3-硝基-4-羟乙氨基甲苯 | 100418-33-5

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类硝化物
• 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: 3-硝基-4-羟乙氨基甲苯
• 中文别名: N-(β-羟乙基)-2-硝基对甲苯胺
• 英文名称: 4-[(2'-hydroxyethyl)amino]-3-nitro-1-methylbenzene
• 英文别名: 3-nitro-4-(N-(beta-hydroxyethyl)amino)-toluene；4-(2-hydroxyethylamino)-3-nitrotoluene；1-(2-hydroxyethyl)amino-4-methyl-2-nitrobenzene；N-(2-hydroxyethyl)-4-methyl-2-nitroaniline；4-(2'-Hydroxyethyl)amino-3-nitro-toluene；2-(4-methyl-2-nitroanilino)-ethanol；2-((4-Methyl-2-nitrophenyl)amino)ethanol；2-(4-methyl-2-nitroanilino)ethanol
• CAS: 100418-33-5
• 化学式: C₉H₁₂N₂O₃
• 分子量: 196.206
• InChiKey: SCZQUWZLEIYDBD-UHFFFAOYSA-N

物化性质

• 熔点：
  60-61℃
• 沸点：
  385.4±32.0 °C(Predicted)
• 密度：
  1.299±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）
• LogP：
  2.1 at 20℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：
  Xn
• 安全说明：
  S36/37,S61
• 危险类别码：
  R22
• 海关编码：
  2922199090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: N-(2-Hydroxyethyl) 4-methyl-2-nitroaniline
Synonyms: 3-Nitro-4-(2-hydroxyethyl)aminotoluene

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: N-(2-Hydroxyethyl) 4-methyl-2-nitroaniline
CAS number: 100418-33-5

---

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: C9H12N2O3
Molecular weight: 196.2

---

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

制备方法与用途

用途：用于有机合成的中间体

反应信息

• 作为反应物：
  描述：

  3-硝基-4-羟乙氨基甲苯 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 3.0h， 以93%的产率得到2-(2-hydroxyethylamino)-5-methylaniline
  参考文献：
  名称：

  吡咯并氨基醌海洋天然产物的咪唑并喹喔啉酮，咪唑类似物的合成和生物学评估。

  摘要：

  该报告描述了咪唑并喹喔啉，吲哚基吡咯烷基氨基醌海洋天然产物的苯并咪唑基类似物的合成和生物活性。我们的类似物由系列1和系列2组成，系列1具有在吡咯烷氨基醌天然产物中发现的乙烯系链和idine的延伸特征，系列2也具有乙烯系链，但具有静电稳定的亚氨基醌而不是共振稳定的亚氨基醌（即，延伸的idine ）。系列1类似物的生物学特性带有富电子侧链环（吲哚和苯酚），具有与吡咯烷氨基醌天然产物相似的细胞抑制和细胞毒性特性。相反，COMPARE分析表明带有苄基和苯乙基侧链的类似物具有不同的细胞毒性机制。1的类似物的中空纤维测定表明有希望的抗肿瘤活性和可接受的毒性水平。2的一种类似物仅对乳腺癌细胞系具有活性，但细胞靶标尚不清楚。

  DOI：

  10.1021/jm0700870
• 作为产物：
  描述：

  Acetic acid 2-(acetyl-p-tolyl-amino)-ethyl ester 在 硝酸 、 乙酸酐 作用下， 生成 3-硝基-4-羟乙氨基甲苯
  参考文献：
  名称：

  Matsukawa; Shirakawa, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1943, vol. 63, p. 370,372

  摘要：

  DOI：

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。
• Compositions for oxidatively dyeing keratin fibers and methods for using such compositions
  申请人：Lim Mu'Ill

  公开号：US20070209123A1

  公开（公告）日：2007-09-13

  Compositions for dyeing keratin fibers comprise (a) at least one keratin dyeing compound selected from aromatic systems which comprise at least one boronic acid or boronic ester moiety and which are capable of forming upon oxidation a nucleophile or an electrophile, (b) at least one additional keratin dyeing compound selected from the group consisting of auxiliary developers and auxiliary couplers, and (c) a cosmetically suitable medium. Methods for oxidatively dyeing keratin fibers comprise the steps of applying such compositions in the presence of an oxidizing agent and rinsing the hair. A hair coloring product in kit form comprises a first separately packaged container comprising a composition as described above and a second separately packaged container comprising an oxidizing agent.

