二氨基乙二醛肟 | 2580-79-2

• 物质功能分类: 化学试剂 - 有机试剂 - 肟
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 二氨基乙二醛肟
• 英文名称: diaminoglyoxime
• 英文别名: DAG；(1E,2E)-N'1,N'2-dihydroxyoxalimidamide；1-N',2-N'-dihydroxyethanediimidamide
• CAS: 2580-79-2
• 化学式: C₂H₆N₄O₂
• mdl: MFCD00233928
• 分子量: 118.095
• InChiKey: BFXWFQSYMVKOCJ-UHFFFAOYSA-N

物化性质

• 熔点：
  200-204 °C
• 沸点：
  250.9±23.0 °C(Predicted)
• 密度：
  1.90±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与不相容的材料接触。

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  117
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2925290090
• 危险性防范说明：
  P501,P270,P264,P301+P312+P330
• 危险性描述：
  H302
• 储存条件：
  密封保存，应储存在阴凉干燥的仓库中。

SDS

Name:	Diaminoglyoxime Material Safety Data Sheet
Synonym:	Oxalamide dioxime; N,N'-Dihydroxyoxalamidine
CAS:	2580-79-2

Section 1 - Chemical Product MSDS Name:Diaminoglyoxime Material Safety Data Sheet
Synonym:Oxalamide dioxime; N,N'-Dihydroxyoxalamidine

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2580-79-2	Diaminoglyoxime	98	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. May be harmful if inhaled.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 2580-79-2: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 203 - 205 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C2H6N4O2
Molecular Weight: 118.10

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2580-79-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Diaminoglyoxime - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 2580-79-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 2580-79-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2580-79-2 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  二氨基乙二醛肟 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 22.0h， 以96%的产率得到二氯乙二肟
  参考文献：
  名称：

  디하이드록시암모늄 5,5'-비스테트라졸-1,1'-다이올레이트의 제조방법

  摘要：

  这是有关制备二羟胺5,5'-双四唑-1,1'-二酸二氢铵（Dihydroxylammonium 5,5'-bistetrazole-1,1'-diolate）的专利申请，更具体地说，涉及使用二氨基甘酸酰肼（Diaminoglyoxime）中间体制备二羟胺5,5'-双四唑-1,1'-二酸二氢铵的方法。

  公开号：

  KR101964988B1
• 作为产物：
  描述：

  氰 在 羟胺 作用下， 生成 二氨基乙二醛肟
  参考文献：
  名称：

  二氨基乙二肟肟分析†

  摘要：

  对二氨基乙二肟（DAG）的制备和分析性质进行了研究。

  DOI：

  10.1002/hlca.19570400531

文献信息

• Solid-phase versus solution synthesis of asymmetrically disubstituted furazano[3,4-b]pyrazines
  作者：E. Fernández、S. Garcı́a-Ochoa、S. Huss、A. Mallo、J.M. Bueno、F. Micheli、A. Paio、E. Piga、P. Zarantonello

  DOI：10.1016/s0040-4039(02)00913-9

  日期：2002.7

  Herein we describe a straightforward solid-phase synthesis directed towards the preparation of families of asymmetrically disubstituted furazano[3,4-b]pyrazines by stepwise displacement of the two chlorine atoms in 5,6-dichlorofurazano[3,4-b]pyrazine by nucleophiles. This synthesis has avoided selectivity problems found in solution chemistry.

  本文中，我们描述针对对称二取代furazano [3,4的家庭的制备简单的固相合成b在5,6- dichlorofurazano [3,4]由两个氯原子的逐步位移吡嗪b ]吡嗪通过亲核试剂。该合成避免了在溶液化学中发现的选择性问题。
• 1,2,5-Thiadiazole 2-oxides: selective synthesis, structural characterization, and electrochemical properties
  作者：Lidia S. Konstantinova、Ekaterina A. Knyazeva、Natalia V. Obruchnikova、Nadezhda V. Vasilieva、Irina G. Irtegova、Yulia V. Nelyubina、Irina Yu. Bagryanskaya、Leonid A. Shundrin、Zhanna Yu. Sosnovskaya、Andrey V. Zibarev、Oleg A. Rakitin

  DOI：10.1016/j.tet.2014.06.096

  日期：2014.9

  5-thiadiazole 2-oxides (including fused derivatives) 8a,b,c,g,h from the reaction of vic-glyoximes with S2Cl2 and pyridine in acetonitrile was elaborated together with general procedure for the synthesis of 1,2,5-thiadiazoles 7a–i, 10, 12, and 14 from the same starting materials and reagents. Molecular structures of 3,4-dimethyl-1,2,5-thiadiazole 2-oxide 8a and [1,2,5]thiadiazolo[3,4-b]quinoxaline 10 were confirmed

