3-氨基-4-甲基苯酚 | 2836-00-2

• 物质功能分类: 化学试剂 - 有机试剂 - 芳烃
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-氨基-4-甲基苯酚
• 中文别名: 3-氨基对甲酚
• 英文名称: 3-amino-4-methylphenol
• 英文别名: 5-hydroxy-2-methylaniline
• CAS: 2836-00-2
• 化学式: C₇H₉NO
• 分子量: 123.155
• InChiKey: NUNAWQZKZVVELQ-UHFFFAOYSA-N

物化性质

• 熔点：
  156-157°C
• 沸点：
  229.26°C (rough estimate)
• 密度：
  1.0877 (rough estimate)
• 物理描述：
  Crystals. (NTP, 1992)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Amino-4-hydroxytoluene
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-Amino-4-hydroxytoluene
CAS number: 2836-00-2

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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: C7H9NO
Molecular weight: 123.2

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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：

  3-氨基-4-甲基苯酚 在 硫酸 、 硝酸 作用下， 以 乙醚 为溶剂， 生成 4,6-Dimethyl-7-carbethoxyamino-8-nitrocoumarin
  参考文献：
  名称：

  甲基三唑并香豆素：呋喃香豆素的新等排体是潜在的光化学治疗剂

  摘要：

  合成了许多具有线性补骨脂素样结构或有角安吉辛样结构的新甲基三唑并香豆素。从合适的甲基化7-氨基香豆素开始进行合成，将其硝化，还原并随后伴随环化而重氮化以形成稠合的三唑环。新的甲基三唑并香豆素显示出有希望的光谱性质，这可能预示了它们的光化学和光生物学行为。

  DOI：

  10.1002/jhet.5570270464
• 作为产物：
  描述：

  4-甲基-3-硝基苯酚 在 氢气 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以98%的产率得到3-氨基-4-甲基苯酚
  参考文献：
  名称：

  一种无回收的纳米催化剂系统：通过贻贝启发的方法稳定硅纳米丝上原位还原的贵金属纳米颗粒

  摘要：

  昂贵的纳米催化剂的回收和再利用是现代纳米催化中必不可少的操作，并且催化剂可重复使用性的提高可以极大地促进纳米催化的经济可行性和可持续发展。在本文中，从在目标基板上施加有机硅纳米丝（SNF）涂层开始，采用以聚多巴胺（PDA）形式沉积在SNF表面上的贻贝启发式方法来原位还原Pd纳米颗粒（Pd NPs ）并将其稳定在SNF上。这种PDA介导的方法使高完整性纳米催化剂系统可以建立在独立的SNF载体上，同时保留了原始SNF体系结构中的孔隙率。将如此制备的SNFs-Pd纳米复合材料应用于实验室化学反应器的内壁，并用作Pd催化的有机反应的无循环纳米催化剂体系，而无需进行费力的常规催化剂回收和再分散过程。SNFs-Pd催化剂体系在单个和连续的Heck偶联反应中表现出高活性和高选择性。并且在第20个周期中仍可实现高达90％的可重用性。这种以贻贝为灵感的方法具有高度的通用性，可以应用于具有不同形状，大小和配置

  DOI：

  10.1021/acscatal.6b03185
• 作为试剂：
  描述：

  N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide 、 3-氨基-4-甲基苯酚 在 3-氨基-4-甲基苯酚 作用下， 以58的产率得到N-[6-(3-amino-4-methylphenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide
  参考文献：
  名称：

  Bioorg. Med. Chem. 2013, 21, 2333-2345

  摘要：

  DOI：

文献信息

• Highly chemoselective reduction of nitroarenes over non-noble metal nickel-molybdenum oxide catalysts
  作者：Haigen Huang、Xueguang Wang、Xu Li、Chenju Chen、Xiujing Zou、Weizhong Ding、Xionggang Lu

  DOI：10.1039/c6gc03141b

  日期：——

  Chemoselective reduction of nitroarenes is an important transformation for the production of arylamines, which are the primary intermediates in the synthesis of pharmaceuticals, agrochemicals and dyes. Heterogeneous non-noble metal nickel-molybdenum...

