N-(2-硝基苯基)乙醇胺 | 4926-55-0

• 物质功能分类: 化学试剂 - 有机试剂 - 酰亚胺
• 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-(2-硝基苯基)乙醇胺
• 中文别名: N-羟乙基-2-硝基苯胺；2-硝基-N-羟乙基苯胺；邻硝基苯基乙醇胺；2-(2-硝基苯氨基)乙醇；HC黄NO.2；N-(2-羟乙基)-2-硝基苯胺；2-硝基-N-(2-羟乙基)苯胺；2-硝基-N-(羟乙基)苯胺；HC 黄 NO. 2；HC黄2号
• 英文名称: 2-[(2-nitrophenyl)amino]ethanol
• 英文别名: 2-((2-nitrophenyl)amino)ethan-1-ol；2-((2-Nitrophenyl)amino)ethanol；2-(2-nitroanilino)ethanol
• CAS: 4926-55-0
• 化学式: C₈H₁₀N₂O₃
• mdl: MFCD00239475
• 分子量: 182.179
• InChiKey: LFOUYKNCQNVIGI-UHFFFAOYSA-N

物化性质

• 熔点：
  71-73°C
• 沸点：
  376.6±22.0 °C(Predicted)
• 密度：
  1.352±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• 最大波长(λmax)：
  441nm(NaOH aq.)(lit.)
• LogP：
  1.5 at 20℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.1
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2922199090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P280,P301+P310
• 危险品运输编号：
  2811
• 危险性描述：
  H301+H311+H331,H373
• 储存条件：
  室温且干燥环境下使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Nitro-N-(2-hydroxyethyl)aniline
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: 2-Nitro-N-(2-hydroxyethyl)aniline
CAS number: 4926-55-0

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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: C8H10N2O3
Molecular weight: 182.2

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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

制备方法与用途

N-(2-硝基苯基)乙醇胺

N-(2-硝基苯基)乙醇胺是一种重要的染发剂中间体，无毒。作为永久型染发剂的中间体，它对人体的伤害较小、无刺激性，并且生产方法成本低、环境污染小等优点明显。该化合物已被各大化妆品公司广泛采用，使用量也在逐年递增。

制备方法

N-(2-硝基苯基)乙醇胺通过以下步骤制备：邻氯硝基苯和乙醇胺在催化剂的作用下，在有机溶剂中加热反应，产物随后进行结晶、过滤、烘干等步骤得到最终产品。

化学性质与用途

该化合物为红色结晶粉末，主要用于染料及染发剂的合成。

反应信息

• 作为反应物：
  描述：

  N-(2-硝基苯基)乙醇胺 在 ammonium hydroxide 、 sodium sulfite 作用下， 以 甲醇 为溶剂， 反应 144.0h， 以80%的产率得到2-硝基苯胺
  参考文献：
  名称：

  Unusual reaction of 1,4-diamino-2-nitrobenzene derivatives toward nucleophiles: Catalysis by sodium sulphite

  摘要：

  Unusual substitution of amino group occurs by reactions of some 1,4-diamino-2-nitrobenzenes (semipermanent hair dyes) and nucleophiles (NH3, H2O). The reaction is catalyzed by sodium sulfite. The obtained products are suspected of being toxic substances which may he present in cosmetic matrices. Apparently, this reaction is a nucleophilic aromatic substitution hut it may be explained by a mechanism involving a tautomeric form of substrate. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00181-1
• 作为产物：
  描述：

  2-硝基苯胺 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 生成 N-(2-硝基苯基)乙醇胺
  参考文献：
  名称：

  Process for the preparation of hydroxyalkylaminonitrobenzene derivatives

  摘要：

  本发明涉及一种制备一般式I的化合物的过程，通过将一般式II的化合物与一般式III的化合物在惰性无极性溶剂中在碱的存在下反应，并在得到的中间化合物与碱金属氢氧化物的后续重排反应中，其特征在于中间化合物不被分离。

  公开号：

  US05508467A1

文献信息

• The synthesis and some reactions OF 3-(2-aminophenyl)-2-iminothiazolidines. ring closure of -(2-thiocyanaoethyl,)-phenylenediamines; thiazolidine . 3,1,6-benzothiadiazocine formation
  作者：Gy. Hornyák、F. Bertha、K. Zauer、K. Lempert、A. Feller、E. Pjeczka

  DOI：10.1016/s0040-4020(01)89768-4

  日期：1990.1

  When treated with strong acids, the N-(2-thiocyanatoethyl)-o-phenylenediamines (1g-1v) are cyclized exclusively to 3-(2-aninophen- yl)-2-iminothiazolidines (6) while the related tertiary amines (1a-1f) gave, under the same conditions, benzothiadiazocines of types (2) or (3). Some of the type (6) compounds are highly active antidepressants of low toxicity. Thermal reactions of compound (6b) and its

