3,5-双(3-硝基苯基)-1,2,4-噁二唑 | 74229-71-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3,5-双(3-硝基苯基)-1,2,4-噁二唑
• 中文别名: 3,5-双(3-硝基苯基)-1,2,4-恶二唑
• 英文名称: 3,5-bis(3-nitrophenyl)-1,2,4-oxadiazole
• 英文别名: bis-(3-nitro-phenyl)-[1,2,4]oxadiazole；Bis-(3-nitro-phenyl)-[1,2,4]oxadiazol
• CAS: 74229-71-3
• 化学式: C₁₄H₈N₄O₅
• mdl: MFCD01624374
• 分子量: 312.241
• InChiKey: DLOMOIFOKNNPRG-UHFFFAOYSA-N

物化性质

• 沸点：
  523.0±60.0 °C(Predicted)
• 密度：
  1.466±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  131
• 氢给体数：
  0
• 氢受体数：
  7

安全信息

• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 3,5-Bis(3-nitrophenyl)-1,2,4-oxadiazole
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 3,5-Bis(3-nitrophenyl)-1,2,4-oxadiazole
CAS number: 74229-71-3

---

Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

---

Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

---

Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

---

Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

---

Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

---

Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C14H8N4O5
Molecular weight: 312.2

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为产物：
  描述：

  (1E)-N-(((3-nitrobenzylidene)amino)oxy)-1-(3-nitrophenyl)methanimine oxide 在 氯仿 作用下， 生成 3,5-双(3-硝基苯基)-1,2,4-噁二唑
  参考文献：
  名称：

  Minunni; Ciusa, Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1905, vol. <5> 14 II, p. 520

  摘要：

  DOI：

文献信息

• Synthesis and Properties of Energetic 1,2,4-Oxadiazoles
  作者：Zuoquan Wang、Hong Zhang、Farukh Jabeen、Girinath Gopinathan-Pillai、Justin A. Arami、Benjamin J. Killian、Kelcie D. Stiegler、Dalia S. Yudewitz、Pauline L. Thiemann、Jessica D. Turk、Wenfeng Zhou、Peter J. Steel、C. Dennis Hall、Alan R. Katritzky

  DOI：10.1002/ejoc.201501056

  日期：2015.12

  reported and the effects of nitro groups in the aromatic rings on the experimental heats of decomposition (ΔHd) and heats of combustion (ΔHc) are evaluated. Heats of formation (ΔHf) and densities (ρ) were calculated and correlations between ΔHd and ΔHf were assessed for these compounds. Experimental determination of ρ (by gas pycnometry) on a selection of the compounds led to the calculation of detonation

  报道了一系列 3,5-二-芳基-1,2,4-恶二唑的合成和表征，以及芳环中硝基对实验分解热 (ΔHd) 和燃烧热 (ΔHc) 的影响) 进行评估。计算了这些化合物的形成热 (ΔHf) 和密度 (ρ)，并评估了 ΔHd 和 ΔHf 之间的相关性。对选择的化合物进行 ρ（通过气体比重测定法）的实验确定导致通过 Explo 5 程序计算爆速 (VD)、爆压 (PD) 和比冲 (ISP) 参数。化合物 (4i) 的 X 射线分析证实了该结构，并显示出晶体密度（在 120 K 下）与气体比重测定法确定的接近。
• A new method to synthesize 1,2,4-oxadiazoles by using DMTMM as condensing agent
  作者：Yijie Wang、Xu Cheng、Jing Xu、Lin Wang、Shouguo Zhang、Shuchen Liu、Tao Peng

  DOI：10.1016/j.tetlet.2023.154590

  日期：2023.7

  condensing agent for synthesis of 1,2,4-oxadiazoles from corresponding carboxylic acids and amidoximes in the mixed solvent of THF and NMP. First, carboxylic acids were activated by DMTMM, and then reacted with amidoximes to convert to O-acylated amidoximes. The unusual solvent system THF-NMP successfully promoted dehydration process of O-acylated amidoximes and 1,2,4-oxadiazoles were acquired in one-pot

  DMTMM作为缩合剂在THF和NMP的混合溶剂中由相应的羧酸和偕胺肟合成1,2,4-恶二唑。首先，DMTMM 活化羧酸，然后与偕胺肟反应，转化为 O-酰化偕胺肟。不寻常的溶剂体系 THF-NMP 成功地促进了 O-酰化偕胺肟的脱水过程，并在一锅法中获得了 1,2,4-恶二唑。该方法提供了一种方便快捷的 1,2,4-恶二唑合成方法，产率高。
• Stieglitz, Chemische Berichte, 1889, vol. 22, p. 3148
  作者：Stieglitz

  DOI：——

  日期：——
• Ruggeri, Gazzetta Chimica Italiana, 1923, vol. 53, p. 694
  作者：Ruggeri

  DOI：——

  日期：——
• Kruemmel, Chemische Berichte, 1895, vol. 28, p. 2231
  作者：Kruemmel

  DOI：——

  日期：——