  硝基芳烃的化学选择性还原是生产芳胺的重要转变，芳胺是合成药物，农药和染料的主要中间体。非均质非贵金属镍钼合金
• 杂环胺类Hedgehog信号通路抑制剂
  申请人：江苏先声药业有限公司

  公开号：CN104003990B

  公开（公告）日：2017-09-15

  本发明涉及生物医药领域，具体涉及杂环胺类化合物及其应用，即通式（I）化合物及其药学上可接受的盐，本发明的化合物可以作为Hedgehog信号传导抑制剂应用与多种医药用途。本发明还涉及具有通式（I）的制备方法。
• [EN] PYRAZOLOPYRIMIDINE DERIVATIVES, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR USE IN PREVENTING OR TREATING CANCER, AUTOIMMUNE DISEASE AND BRAIN DISEASE CONTAINING THE SAME AS AN ACTIVE INGREDIENT<br/>[FR] DÉRIVÉS DE PYRAZOLOPYRIMIDINE, LEUR PROCÉDÉ DE PRÉPARATION ET COMPOSITION PHARMACEUTIQUE POUR UTILISATION DANS LA PRÉVENTION OU LE TRAITEMENT DU CANCER, D'UNE MALADIE AUTO-IMMUNE ET D'UNE MALADIE DU CERVEAU CONTENANT CEUX-CI EN TANT QUE PRINCIPE ACTIF
  申请人：KOREA RES INST CHEMICAL TECH

  公开号：WO2018208132A1

  公开（公告）日：2018-11-15

  The present invention relates to a pyrazolopyrimidine derivative, a preparation method thereof and a pharmaceutical composition comprising the same as an active ingredient for the prevention or treatment of cancer, autoimmune disease and brain disease. The pyrazolopyrimidine derivative of the present invention exhibits excellent Bruton's tyrosine kinase inhibition activity, so that it can be effectively used as a pharmaceutical composition for the prevention or treatment of cancer, autoimmune disease and Parkinson's disease.

  本发明涉及一种吡唑并嘧啶衍生物，其制备方法以及包含该衍生物作为活性成分的药物组合物，用于预防或治疗癌症、自身免疫病和脑病。本发明的吡唑并嘧啶衍生物展现出卓越的布鲁顿酪氨酸激酶抑制活性，因此可以有效地用作预防或治疗癌症、自身免疫病和帕金森病的药物组合物。
• 双环杂环胺类Hedgehog信号通路抑制剂
  申请人：江苏先声药业有限公司

  公开号：CN104177363B

  公开（公告）日：2018-06-05

  本发明涉及生物医药领域，具体涉及一类双环杂环胺类化合物，即通式（I）所示的新的Hedgehog抑制剂及其药学上可接受的盐，本发明的化合物可以作为Hedgehog信号传导抑制剂应用与多种医药用途。
• Minimization of Back‐Electron Transfer Enables the Elusive sp ³ C−H Functionalization of Secondary Anilines
  作者：Huaibo Zhao、Daniele Leonori

  DOI：10.1002/anie.202100051

  日期：2021.3.29

  Anilines are some of the most used class of substrates for application in photoinduced electron transfer. N,N‐Dialkyl‐derivatives enable radical generation α to the N‐atom by oxidation followed by deprotonation. This approach is however elusive to monosubstituted anilines owing to fast back‐electron transfer (BET). Here we demonstrate that BET can be minimised by using photoredox catalysis in the presence

  苯胺是光诱导电子转移中最常用的一类底物。 N,N-二烷基衍生物能够通过氧化然后去质子化使 N 原子产生自由基 α。然而，由于快速反电子转移（BET），这种方法对于单取代苯胺来说难以捉摸。在这里，我们证明了在外源烷基胺存在的情况下使用光氧化还原催化可以最大限度地减少 BET。这种方法协同帮助苯胺 SET 氧化，然后加速随后的去质子化。通过这种方式，现在可以生成 α-苯胺烷基自由基，并且这些物质可以在一般意义上用于实现不同的 sp 3 C−H 官能化。

表征谱图