  为1,2,5-噻二唑-2-氧化物（包括稠合的衍生物）的选择性合成一个新的通用方法图8a，b，c ^，克，ħ从反应VIC -glyoximes带S 2氯2和吡啶的乙腈溶液中与1,2,5-噻二唑的合成一般方法一起阐述图7a -我，10，12，和14从相同的原料和试剂。3,4-二甲基-1,2,5-噻二唑2-氧化物8a和[1,2,5]噻二唑[3,4- b ]的分子结构通过单晶X射线衍射确认了对喹喔啉10。通过循环伏安法研究了1,2,5-噻二唑2-氧化物8的电化学性质，观察到单环和苯并稠合衍生物的行为不同。在化合物8g和17中，通过电化学还原发现了2,1,3-苯并噻二唑1-氧化物的先前未知的脱氧作用，并通过EPR光谱法以自由基阴离子的形式检测到2,1,3-苯并噻二唑7g和19结合DFT计算。
• Synthesis and characterization of multicyclic oxadiazoles and 1-hydroxytetrazoles as energetic materials
  作者：Philip F. Pagoria、Mao-Xi Zhang、Nathaniel B. Zuckerman、Alan J. DeHope、Damon A. Parrish

  DOI：10.1007/s10593-017-2122-9

  日期：2017.6

  Synthesis and characterization of several multicyclic oxadiazoles, 3,5-bis(4-nitrofurazan-3-yl)-1,2,4-oxadiazole, 3,3'-bis(4-nitrofurazan-3-yl)-5,5'-bi(1,2,4-oxadiazole), 3-(4-nitrofurazan-3-yl)-1,2,4-oxadiazol-5-amine, and salts of 1-hydroxytetrazoles, ammonium 5,5'-(1,2,4-oxadiazole-3,5-diyl)bis(1H-tetrazol-1-olate) and hydroxylammonium 5,5'-[3,3'-bi(1,2,4-oxadiazole)]-5,5'-diyl}bis(1H-tetrazol-1-olate)

  几种多环恶二唑，3,5-双（4-硝基呋喃山-3-基）-1,2,4-恶二唑，3,3'-双（4-硝基呋喃山-3-基）-5,5的合成与表征'-双（1,2,4-恶二唑），3-（4-硝基呋喃山-3-基）-1,2,4-恶二唑-5-胺和1-羟基四唑盐，5,5'-盐（1,2,4-恶二唑-3,5-二基）双（1 H-四唑-1-醇）和羟基铵5,5'-[3,3'-bi（1,2,4-恶二唑）据报道作为高能材料的] -5，5′-二基}双（1 H-四唑-1-油酸酯）。其中的两个化合物3,5-双（4-硝基呋喃山-3-基）-1,2,4-恶二唑和3,3'-双（4-硝基呋喃山-3-基）-5,5'-bi （1,2,4-恶二唑）的单晶密度为1.91和1.94 g·cm –3（在20°C下）。这些材料的设计基于以下想法：具有1,2,4-恶二唑核的这些多环化合物由于其3,5-取代模式和实现平面构象的可能性而具有良好的热稳定性和高密度。
• A two-step synthesis of diaminofurazan and synthesis of<i>N</i>-monoarylmethyl and<i>N,N</i>′-diarylmethyl derivatives
  作者：Alexander K. Zelenin、Mark L. Trudell

  DOI：10.1002/jhet.5570340355

  日期：1997.5

  Diaminofurazan (1) was synthesized from glyoxal (2) by an improved two-step procedure. The N-mono-arylmethyl derivatives 4a-e and N-N'-diarylmethyl derivatives 5a-e of 1 were prepared in good yields by reductive alkylation with the corresponding aryl aldehydes.

  通过改进的两步法从乙二醛（2）合成了二氨基呋喃（1）。通过用相应的芳基醛进行还原烷基化，以高收率制备1的N-单芳基甲基衍生物4a-e和N-N'-二芳基甲基衍生物5a-e。
• ZnO NPs: an efficient and reusable nanocatalyst for the synthesis of nitrones from DAG using H2O as a solvent at room-temperature
  作者：Akbar Hassanpour、Rahim Hosseinzadeh-Khanmiri、Mirzaagha Babazadeh、Laden Edjlali

  DOI：10.1007/s11164-015-2145-8

  日期：2016.3

  convenient and efficient method has been developed for the synthesis of nitrone compounds. Nitrone derivatives were synthesized in good yields via a green chemistry procedure using diaminoglyoxime and aldehyde or ketones in the presence of ZnO nanoparticles (NPs) as a catalyst in H2O as a solvent at room temperature. After the reaction course, ZnO NPs can be recycled and reused without any apparent loss

  已经开发了一种方便有效的合成硝酮化合物的方法。在室温下，以H 2 O为溶剂，在ZnO纳米颗粒（NPs）作为催化剂的情况下，使用二氨基乙二肟和醛或酮，通过绿色化学程序以高收率合成了腈衍生物。反应过程结束后，ZnO NP可以循环使用，而活性没有明显损失，这使该环保工艺具有成本效益。使用IR，1 HNMR，13 CNMR和质量分析来表征化合物的结构。