  用于染色的组合物包括：(a)至少一种选自含有至少一个硼酸或硼酸酯基团的芳香族系统的角蛋白染料化合物，这些化合物在氧化时能够形成亲核物或亲电子物；(b)至少一种额外的角蛋白染料化合物，选自辅助显色剂和辅助偶联剂的组合；(c)一种化妆品适用的介质。氧化染角蛋白纤维的方法包括在氧化剂存在下应用这样的组合物，并冲洗头发。一种套装形式的头发染色产品包括一个第一独立包装容器，其中包含上述描述的组合物，以及一个第二独立包装容器，其中包含氧化剂。
• [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。
• THIOL DYES
  申请人：Eliu Victor Paul

  公开号：US20090113639A1

  公开（公告）日：2009-05-07

  Disclosed are thiol dyes of formula (1), wherein R 1 is hydrogen; C 1 -C 12 alkyl; or phenyl-C 1 -C 4 alkyl; X is C 1 -C 12 alkylene; C 2 -C 12 alkenylene; C 5 -C 10 cycloalkylene; C 5 -C 10 arylene; or C 5 -C 10 arylene-C 1 -C 10 alkylene; Y is the residue of an organic dye which corresponds to the formula (1a), wherein R 2 is hydrogen; or C 1 -C 5 alkyl; R 3 is a radical of formula (1a 1 ): (1a 2 ); or (1a 3 ); or R 2 and R 3 together with the linking carbon atom 1 C form a 6 to 10 membered carbocyclic ring which may optionally be a condensated aromatic system and may contain one or more than one hetero atom; and R 4 , R 5 and R 6 independently form each other are hydrogen, or C 1 -C 5 alkyl; Z is H; or a thio ester group of formula (1b), wherein A is O; S; or N—R9; B is —OR7; —NR7R8, or —SR7; and A is O; S; or N—R 9 ; B is —OR 7 ; —NR 7 R 8 , or —SR 7 ; and R 7 , R 8 and R 9 , independently from each other are hydrogen; C 1 -C 12 alkyl C 6 -C 12 aryl; or C 6 -C 12 aryl-C 1 -C 12 alkyl. The compounds are useful for the dyeing of organic materials, such as keratin fibers, preferably human hair.

  揭示了式（1）的硫醇染料，其中R1为氢；C1-C12烷基；或苯基-C1-C4烷基；X为C1-C12亚烷基；C2-C12烯亚烷基；C5-C10环烷基；C5-C10芳基；或C5-C10芳基-C1-C10亚烷基；Y为与式（1a）对应的有机染料的残基，其中R2为氢；或C1-C5烷基；R3为式（1a1）的基团：（1a2）；或（1a3）；或R2和R3与连接碳原子1C形成6至10成员的碳环，该碳环可以选择性地是一个缩合芳香系统，并且可以含有一个或多个杂原子；以及R4，R5和R6独立地形成彼此为氢，或C1-C5烷基；Z为H；或式（1b）的硫酯基团，其中A为O；S；或N—R9；B为—OR7；—NR7R8，或—SR7；而A为O；S；或N—R9；B为—OR7；—NR7R8，或—SR7；且R7，R8和R9，彼此独立地为氢；C1-C12烷基；C6-C12芳基；或C6-C12芳基-C1-C12烷基。这些化合物适用于有机材料的染色，例如角蛋白纤维，最好是人类头发。
• Keratin dyeing compounds, keratin dyeing compositions containing them, and use thereof
  申请人：Lim Mu'lll

  公开号：US20060156481A1

  公开（公告）日：2006-07-20

  Compositions for the oxidative dyeing of keratin fibers, comprising a medium suitable for dyeing and at least one N-oxides of six-membered rings with one or two nitrogen atoms keratin dyeing compound. A method for oxidative dyeing of keratin fibers, comprising applying such compositions in the presence of an oxidizing agent, for a period sufficient to develop the desired coloration.

  氧化染色角蛋白纤维的配方，包括适用于染色的介质和至少一种含有一个或两个氮原子的六元环N-氧化物的角蛋白染料化合物。一种氧化染色角蛋白纤维的方法，包括在氧化剂存在下施用这种配方，以足够时间发展所需的着色。