| 词条 | 2-Dimethylaminoethylazide |
| 释义 |
| Watchedfields = changed | verifiedrevid = 271672001 | ImageFile = DMAZ.png | ImageSize = 150px | ImageFileL1 = 2-Dimethylaminoethylazide Ball and Stick.png | ImageSizeL1 = 150px | ImageFileR1 = 2-Dimethylaminoethylazide Space Fill.png | ImageSizeR1 = 150px | PIN = 2-Azido-N,N-dimethylethan-1-amine | OtherNames = (2-Azidoethyl)(dimethyl)amine |Section1={{Chembox Identifiers | CASNo = 86147-04-8 | PubChem = 22280928 | SMILES = CN(C)CCN=[N+]=[N-] | ChemSpiderID = 11308317 | InChI = 1/C4H10N4/c1-8(2)4-3-6-7-5/h3-4H2,1-2H3 | InChIKey = XIXCIVDAWWCJJR-UHFFFAOYAI | StdInChI = 1S/C4H10N4/c1-8(2)4-3-6-7-5/h3-4H2,1-2H3 | StdInChIKey = XIXCIVDAWWCJJR-UHFFFAOYSA-N }} |Section2={{Chembox Properties | C=4 | H=10 | N=4 | Appearance = Colorless liquid | Density = 993.0 | MeltingPtC = -68.9 | BoilingPtC = 135 | Solubility = | SolubleOther = ethers, alcohols}} |Section3={{Chembox Thermochemistry | DeltaHf = +586 cal/g}} |Section4={{Chembox Hazards | MainHazards = | FlashPtC = 29.4 | AutoignitionPtC = }} }}2-Dimethylaminoethylazide (DMAZ) is a liquid fuel being investigated for use as a spacecraft propellent to replace the toxic, carcinogenic monomethylhydrazine.[1] It is a member of the competitive impulse non-carcinogenic hypergol (CINCH) family which were assessed as a replacement for hydrazine-derived propellants.[2][3] DMAZ was also found to be sensitive to impact, direct flame, shock wave, heat in confined space, and electrostatic discharge.[4] Ignition delaysDuring their inquiry into finding alternative hypergolic fuel, a joint effort by the Aviation and Missile Research, Development, and Engineering Center (AMRDEC), the U.S. Army Research Laboratory (ARL), and the National Aeronautics and Space Administration (NASA) determined that DMAZ could perform competitively with Aerozine-50 and is less toxic than hydrazine-based fuels.[4][5] However, DMAZ-inhibited red fuming nitric acid (IRFNA) systems have demonstrated longer ignition delays than monomethylhydrazine-IRFNA systems. In an effort to address this issue, researchers synthesized the related compounds 2-azidoethanamines—2-azido-N-methylethanamine (MMAZ) and 2-azido-N-cyclopropylethanamine (CPAZ) in hopes of enhancing the reactivity of DMAZ’s amine nitrogen to reduce ignition delays. MMAZ is not hypergolic, while CPAZ is hypergolic.[6] According to research conducted by Army Research Laboratory, the azido group in DMAZ’s lowest energy structure will prevent the transfer of protons from nitric acid to the amine lone pair acid, a chemical reaction that may be associated with a rate-limiting step in DMAZ-IRFNA ignition.[6] However, according to a 2014 ARL report, a correlation between compound basicities and ignition delays was not observed, which indicates that the proton transfer from nitric acid to DMAZ’s amine may not be a rate-controlling step in the ignition process of DMAZ-IRFNA systems.[7] References1. ^{{cite journal | title = A Preliminary Technical Review of DMAZ: A Low-Toxicity Hypergolic Fuel | author = Mellor, B. | journal = Proceedings of the 2nd International Conference on Green Propellants for Space Propulsion | year = 2004 | bibcode = 2004ESASP.557E..22M | pages = 22 }} {{DEFAULTSORT:Dimethylaminoethylazide, 2-}}2. ^{{cite web|url=http://www.spacedaily.com/news/fuel-00c.html |title=Army Develops New Fuel |publisher=Spacedaily.com |date=February 23, 2000 |accessdate=July 12, 2014}} 3. ^{{cite document | url = http://www.arl.army.mil/arlreports/2004/ARL-TR-3176.pdf | title = The Structure of Secondary 2-Azidoethanamines: A Hypergolic Fuel vs. a Nonhypergolic Fuel | work = ARL-TR-3176 | date = April 2004 | author = Michael J. McQuaid | publisher = Army Research Laboratory}} 4. ^1 {{Cite journal|last=Xie|first=Hui|last2=Mu|first2=Xiaogang|last3=Zhang|first3=Yue|last4=Wang|first4=Xuanjun|date=May 8, 2017|title=Theory investigation progress of DMAZ|url=https://aip.scitation.org/doi/abs/10.1063/1.4982381|journal=AIP Conference Proceedings|volume=1839|issue=1|pages=|via=}} 5. ^{{Cite journal|last=McQuaid|first=Michael|date=December 2003|title=Computationally Based Measures of Amine Azide Basicity and Their Correlation With Hypergolic Ignition Delays|url=http://www.dtic.mil/docs/citations/ADA420016|journal=Army Research Laboratory|volume=|pages=|via=Defense Technical Information Center}} 6. ^1 {{Cite journal|last=McQuaid|first=Michael|date=September 2002|title=Computational Characterization of 2-Azidocycloalkanamines: Notional Variations on the Hypergol 2-Azido-N,N-Dimethylethanamine (DMAZ)|url=https://www.arl.army.mil/arlreports/2002/technical-report.cfm?id=680|journal=Army Research Laboratory|volume=|pages=|via=}} 7. ^{{Cite journal|last=Chen|first=Chiung-Chu|last2=McQuaid|first2=Michael|date=January 2014|title=A Thermochemical Kinetic-Based Study of Ignition Delays for 2-Azidoethanamine-Red Fuming Nitric Acid Systems: 2 Azido-N-Methylethanamine (MMAZ) Vs. 2 Azido-N,N-Dimethylethanamine (DMAZ)|url=https://www.arl.army.mil/arlreports/2014/technical-report.cfm?id=7032|journal=Army Research Laboratory|volume=|pages=|via=}} 2 : Rocket fuels|Azides |
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