N,N-二乙基-3-硝基苯甲酰胺 | 2433-21-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N,N-二乙基-3-硝基苯甲酰胺
• 英文名称: N,N-diethyl-3-nitrobenzamide
• CAS: 2433-21-8
• 化学式: C₁₁H₁₄N₂O₃
• mdl: MFCD00458984
• 分子量: 222.244
• InChiKey: CKXQMTJOJKBZGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N,N-Diethyl-3-nitrobenzamide
Synonyms:

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

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Section 3. Composition/information on ingredients.
Ingredient name: N,N-Diethyl-3-nitrobenzamide
CAS number: 2433-21-8

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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.

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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.

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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.

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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:

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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.

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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: C11H14N2O3
Molecular weight: 222.2

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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.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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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.

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

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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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N,N-二乙基-3-硝基苯甲酰胺 以84%的产率得到
  参考文献：
  名称：

  KAMETANI TETSUJI; KIGASAWA KAZUO; HIIRAGI MINEHARU; WAKISAKA KIKUO; HAGA +, YAKUGAKU DZASSI, YAKUGAKU ZASSNI, J. PHARM. SOS. JAR., 1978, 98, NO 9 129+

  摘要：

  DOI：
• 作为产物：
  描述：

  三乙胺 、 间硝基苯甲酸 在 碘 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以45%的产率得到N,N-二乙基-3-硝基苯甲酰胺
  参考文献：
  名称：

  羧酸与羧酸与Ph 3 P / I 2 / Et 3 N反应生成的酸酐和意外的N，N-二乙酰胺

  摘要：

  研究了由磷介导的羧酸活化作用形成酸酐。在各种体系下，取决于试剂的反应性，在碱的存在下苯甲酸的活化导致苯甲酸酐以不同的速率形成。使用Ph 3 P–I 2 / Et 3 N组合，大多数芳酸在5–10分钟内即可高产率转化为相应的酸酐。然而，对于硝基取代的衍生物，出乎意料的是，N，N分离了-二乙酰胺而没有酸酐形成。这些结果表明取代基在控制这些潜在的副反应中具有显着的作用，其可显着影响由phospho物种促进的酰化反应的产率。

  DOI：

  10.1016/j.tetlet.2015.12.009

文献信息

• Pd/C-Catalyzed Aminocarbonylation of Aryl Iodides via Oxidative C–N Bond Activation of Tertiary Amines to Tertiary Amides
  作者：Rajendra S. Mane、Bhalchandra M. Bhanage

  DOI：10.1021/acs.joc.5b02385

  日期：2016.2.5

  This work reports oxidative N-dealkylation/carbonylation of tertiary amines to tertiary amides by using molecular oxygen as a sole oxidant using a Pd/C catalyst. This protocol is free from ligands, additives, bases, and cocatalysts. Different tertiary amines as well as aryl iodides have been examined for this transformation, providing desired products in good to excellent yield.

  这项工作报道了使用Pd / C催化剂将分子氧作为唯一的氧化剂，将叔胺氧化N-脱烷基/羰基化为叔酰胺。该方案不含配体，添加剂，碱和助催化剂。已经研究了不同的叔胺以及碘代芳基化合物的这种转化，从而以良好至优异的产率提供了所需的产物。
• Copper-catalyzed amidation of benzoic acids using tetraalkylthiuram disulfides as amine sources
  作者：Meng-Tian Zeng、Wan Xu、Min Liu、Xing Liu、Cai-Zhu Chang、Hui Zhu、Zhi-Bing Dong

  DOI：10.1080/00397911.2017.1330960

  日期：2017.8.18

  method for the copper-catalyzed synthesis of N-substituted benzamides was explored. In the presence of CuBr and di-tert-butyl peroxide, various N-substituted benzamides were prepared through amidation of benzoic acid by using commercially available and cheap tetraalkylthiuram disulfides as amine sources. With this protocol, a series of 14 N-substituted benzamides were furnished in good to excellent yields

  摘要 探索了一种简便的铜催化合成 N-取代苯甲酰胺的方法。在 CuBr 和二叔丁基过氧化物的存在下，使用市售的廉价四烷基秋兰姆二硫化物作为胺源，通过苯甲酸的酰胺化制备了各种 N-取代的苯甲酰胺。使用该协议，提供了一系列 14 N 取代苯甲酰胺，产量良好。广泛的底物范围和良好的收率显示了其在有机合成中的实用合成价值。图形概要
• Synthesis of <i>N,N</i>-Diethylbenzamides via a Nonclassical Mitsunobu Reaction
  作者：J. Mason Hoffman、Justin N. Miller、Margaret E. Gardner、Danielle R. LePar、Rongson Pongdee

  DOI：10.1080/00397911.2013.839796

  日期：2014.4.3

  Abstract The use of the Mitsunobu reaction for the synthesis of N,N-diethylbenzamides affords ortho-, meta-, and para-substituted benzamides containing both electron-donating and electron-withdrawing groups. While the preparation of numerous functional groups has been efficiently demonstrated employing the Mitsunobu reaction, our methodology represents the first application of the Mitsunobu reaction

  摘要 使用 Mitsunobu 反应合成 N,N-二乙基苯甲酰胺可提供含有给电子和吸电子基团的邻位、间位和对位取代的苯甲酰胺。虽然使用光信反应有效地证明了许多官能团的制备，但我们的方法代表了光信反应在使用苯甲酸和胺原料构建苯甲酰胺中的首次应用。此外，据信这种合成转化是通过涉及酰氧基鏻离子存在的非经典机制进行的。[本文提供补充材料。访问出版商的 Synthetic Communications® 在线版，获取以下免费补充资源：完整的实验和光谱细节。
• An approach for the synthesis of carboxylic acid via phenacyl bromides and diethylamine by oxidative C–C bond cleavage
  作者：Ye-bin Wu、Chang-you Ma、Yan Zhang、Yu-ye Zeng、Wen-wu Chang、Dan Xu、Jian Wu

  DOI：10.1016/j.tet.2023.133309

  日期：2023.3

  An approach for the synthesis of carboxylic acid was achieved via oxidative C–C bond cleavage. Oxygen in the air participates in the reaction as an oxidant. It's found that many types of amines can promote this type reaction.

  一种合成羧酸的方法是通过氧化性 C-C 键断裂实现的。空气中的氧气作为氧化剂参与反应。发现许多类型的胺可以促进这种类型的反应。
• Suzuki, Hitomi; Tomaru, Jun-ichiro; Murashima, Takashi, Journal of the Chemical Society. Perkin transactions I, 1994, # 17, p. 2413 - 2416
  作者：Suzuki, Hitomi、Tomaru, Jun-ichiro、Murashima, Takashi

  DOI：——

  日期：——