Chemistry:1,2,4-Butanetriol trinitrate

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1,2,4-Butanetriol trinitrate
1,2,4-Butanetriol trinitrate.svg
1,2,4-Butanetriol trinitrate molecule
Names
Preferred IUPAC name
Butane-1,2,4-triyl trinitrate
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 229-697-1
UNII
Properties
C4H7N3O9
Molar mass 241.11 g/mol
Density 1.52 g/cm3
Melting point 25 °C
Boiling point 230 °C (446 °F; 503 K) (explosion temperature)
Hazards
GHS pictograms GHS01: ExplosiveGHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
GHS Signal word Danger
H200, H300, H310, H330, H373, H411
P201, P202, P260, P262, P264, P270, P271, P273, P280, P281, P284, P301+310, P302+350, P304+340, P310, P314, P320, P321, P322, P330, P361, P363, P372, P373, P380
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Tracking categories (test):

1,2,4-Butanetriol trinitrate (BTTN), also called butanetriol trinitrate, is an important military propellant. It is a colorless to brown explosive liquid.[1]

BTTN is used as a propellant in virtually all single-stage missiles used by the United States, including the Hellfire.[2] It is less volatile, less sensitive to shock, and more thermally stable than nitroglycerine,[3] for which it is a promising replacement.[4]

BTTN as a propellant is often used in a mixture with nitroglycerin.[3] The mixture can be made by co-nitration of butanetriol and glycerol.[5] BTTN is also used as a plasticizer in some nitrocellulose-based propellants.[6]

BTTN is manufactured by nitration of 1,2,4-butanetriol.[7] Biotechnological manufacture of butanetriol is under intensive research.[8]

References

  1. ↑ Pisacane, Frank J. (1982). 1,2,4-Butanetriol: Analysis and Synthesis. PN. https://www.amazon.com/1-2-4-Butanetriol-Analysis-Synthesis/dp/B00BVD8Q06. 
  2. ↑ "Bacteria help make missile fuel". 2004-02-02. http://news.bbc.co.uk/2/hi/science/nature/3450853.stm. 
  3. ↑ 3.0 3.1 Varghese, T. L.; Krishnamurthy, V. N. (2017-01-03). The Chemistry and Technology of Solid Rocket Propellants (A Treatise on Solid Propellants). Allied Publishers. pp. 187. ISBN 978-93-85926-33-4. https://books.google.com/books?id=_fmGDgAAQBAJ. 
  4. ↑ Bhowmik, D.; Sadavarte, V.S.; Pande, S.M.; Saraswat, B.S. (2015). "An Energetic Binder for the Formulation of Advanced Solid Rocket Propellants". Central European Journal of Energetic Materials 12 (1): 147. http://yadda.icm.edu.pl/baztech/element/bwmeta1.element.baztech-98bc795f-3fcd-4a08-9855-d57a0cdf95c3. 
  5. ↑ Farncomb, Robert E.; Carr, Walter A. (1987-07-06). "Patent application: Co-Nitration of 1,2,4-Butanetriol and Glycerin". http://www.dtic.mil/docs/citations/ADD013053. 
  6. ↑ Sutton, George P.; Biblarz, Oscar (2016-11-30). Rocket Propulsion Elements. John Wiley & Sons. ISBN 978-1-118-75391-0. https://books.google.com/books?id=uKihDQAAQBAJ. 
  7. ↑ Gouranlou, Farideh; Kohsary, Iraj (2010-06-01). "Synthesis and Characterization of 1,2,4-Butanetrioltrinitrate". Asian Journal of Chemistry 22: 4221–4228. https://www.researchgate.net/publication/287002330. 
  8. ↑ Cao, Yujin; Niu, Wei; Guo, Jiantao; Xian, Mo; Liu, Huizhou (2015-12-16). "Biotechnological production of 1,2,4-butanetriol: An efficient process to synthesize energetic material precursor from renewable biomass". Scientific Reports 5 (1): 18149. doi:10.1038/srep18149. ISSN 2045-2322. PMID 26670289. Bibcode: 2015NatSR...518149C. 

External links



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