.joc.6b02134 · doi:10.1021/acs.joc.6b02134
  42. 10.1002/anie.201502484 · doi:10.1002/anie.201502484
  43. 10.1002/anie.201511433 · doi:10.1002/anie.201511433
  44. 10.1039/C7CC02650A · doi:10.1039/c7cc02650a
  45. 10.1021/jo0268409 · doi:10.1021/jo0268409
  46. 10.1021/jo201042c · doi:10.1021/jo201042c
  47. 10.1055/s-0031-1290772 · doi:10.1055/s-0031-1290772
  48. 10.1002/ejoc.201600947 · doi:10.1002/ejoc.201600947
  49. 10.1002/ejoc.201501027 · doi:10.1002/ejoc.201501027
  50. Simpson J. H., 2014, Managing Hazardous Reactions and Compounds in Process Chemistry, 235, 10.1021/bk-2014-1181.ch009 · doi:10.1021/bk-2014-1181.ch009
  51. 10.15227/orgsyn.036.0016 · doi:10.15227/orgsyn.036.0016
  52. 10.1021/j150323a030 · doi:10.1021/j150323a030
  53. 10.1002/1521-3773(20010417)40:8<1430::AID-ANIE1430>3.0.CO;2-W · doi:10.1002/1521-3773(20010417)40:8<1430::aid-anie1430>3.0.co;2-w
  54. 10.1021/ja01073a029 · doi:10.1021/ja01073a029
  55. 10.1021/ja01601a085 · doi:10.1021/ja01601a085
  56. 10.1002/ejoc.201501027 · doi:10.1002/ejoc.201501027
  57. 10.1021/jo00917a031 · doi:10.1021/jo00917a031
  58. 10.1016/S0040-6031(01)00761-4 · doi:10.1016/s0040-6031(01)00761-4
  59. 10.1016/S0040-6031(01)00760-2 · doi:10.1016/s0040-6031(01)00760-2
  60. 10.1002/anie.201814123 · doi:10.1002/anie.201814123
  61. Meyer R., 2007, Explosives, 10.1002/9783527617043 · doi:10.1002/9783527617043
  62. 10.1016/0040-6031(86)85245-5 · doi:10.1016/0040-6031(86)85245-5
  63. 10.1002/chem.201101590 · doi:10.1002/chem.201101590
  64. 10.1002/chem.201500416 · doi:10.1002/chem.201500416
  65. 10.1021/acs.oprd.5b00308 · doi:10.1021/acs.oprd.5b00308
  66. 10.1002/cber.189402702141 · doi:10.1002/cber.189402702141
  67. 10.1002/0471264180.or008.08 · doi:10.1002/0471264180.or008.08
  68. 10.1039/C6OB00715E · doi:10.1039/c6ob00715e
  69. 10.1016/0040-4020(95)00210-Y · doi:10.1016/0040-4020(95)00210-y
  70. 10.1016/S0040-4039(02)01443-0 · doi:10.1016/s0040-4039(02)01443-0
  71. 10.1021/ja0459779 · doi:10.1021/ja0459779
  72. 10.1002/anie.201000787 · doi:10.1002/anie.201000787
  73. 10.1126/science.1218781 · doi:10.1126/science.1218781
  74. 10.1021/jo202214e · doi:10.1021/jo202214e
  75. 10.1016/S0040-4039(00)01856-6 · doi:10.1016/s0040-4039(00)01856-6
  76. 10.1002/ejoc.200400700 · doi:10.1002/ejoc.200400700
  77. 10.1021/ol070515w · doi:10.1021/ol070515w
  78. 10.1021/ol500267w · doi:10.1021/ol500267w
  79. 10.1021/jacs.6b09674 · doi:10.1021/jacs.6b09674
  80. 10.1002/chem.201605335 · doi:10.1002/chem.201605335
  81. 10.1039/C8CC07060A · doi:10.1039/c8cc07060a
  82. 10.1021/jacs.8b05946 · doi:10.1021/jacs.8b05946
  83. Regitz M., 1986, Diazo Compounds—Properties and Synthesis
  84. 10.1039/jr9520004735 · doi:10.1039/jr9520004735
  85. 10.1002/anie.201608444 · doi:10.1002/anie.201608444
  86. 10.1002/chem.201304656 · doi:10.1002/chem.201304656
  87. 10.1002/tcr.201600118 · doi:10.1002/tcr.201600118
  88. 10.1021/acs.joc.8b01587 · doi:10.1021/acs.joc.8b01587
