2,4-二溴-6-甲氧基苯胺 | 88149-47-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2,4-二溴-6-甲氧基苯胺
• 英文名称: 2,4-dibromo-6-methoxyaniline
• CAS: 88149-47-7
• 化学式: C₇H₇Br₂NO
• 分子量: 280.947
• InChiKey: NGXMWCHDSDVSJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 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: 2,4-Dibromo-6-methoxyaniline
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: 2,4-Dibromo-6-methoxyaniline
CAS number: 88149-47-7

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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: C7H7Br2NO
Molecular weight: 280.9

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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 bromide.

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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：

  2,4-二溴-6-甲氧基苯胺 在 硫酸 、 硝酸 作用下， 生成 acetic acid-(2,4-dibromo-6-methoxy-3,5-dinitro-anilide)
  参考文献：
  名称：

  Unit Cell Indexing of Luminescent Tantalum Zinc Oxide

  摘要：

  化学式为 Ta2Zn3O8 的氧化钽锌（TZO）可由 3 mol ZnO 和 1 mol Ta2O5 在高温下反应生成。研究表明，这种物相在低电子束电压下可发出蓝色阴极荧光。它还能在硅衬底上形成薄膜，使 TZO 成为单片场发射显示设备的重要材料。我们使用粉末 X 射线衍射技术研究了 TZO 的结构类型。经测定，该相的单胞为单斜。根据这些结果，可以对 Kasper 于 1967 年首次报告的粉末图案进行索引，并纠正了 Waburg 和 Muller-Buschbaum 于 1984 年报告的单晶结构晶格常数的偏差。

  DOI：

  10.1557/jmr.2000.0191
• 作为产物：
  描述：

  N-(2,4-dibromo-6-methoxy-phenyl)acetamide 在 盐酸 作用下， 生成 2,4-二溴-6-甲氧基苯胺
  参考文献：
  名称：

  Melt-textured YBaCuO with High Trapped Fields up to 1.3 T at 77 K

  摘要：

  在传统箱式炉中采用顶籽熔融生长工艺合成的掺杂 CeO2 的 YBaCuO 单片在 77 K 时显示出高达 1.33 T 的陷波磁场值。据我们所知，这是报道的熔融质地 YBaCuO 单片的最高陷波磁场值。合适的温度曲线和高密度 Y2BaCuO5 衬底的使用，使得通过光学显微镜和扫描电子显微镜以及陷波场测量法研究的单域无裂纹样品具有可重复性。标准样品在 77 K 时的零场冷悬浮力达到 70-83 N。

  DOI：

  10.1557/jmr.2000.0175

文献信息

• Halogenation Using Quaternary Ammonium Polyhalides. VI. Bromination of Aromatic Amines by Use of Benzyltrimethylammonium Tribromide
  作者：Shoji Kajigaeshi、Takaaki Kakinami、Kazuhisa Inoue、Manabu Kondo、Hiroko Nakamura、Masahiro Fujikawa、Tsuyoshi Okamoto

  DOI：10.1246/bcsj.61.597

  日期：1988.2

  The reaction of aromatic amines with benzyltrimethylammonium tribromide in dichloromethane–methanol containing calcium carbonate powder for 0.5 h at room temperature gave bromo-substituted aromatic amines in good yields.

  芳香胺与三溴化苄基三甲基铵在含有碳酸钙粉末的二氯甲烷-甲醇中在室温下反应 0.5 小时，以良好的收率得到溴取代的芳香胺。
• Synthesis and reactivity of dimethoxy-functionalised Tröger’s base analogues
  作者：Qasim M. Malik、Sadia Ijaz、Donald C. Craig、Andrew C. Try

  DOI：10.1016/j.tet.2011.05.128

  日期：2011.8

  Tröger’s base analogues were prepared bearing methoxy groups in the 1,7-, 2,8-, 3,9- or 4,10-positions. These compounds were converted to their dihydroxy analogues in excellent yields upon treatment with boron tribromide and the 4,10-dihydroxy analogue could be prepared by directly from 4-hydroxyaniline. The synthetic utility of the dihydroxy-functionalised compounds as building blocks was demonstrated