  当用强酸处理时，N-（2-硫氰基乙基）-邻苯二胺（1g-1v）仅环化成3-（2-阴离子基）-2-亚氨基噻唑烷（6），而相关的叔胺（1a -1f）在相同条件下得到类型（2）或（3）的苯并噻二唑啉。某些类型（6）的化合物是低毒的高活性抗抑郁药。还报道了化合物（6b）的热反应及其转化为类型（22）和（24）的三环化合物。
• [EN] NEW COSMETIC COMPOSITIONS COMPRISING CATIONIC DYES AND PROCESS FOR DIRECT DYEING OF KERATIN FIBERS<br/>[FR] NOUVELLES COMPOSITIONS COSMÉTIQUES COMPRENANT DES COLORANTS CATIONIQUES, ET PROCÉDÉ DE COLORATION DIRECTE DE FIBRES DE KÉRATINE
  申请人：ALFA PARF GROUP S P A

  公开号：WO2014202152A1

  公开（公告）日：2014-12-24

  The present invention relates to new compositions for dyeing keratin fibers comprising, in a medium suitable for dyeing, one or more cationic dye of general formula (I) or (II), or a physiologically tolerated adduct thereof with an acid: (II), as well as to a process for dyeing keratin fibers comprising one or more cationic dye of general formula (I) or (II), or a physiologically tolerated adduct thereof with an acid.

  本发明涉及用于染色角蛋白纤维的新组合物，所述组合物包括适用于染色的介质中的一个或多个阳离子染料，其具有一般式(I)或(II)，或其与酸的生理耐受加合物：(II)，以及一种用于染色角蛋白纤维的方法，包括使用一个或多个具有一般式(I)或(II)的阳离子染料，或其与酸的生理耐受加合物。
• “All-water” one-pot diverse synthesis of 1,2-disubstituted benzimidazoles: hydrogen bond driven ‘synergistic electrophile–nucleophile dual activation’ by water
  作者：Damodara N. Kommi、Pradeep S. Jadhavar、Dinesh Kumar、Asit K. Chakraborti

  DOI：10.1039/c3gc37004f

  日期：——

  promoting the subsequent nitro reduction and in the final cyclocondensation steps. The role of water in promoting the cyclocondensation reaction through hydrogen bonds is realized by the differential product yields during the reaction of mono-N-phenyl-o-phenylenediamine with benzaldehyde performed separately in water and D2O. The better hydrogen bond donor and hydrogen bond acceptor abilities of water

  新的“全水”串联芳基氨基芳基化/芳基氨基烷基化–还原–环化 报道了一锅多样性导向的区域定义的1,2-二取代的合成路线 苯并咪唑。 水 通过氢键驱动的'协同亲电试剂-亲核试剂双重作用，起着至关重要的和必不可少的作用 激活在形成N-单-芳基/芳基烷基/烷基/环烷基 在无金属和无碱条件下邻硝基苯胺取代基于过渡金属的C–N键的形成（芳基 胺化）的化学成分，并强调了区域定义安装的起源，包括多种选择 芳基，芳基烷基和 烷基/环烷基作为苯并咪唑支架上的取代基以形成1,2-二取代 苯并咪唑。氢键效应的影响水通过观察D 2 O的收率低于在D 2 O中获得的收率，已经实现了在无碱和无金属条件下促进芳基氨基芳基化反应的研究。水 在反应过程中 邻氟硝基苯 和 苯胺 单独执行 水和D 2 O在相似的实验条件下。水 还提供了促进后续硝化的帮助 减少并在最后的循环冷凝步骤中。的作用水 通过氢键促进环缩合反应的过程是通过反应过程中产物收率的差异来实现的
• Regulating Cofactor Balance In Vivo with a Synthetic Flavin Analogue
  作者：Zhuotao Tan、Chenjie Zhu、Jingwen Fu、Xiaowang Zhang、Ming Li、Wei Zhuang、Hanjie Ying

  DOI：10.1002/anie.201810881

  日期：2018.12.10

  novel strategy to regulate cofactor balance in vivo for whole‐cell biotransformation using a synthetic flavin analogue is reported. High efficiency, easy operation, and good applicability were observed for this system. Confocal laser scanning microscopy was employed to verify that the synthetic flavin analogue can directly permeate into Escherichia coli cells without modifying the cell membrane. This

  报道了一种使用合成黄素类似物调节全细胞生物转化体内辅因子平衡的新策略。观察到该系统的高效率，易于操作和良好的适用性。共聚焦激光扫描显微镜用于验证合成的黄素类似物可以直接渗透到大肠杆菌细胞中，而无需修饰细胞膜。这项工作提供了一种有前途的细胞内氧化还原调节方法，以构建更有效的细胞工厂。
• COLORING AGENTS AND METHODS OF USE THEREOF
  申请人：Living Proof, Inc.

  公开号：US20160106648A1

  公开（公告）日：2016-04-21

  Dyes, compositions comprising dyes and methods for using the same are provided.

  染料、包含染料的组合物以及使用这些染料的方法。