Gem-Dinitromethyl-Functionalized 5-Amino-1,3,4-oxadiazolate Derivatives: Alternate Route, Characterization, and Property Analysis

Jinchao Ma; Jinchao Ma; Jiaheng Zhang; Jiaheng Zhang; Gregory H. Imler; Damon A. Parrish; Jean'Ne M. Shreeve

doi:10.1021/acs.orglett.0c01569

Gem-Dinitromethyl-Functionalized 5-Amino-1,3,4-oxadiazolate Derivatives: Alternate Route, Characterization, and Property Analysis

Jinchao Ma
, Jinchao Ma
, Jiaheng Zhang
, Jiaheng Zhang
, Gregory H. Imler
, Damon A. Parrish
, Jean'Ne M. Shreeve

University of Idaho
Chinese Academy of Sciences
Harbin Institute of Technology Shenzhen
Naval Research Laboratory

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

A new, safer, and more cost-effective methodology to synthesize salts based on gem-dinitromethyl-functionalized 5-amino-1,3,4-oxadiazolate is given. Cyclization, deprotection, nitration, and neutralization reactions were conducted to obtain products in high yield. All compounds were fully characterized by NMR and IR spectroscopy, elemental analysis, and differential scanning calorimetry. Crystal structure analysis, property tests, and theoretical calculations confirm good detonation performance and high mechanical stabilities of the salts.

Original language	English
Pages (from-to)	4771-4775
Number of pages	5
Journal	Organic Letters
Volume	22
Issue number	12
DOIs	https://doi.org/10.1021/acs.orglett.0c01569
State	Published - 19 Jun 2020
Externally published	Yes

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10.1021/acs.orglett.0c01569

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title = "Gem-Dinitromethyl-Functionalized 5-Amino-1,3,4-oxadiazolate Derivatives: Alternate Route, Characterization, and Property Analysis",

abstract = "A new, safer, and more cost-effective methodology to synthesize salts based on gem-dinitromethyl-functionalized 5-amino-1,3,4-oxadiazolate is given. Cyclization, deprotection, nitration, and neutralization reactions were conducted to obtain products in high yield. All compounds were fully characterized by NMR and IR spectroscopy, elemental analysis, and differential scanning calorimetry. Crystal structure analysis, property tests, and theoretical calculations confirm good detonation performance and high mechanical stabilities of the salts.",

author = "Jinchao Ma and Jinchao Ma and Jiaheng Zhang and Jiaheng Zhang and Imler, \{Gregory H.\} and Parrish, \{Damon A.\} and Shreeve, \{Jean'Ne M.\}",

note = "Publisher Copyright: Copyright {\textcopyright} 2020 American Chemical Society.",

year = "2020",

month = jun,

day = "19",

doi = "10.1021/acs.orglett.0c01569",

language = "英语",

volume = "22",

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journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "12",

}

TY - JOUR

T1 - Gem-Dinitromethyl-Functionalized 5-Amino-1,3,4-oxadiazolate Derivatives

T2 - Alternate Route, Characterization, and Property Analysis

AU - Ma, Jinchao

AU - Zhang, Jiaheng

AU - Imler, Gregory H.

AU - Parrish, Damon A.

AU - Shreeve, Jean'Ne M.

PY - 2020/6/19

Y1 - 2020/6/19

N2 - A new, safer, and more cost-effective methodology to synthesize salts based on gem-dinitromethyl-functionalized 5-amino-1,3,4-oxadiazolate is given. Cyclization, deprotection, nitration, and neutralization reactions were conducted to obtain products in high yield. All compounds were fully characterized by NMR and IR spectroscopy, elemental analysis, and differential scanning calorimetry. Crystal structure analysis, property tests, and theoretical calculations confirm good detonation performance and high mechanical stabilities of the salts.

AB - A new, safer, and more cost-effective methodology to synthesize salts based on gem-dinitromethyl-functionalized 5-amino-1,3,4-oxadiazolate is given. Cyclization, deprotection, nitration, and neutralization reactions were conducted to obtain products in high yield. All compounds were fully characterized by NMR and IR spectroscopy, elemental analysis, and differential scanning calorimetry. Crystal structure analysis, property tests, and theoretical calculations confirm good detonation performance and high mechanical stabilities of the salts.

UR - https://www.scopus.com/pages/publications/85086747553

U2 - 10.1021/acs.orglett.0c01569

DO - 10.1021/acs.orglett.0c01569

M3 - 文章

C2 - 32515978

AN - SCOPUS:85086747553

SN - 1523-7060

VL - 22

SP - 4771

EP - 4775

JO - Organic Letters

JF - Organic Letters

IS - 12

ER -

Gem-Dinitromethyl-Functionalized 5-Amino-1,3,4-oxadiazolate Derivatives: Alternate Route, Characterization, and Property Analysis

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