2,6-二溴-4-叔丁基苯胺 | 10546-67-5

• 物质功能分类: 有机原料 - 杂环化合物
• 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: 2,6-二溴-4-叔丁基苯胺
• 英文名称: 2,6-dibromo-4-(tert-butyl)aniline
• 英文别名: 4-tert-butyl-2,6-dibromoaniline；2,6-dibromo-4-tert-butylbenzenamine；2,6-dibromo-4-t-butylaniline；4-t-butyl-2,6-dibromoaniline；2,6-Dibromo-4-tert-butylaniline
• CAS: 10546-67-5
• 化学式: C₁₀H₁₃Br₂N
• 分子量: 307.028
• InChiKey: FEHTXNYXDWPZCQ-UHFFFAOYSA-N

物化性质

• 沸点：
  288℃
• 密度：
  1.609
• 闪点：
  128℃

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2921420090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：2-8°C，避光，保存于惰性气体中

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,6-Dibromo-4-tert-butylaniline
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: 2,6-Dibromo-4-tert-butylaniline
CAS number: 10546-67-5

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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: C10H13Br2N
Molecular weight: 307.0

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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：

  2,6-二溴-4-叔丁基苯胺 在 硫酸 、 sodium nitrite 作用下， 以 乙醇 、 苯 为溶剂， 反应 3.0h， 以69%的产率得到1,3-二溴-5-(1,1-二甲基乙基)苯
  参考文献：
  名称：

  Synthesis and optical properties of novel blue fluorescent conjugated polymers

  摘要：

  本文介绍了一种合成具有确定共轭长度的共轭聚合物的新方法，该聚合物能够产生蓝光或绿光荧光。所报道的新方法是利用1,3-亚苯基（类型1）和10,10′-联二蒽（类型2）作为共轭片段（如芪和噻吩）的桥接单元，这些片段的光学性质可以通过简单的变化进一步调整。

  DOI：

  10.1039/a808590k
• 作为产物：
  描述：

  4-叔丁基苯胺 在 氢溴酸 、 双氧水 作用下， 以 水 为溶剂， 反应 28.0h， 以95%的产率得到2,6-二溴-4-叔丁基苯胺
  参考文献：
  名称：

  “在水上”对环境有益的亲电和自由基溴化：H 2 O 2 -HBr系统与N-溴琥珀酰亚胺

  摘要：

  AH 2 O 2 -HBr系统和N-溴琥珀酰亚胺在水性介质中被用作亲电和自由基溴化的“绿色”方法。使用两种体系，在环境温度下且不添加金属或酸催化剂的情况下，几种活化和活化程度较低的芳族分子，苯基取代的酮和苯乙烯都可以在水中“有效”溴化，而各种未活化的甲苯则在存在可见光作为自由基活化剂。两种溴化系统的反应性和选择性的比较表明，H 2 O 2-HBr系统在苄基溴化和酮的溴化方面比NBS具有更高的反应性，而对于甲氧基取代的四氢萘酮的亲电芳香取代，NBS则更高。另外，使用H 2 O 2时，溴化芳烃的收率更高。–HBr“上水”。苯乙烯的溴化揭示了不仅溴化试剂的结构，而且反应条件：水量，有机溶剂，搅拌速率和界面结构也对定义溴化的结果（二溴化与溴羟基化）起着关键作用。此外，温和的反应条件，简单的分离程序，廉价的试剂以及对环境的较低影响，使得水性溴化方法可以替代其他已报道的溴化方法。

  DOI：

  10.1016/j.tet.2009.03.034

文献信息

• How to Control the Rate of Heterogeneous Electron Transfer across the Rim of M₆L₁₂ and M₁₂L₂₄ Nanospheres
  作者：Riccardo Zaffaroni、Eduard O. Bobylev、Raoul Plessius、Jarl Ivar van der Vlugt、Joost N. H. Reek

  DOI：10.1021/jacs.0c01869

  日期：2020.5.13

  spaces, such as those provided by supramolecular cages, is quickly gaining momentum. It allows for second coordination sphere strategies to control the selectivity and activity of transition metal catalysts, beyond the classical methods like fine-tuning the steric and electronic properties of the coordinating ligands. Only a few electrocatalytic reactions within cages have been reported, and there is

  有限空间内的催化，例如超分子笼提供的催化，正在迅速获得动力。它允许使用第二配位球策略来控制过渡金属催化剂的选择性和活性，超越了微调配位配体的空间和电子特性等经典方法。仅报道了一些笼内的电催化反应，并且没有关于封装在超分子组装体中的氧化还原活性物质的电子转移动力学和热力学的信息。这一贡献围绕着 M6L12 和更大的 M12L24（M = Pd 或 Pt）纳米球的制备，这些纳米球通过不同类型的连接体（柔性、刚性和共轭或以共价方式封装在其空腔内）进行功能化。刚性和非共轭）或通过超分子氢键相互作用。氧化还原探针可以通过跨越纳米球边缘的电化学电子转移来定位，并且描述了该过程的热力学和动力学。我们的研究发现，连接体类型和笼内氧化还原探针的数量是微调电子转移速率的有用手柄，为电活性催化剂的封装和此类超分子组件的电催化应用铺平了道路。
• Synthesis of Indole-Fused Polycyclics via Rhodium-Catalyzed Undirected C–H Activation/Alkene Insertion
  作者：Songjin Guo、Rui Pan、Zhe Guan、Panpan Li、Libo Cai、Siwei Chen、Aijun Lin、Hequan Yao