  制备了Tröger的碱基类似物，其在1,7-，2,8-，3,9-或4,10-位带有甲氧基。在用三溴化硼处理后，这些化合物以优异的产率转化为它们的二羟基类似物，并且可以直接由4-羟基苯胺制备4,10-二羟基类似物。通过合成二烷氧基和二酯Tröger的碱基类似物，证明了二羟基官能化化合物作为结构单元的合成效用。
• Isolation and Total Synthesis of Bromoiesol sulfates, Antitrypanosomal arylethers from a <i>Salileptolyngbya</i> sp. Marine Cyanobacterium
  作者：Akira Ebihara、Arihiro Iwasaki、Youhei Miura、Ghulam Jeelani、Tomoyoshi Nozaki、Kiyotake Suenaga

  DOI：10.1021/acs.joc.1c01214

  日期：2021.9.3

  were elucidated on the basis of single-crystal X-ray diffraction analysis of bromoiesols (3 and 4). In addition, to verify the structures, the total synthesis of bromoiesol A sulfate (1) and bromoiesol A (3) was achieved. The bromoiesol family, especially bromoiesols (3 and 4), selectively inhibited the growth of the bloodstream form of Trypanosoma brucei rhodesiense, the causative agent of human African

  Bromoiesol 硫酸盐 A ( 1 ) 和 B ( 2 )，新的多卤化芳基硫酸盐，是从Salileptolyngbya sp.中分离出来的。海洋蓝藻及其水解化合物溴化醇 A ( 3 ) 和 B ( 4 )。为了挑选出它们的结构候选者，我们使用了基于人工智能的结构预测工具小分子精确识别技术（SMART），并在溴化醇的单晶 X 射线衍射分析的基础上阐明了它们的结构（3和4）。此外，为了验证结构，溴化醇 A 硫酸盐 ( 1 ) 和溴化醇 A ( 3 )的全合成） 已实现。溴化醇家族，尤其是溴化醇（3和4），选择性地抑制了罗得西亚布氏锥虫（人类非洲昏睡病的病原体）的血流形式的生长。
• Polymer-Supported Organotin Reagents for Regioselective Halogenation of Aromatic Amines
  作者：Jean-Mathieu Chrétien、Françoise Zammattio、Erwan Le Grognec、Michaël Paris、Blanche Cahingt、Gilles Montavon、Jean-Paul Quintard

  DOI：10.1021/jo0480141

  日期：2005.4.1

  halides were used in the halogenation reaction of aromatic amines. Treatment of aromatic amines with n-butyllithium and polymer-supported organotin halides gave the corresponding polymer-bound N-triorganostannylamines, which by treatment with bromine or iodine monochloride gave the para-halogenated aromatic amines with high yields and high selectivities. The polymer-supported organotin halides reagents

  聚合物负载的三有机锡卤化物用于芳族胺的卤化反应。用正丁基锂和聚合物负载的有机锡卤化物处理芳族胺可得到相应的与聚合物结合的N-三有机锡烷基胺，通过用溴或一氯化碘处理可得到高收率和高选择性的对卤代芳族胺。在卤化反应过程中再生的聚合物负载的有机锡卤化物试剂可以重复使用而不会损失效率。在三轮运行后，还研究了卤代芳族胺中锡残留物的存在，并在20 ppm以下进行了评估。
• Heteroaryl substituted benzothiazole dioxetanes
  申请人：PE Corporation

  公开号：US06660529B2

  公开（公告）日：2003-12-09

  Chemiluminescent heteroaryl substituted benzothiazole 1,2-dioxetane compounds capable of producing light energy when decomposed are provided. These chemiluminescent compounds are represented by the general formula: The heteroaryl substituent Y can be, for example, a pyridyl group or a benzothiazolyl group. The heteroaryl substituted benzothiazole compounds are substantially stable at room temperature. Kits including the heteroaryl substituted dioxetane compounds as well as methods for using these compounds for detecting the presence of one or more analytes in a sample are also provided.

  提供了能够在分解时产生光能量的化学发光杂环取代苯并噻唑1,2-二氧杂环化合物。这些化学发光化合物由一般公式表示：杂环取代基Y可以是例如吡啶基或苯并噻唑基。这些杂环取代苯并噻唑化合物在室温下基本稳定。还提供了包括杂环取代二氧杂环化合物的试剂盒以及使用这些化合物检测样品中一个或多个分析物存在的方法。