(2-甲氧基苯基)甲胺盐酸盐 | 42365-52-6

• 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: (2-甲氧基苯基)甲胺盐酸盐
• 中文别名: 2-甲氧基苄胺盐酸盐
• 英文名称: 2-methoxybenzylamine hydrochloride
• 英文别名: (2-methoxyphenyl)methanamine hydrochloride；(2-methoxyphenyl)methanaminium chloride；(2-methoxyphenyl)methanamine;hydrochloride
• CAS: 42365-52-6
• 化学式: C₈H₁₁NO*ClH
• 分子量: 173.642
• InChiKey: NAICOUZGYKBUEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2922299090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Methoxy-benzylamine, HCl
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-Methoxy-benzylamine, HCl
CAS number: 42365-52-6

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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: C8H12ClNO
Molecular weight: 173.6

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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, hydrogen chloride.

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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：

  (2-甲氧基苯基)甲胺盐酸盐 在 盐酸 、 氢氧化钾 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 18.5h， 生成 3-Carboxymethyl-1-(2-methoxybenzyl)parabanic acid
  参考文献：
  名称：

  Highly Selective Aldose Reductase Inhibitors. 1. 3-(Arylalkyl)-2,4,5-trioxoimidazolidine-1-acetic Acids

  摘要：

  A series of 3-(arylalkyl)-2,4,5-trioxoimidazolidine-1-acids (1) was prepared and tested for aldose reductase (AR) and aldehyde reductase (ALR) inhibitory activities. These compounds showed strong inhibitory activity against AR without significant inhibitory activity for ALR. The ratio of IC50(ALR)/IC50(AR) was > 1000 in some compouds. On the basis of pharmacological tests such as the recovery of reduced motor nerve conduction velocity and toxicological profile, 3-(3-nitrobenzyl)-2,4,5-trioxoimidazolidine-1-acid (NZ-314) was selected as the candidate for clinical development.

  DOI：

  10.1021/jm9508393
• 作为产物：
  描述：

  1-methoxy-2-(nitromethyl)benzene 在 C₃₆H₅₆Cl₃CrN₂O 、 magnesium 、 频那醇硼烷 、 盐酸 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 反应 24.0h， 以81%的产率得到(2-甲氧基苯基)甲胺盐酸盐
  参考文献：
  名称：

  用铬催化的环状（烷基）（氨基）卡宾配体促进的硝基脱氧硼氢化反应：范围、机制和应用

  摘要：

  利用 N-杂环卡宾作为非无害配体促进转化的过渡金属催化尚未得到很好的研究。我们在这里报告了具有成本效益的铬催化的环状（烷基）（氨基）卡宾（CAAC）配体促进的硝基脱氧硼氢化反应。使用 1 mol % 的 CAAC-Cr 预催化剂，将 HBpin 添加到硝基支架上会导致脱氧，从而保留各种可还原的官能团和敏感基团对硼氢化的相容性，从而提供一种温和、化学选择性和易于形成的策略苯胺，以及杂芳基和脂肪胺衍生物，具有广泛的范围和特别高的转换数（高达 1.8 × 106）。基于理论计算的机械研究，表明CAAC配体在促进HBpin氢化物极性反转中起重要作用；它用作 H 穿梭以促进脱氧硼氢化。通过这种策略制备的几种市售药物突出了其在药物化学中的潜在应用。

  DOI：

  10.1021/jacs.0c12318

文献信息

• Transition metal-free catalytic reduction of primary amides using an abnormal NHC based potassium complex: integrating nucleophilicity with Lewis acidic activation
  作者：Mrinal Bhunia、Sumeet Ranjan Sahoo、Arpan Das、Jasimuddin Ahmed、Sreejyothi P.、Swadhin K. Mandal

  DOI：10.1039/c9sc05953a

  日期：——

  potassium complex was used as a transition metal-free catalyst for reduction of primary amides to corresponding primary amines under ambient conditions. Only 2 mol% loading of the catalyst exhibits a broad substrate scope including aromatic, aliphatic and heterocyclic primary amides with excellent functional group tolerance. This method was applicable for reduction of chiral amides and utilized for the synthesis

  异常的基于N-杂环卡宾（aNHC）的钾络合物用作无过渡金属的催化剂，用于在环境条件下将伯酰胺还原为相应的伯胺。仅催化剂的2mol％负载显示出广泛的底物范围，包括具有优异的官能团耐受性的芳族，脂族和杂环伯酰胺。该方法适用于手性酰胺的还原，并用于克级的药学上有价值的前体的合成。在机理研究过程中，通过光谱技术分离和表征了几种中间体，并且通过单晶XRD表征了一种催化中间体。定义明确的催化剂和可分离的中间体，以及一些化学计量的原位实验 NMR实验和DFT研究帮助我们勾画出了该还原过程的机理途径，从而揭示了催化剂的双重作用，包括aNHC的亲核活化以及K离子的Lewis酸性活化。
• Cobalt-Catalyzed and Lewis Acid-Assisted Nitrile Hydrogenation to Primary Amines: A Combined Effort
  作者：Kenan Tokmic、Bailey J. Jackson、Andrea Salazar、Toby J. Woods、Alison R. Fout