  DOI：10.1021/acs.orglett.9b02198

  日期：2019.8.16

  Rh(III)-catalyzed undirected C–H activation/alkene insertion to synthesize diversified indole-fused polycyclics has been developed. Intramolecular electrophilic cyclization generated a 3-indolyl rhodium species that went through an aryl-to-aryl 1,4-rhodium migration to realize the C–H activation. The subsequent [4 + 2] carboannulation or hydroarylation of alkenes could be achieved, respectively, by simply

  已经开发了一种Rh（III）催化的无向CH活化/烯烃插入物来合成多种吲哚稠合的多环化合物。分子内亲电环化反应生成了3-吲哚基铑物种，该物种经过芳基到芳基的1,4-铑迁移而实现了CH活化。通过简单地调节反应的添加剂，可以分别实现随后的烯烃的[4 + 2]碳环化或加氢芳基化。
• [EN] (3-HYDROXY-4-AMINO-BUTAN-2-YL) -3- (2-THIAZOL-2-YL-PYRROLIDINE-1-CARBONYL) BENZAMIDE DERIVATIVES AND RELATED COMPOUNDS AS BETA-SECRETASE INHIBITORS FOR TREATING<br/>[FR] DÉRIVÉS DE (3-HYDROXY-4-AMINO-BUTAN-2-YL) -3- (2-THIAZOL-2-YL-PYRROLIDINE-1-CARBONYL) BENZAMIDE ET COMPOSÉS ASSOCIÉS UTILISÉS EN TANT QU'INHIBITEURS DE LA BÊTA-SÉCRÉTASE POUR LE TRAITEMENT
  申请人：COMENTIS INC

  公开号：WO2009042694A1

  公开（公告）日：2009-04-02

  The present invention provides novel beta-secretase inhibitors and methods for their use, including methods of treating of Alzheimer's disease. (Formula)

  本发明提供了新颖的β-分泌酶抑制剂及其使用方法，包括用于治疗阿尔茨海默病的方法。
• 시클로금속화 이미다조[1,2-ｆ]페난트리딘 및 디이미다조[1,2-ａ:1',2'-ｃ]퀴나졸린 리간드, 및 이의 등전자성 및 벤즈고리화된 유사체의 금속 착체
  申请人：UNIVERSAL DISPLAY CORPORATION 유니버셜 디스플레이 코포레이션(520040150470)

  公开号：KR20160030582A

  公开（公告）日：2016-03-18

  본 발명은 시클로금속화 이미다조[1,2-f]페난트리딘 및 디이미다조[1,2-a:1',2'-c]퀴나졸린 리간드, 또는 이의 등전자성 또는 벤즈고리화된 유사체를 포함하는 인광 금속 착체를 포함하는 화합물에 관한 것이다. 또한, 본 발명은 이들 화합물을 포함하는 유기 발광 다이오드 소자에 관한 것이다.

  This is the translation of the text into Chinese: 本发明涉及包含环金属化咔唑[1,2-f]苯并三氮杂[1,2-a:1',2'-c]喹唑啉配体，或其等电子性或苯环化类似体的化合物，其中包括光电金属配位体。此外，本发明涉及包含这些化合物的有机发光二极管器件。
• Synthesis, Structure and Conformation of Terphenylene-Derived Oxacalixaromatics
  作者：Wen-Jing Hu、Xiao-Li Zhao、Ming-Liang Ma、Fang Guo、Xian-Qiang Mi、Biao Jiang、Ke Wen

  DOI：10.1002/ejoc.201101599

  日期：2012.3

  meta-dihalogenated benzene and heterocycles. Single-crystal X-ray analysis revealed that oxacalix[2]terphenylene[2]pyrazine 13 adopts a chair conformation, forming a molecular cavity to trap an ethyl acetate guest molecule in the solid state. 1,3-Alternate conformations are adopted by other oxacalix[2]terphenylene[2]aromatics (11, 12 and 15), which form a narrow tweezer-like molecular cavity that is incapable

  由三联苯单元组成的 Oxacalix[4] 芳烃已通过 5'-叔丁基-1,1':3',1"-三联苯-4,4"-二醇 (1) 和缺电子的间二卤代苯和杂环。单晶 X 射线分析表明，oxacalix[2]terphenylene[2]pyrazine 13 采用椅式构象，形成分子腔以捕获固态的乙酸乙酯客体分子。其他 oxacalix[2]terphenylene[2] 芳烃（11、12 和 15）采用 1,3-交替构象，形成一个狭窄的镊子状分子腔，无法封装任何客体分子。