  89. 10.15227/orgsyn.073.0144 · doi:10.15227/orgsyn.073.0144
  90. 10.1002/anie.197200441 · doi:10.1002/anie.197200441
  91. 10.1021/ol2007555 · doi:10.1021/ol2007555
  92. 10.1021/jo00795a052 · doi:10.1021/jo00795a052
  93. Katritzky A. R., 2012, Chem. Eng. News, 90, 4, 10.1021/cen-09045-letters · doi:10.1021/cen-09045-letters
  94. 10.1080/00397918108065754 · doi:10.1080/00397918108065754
  95. 10.1016/0040-6031(94)85051-8 · doi:10.1016/0040-6031(94)85051-8
  96. 10.1055/s-1996-5440 · doi:10.1055/s-1996-5440
  97. 10.1039/B707931C · doi:10.1039/b707931c
  98. Nikolaev V. A., 2015, EEROS Encyclopedia of Reagents for Organic Synthesis, 2, 1
  99. 10.1021/ja01037a016 · doi:10.1021/ja01037a016
  100. Balabanov G. P., 1968, J. Appl. Chem. USSR (Zh. Prikl. Khim.), 41, 2578
  101. 10.1080/00397918708063988 · doi:10.1080/00397918708063988
  102. 10.1016/j.tetlet.2018.11.051 · doi:10.1016/j.tetlet.2018.11.051
  103. 10.1021/ja01606a021 · doi:10.1021/ja01606a021
  104. 10.1039/P19800001512 · doi:10.1039/p19800001512
  105. 10.1021/jo005738d · doi:10.1021/jo005738d
  106. 10.1021/jo101296s · doi:10.1021/jo101296s
  107. 10.1021/jo301529b · doi:10.1021/jo301529b
  108. 10.1002/047084289X.rn00114.pub2 · doi:10.1002/047084289x.rn00114.pub2
  109. 10.1039/p19940002077 · doi:10.1039/p19940002077
  110. 10.1021/jo5025909 · doi:10.1021/jo5025909
  111. 10.1246/bcsj.47.2825 · doi:10.1246/bcsj.47.2825
  112. 10.1080/00304948109356105 · doi:10.1080/00304948109356105
  113. 10.1021/ed400002t · doi:10.1021/ed400002t
  114. Berger, A.; Wehrstedt, K. D. In Azodicarboxylates: Explosive Properties and Thermal Hazards , Mary Kay O’Connor Process Safety Center 12th Annual Symposium “Beyond Regulatory Compliance: Making Safety Second Nature”; Texas A&M, 2009; pp 192–202.
  115. 10.1021/op9901801 · doi:10.1021/op9901801

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Metadata

Authors
Green, S. P., Wheelhouse, K. M., Payne, A. D., Hallett, J. P., Miller, P. W., & Bull, J. A.
Venue
Organic Process Research & Development
Publisher
American Chemical Society (ACS)
Published
2019-11-28
Volume
24
Issue
1
Pages
67-84
ISSN
  • 1083-6160 (ISSN-L)
  • 1520-586X
DOI
10.1021/acs.oprd.9b00422
OpenAlex
W2991636900
Cited by
363
References
31
FWCI
15.15
Type
journal article
Language
en
Open access
hybrid
Licence
pubs.acs.org/page/policy/authorchoice_termsofuse.html (vor, 34 d)

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CoChat. (2026). Citation check: Thermal Stability and Explosive Hazard Assessment of Diazo Compounds and Diazo Transfer Reagents. https://app.cochat.ai/papers/10.1021/acs.oprd.9b00422
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Green, S. P., Wheelhouse, K. M., Payne, A. D., Hallett, J. P., Miller, P. W., & Bull, J. A. (2020). Thermal Stability and Explosive Hazard Assessment of Diazo Compounds and Diazo Transfer Reagents. Organic Process Research & Development. https://doi.org/10.1021/acs.oprd.9b00422

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