  DOI：10.1021/jacs.7b07368

  日期：2017.9.27

  The selective hydrogenation of nitriles to primary amines using a bench-stable cobalt precatalyst under 4 atm of H2 is reported herein. The catalyst precursor was reduced in situ using NaHBEt3, and the resulting Lewis acid formed, BEt3, was found to be integral to the observed catalysis. Mechanistic insights gleaned from para-hydrogen induced polarization (PHIP) transfer NMR studies revealed that the

  本文报道了在 4 个大气压的 H 2 下使用实验室稳定的钴预催化剂将腈选择性氢化成伯胺。使用 NaHBEt 3 原位还原催化剂前体，并且发现所形成的路易斯酸 BEt 3 是观察到的催化作用的组成部分。从对氢诱导极化 (PHIP) 转移 NMR 研究中收集到的机理见解表明，腈的成对氢化是通过 Co(I/III) 氧化还原过程进行的。
• 一种催化脂肪族硝基衍生物发生还原反应的绿色方法
  申请人：台州学院

  公开号：CN113185412B

  公开（公告）日：2022-06-03

  本发明涉及一种催化脂肪族硝基衍生物发生还原反应的绿色方法。首次实现以非过渡金属化合物即以三乙基硼和叔丁醇钾为催化体系，在温和条件下催化脂肪族硝基衍生物与廉价易得的频那醇硼烷发生还原反应并经盐酸水溶液酸化后合成脂肪族胺类盐酸盐产物。与传统方法相比，该方法普遍具备催化剂廉价易得、操作便捷、反应安全等优势。首次实现非过渡金属催化剂催化的脂肪族硝基衍生物与频那醇硼烷选择性发生还原反应，并经盐酸水溶液酸化处理合成脂肪族胺类盐酸盐产物，这为实验室制备或工业生产提供了一种实用的反应新策略。
• Benzimidazole fragment containing Mn-complex catalyzed hydrosilylation of ketones and nitriles
  作者：Kasturi Ganguli、Adarsha Mandal、Bidisha Sarkar、Sabuj Kundu

  DOI：10.1016/j.tet.2020.131439

  日期：2020.9

  reported and its catalytic activity towards the reduction of ketones and nitriles is studied. On comparing the reactivity of various other Mn(I) complexes supported by benzimidazole ligand, it was observed that the Mn(I) complexes bearing 6-methylpyridine and benzimidazole fragments exhibited the highest catalytic activity towards monohydrosilylation of ketones and dihydrosilylation of nitriles. Using this

  报道了一种新的双齿（NN）-Mn（I）配合物的合成，并研究了其对酮和腈还原的催化活性。在比较苯并咪唑配体负载的其他各种Mn（I）配合物的反应性时，观察到带有6-甲基吡啶和苯并咪唑片段的Mn（I）配合物对酮的单氢化硅烷化和腈的二氢化硅烷化表现出最高的催化活性。使用该方案，将广泛的酮选择性地还原为相应的甲硅烷基醚。在不饱和酮的情况下，观察到羰基在烯烃键上的化学选择性还原。另外，使用该配合物还实现了几个腈的选择性二氢硅烷化。用自由基清除剂进行的机械研究表明，在催化反应过程中自由基种类的参与。Mn（I）配合物与苯基硅烷的化学计量反应揭示了新的Mn（I）配合物的形成。
• Synthesis of cobalt nanoparticles by pyrolysis of vitamin B₁₂: a non-noble-metal catalyst for efficient hydrogenation of nitriles
  作者：Raffaella Ferraccioli、Diana Borovika、Annette-Enrica Surkus、Carsten Kreyenschulte、Christoph Topf、Matthias Beller

  DOI：10.1039/c7cy01577a

  日期：——

  composite material is obtained upon wet impregnation of ceria with natural cyanocobalamin and consecutive pyrolysis under inert conditions. The novel catalyst shows good to excellent performance in the industrially relevant heterogeneous hydrogenation of nitriles to the corresponding primary amines.

  据报道，负载在二氧化铈上的维生素B 12衍生的碳钴颗粒的制备简便。通过用天然氰钴胺湿浸渍二氧化铈并在惰性条件下连续热解获得所得的复合材料。该新型催化剂在工业上相关的腈非均相加氢成相应的伯胺中表现出良好或优异的性能。