2,6-二溴对氯苯酚 | 5324-13-0

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物 - 酚及其卤化、磺化、硝化或亚硝化衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2,6-二溴对氯苯酚
• 中文别名: 4-氯-2,6-二溴苯酚；2,6-二溴-4-氯苯酚；2,5-二(三氟甲基)苯磺酰胺
• 英文名称: 2,6-dibromo-4-chlorophenol
• 英文别名: 4-chloro-2,6-dibromophenol；2,6-Dibrom-4-chlor-phenol
• CAS: 5324-13-0
• 化学式: C₆H₃Br₂ClO
• mdl: MFCD00029751
• 分子量: 286.35
• InChiKey: WYZQOLPTPZDTIF-UHFFFAOYSA-N

物化性质

• 熔点：
  92℃ (ethanol )
• 沸点：
  245.0±35.0 °C(Predicted)
• 密度：
  2.166±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2908199090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,6-Dibromo-4-chlorophenol
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-chlorophenol
CAS number: 5324-13-0

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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: C6H3Br2ClO
Molecular weight: 286.3

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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, hydrogen chloride, 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：

  2,6-二溴对氯苯酚 在 硝酸 作用下， 生成 2,6-二溴对苯醌
  参考文献：
  名称：

  CXXXVI.—发烟硝酸对4-卤代-2：6-二溴苯酚和-茴香醚的作用。氟衍生物的异常行为

  摘要：

  DOI：

  10.1039/jr9300001085
• 作为产物：
  描述：

  对氯苯酚 在 potassium bromide 作用下， 生成 2,6-二溴对氯苯酚
  参考文献：
  名称：

  准二元体系 LaMnO3–SrMnO3 和 LaMnO3–CaMnO3 中的相图研究

  摘要：

  研究了准二元体系LaMnO 3 -SrMnO 3 和LaMnO 3 -CaMnO 3 。两种系统在空气中低于约 1400 °C 的中间 La:Sr 和 La:Ca 比率下均显示出混溶间隙。这种现象导致单相(La,Sr)MnO 3− x 和(La,Ca)MnO 3− x 固溶体分解为富La SrMnO 3− x + 富Sr LaMnO 3− x 和富La CaMnO 3− x + 富钙 LaMnO 3− x 分别在较低温度下。在 1400 °C 的 LaMnO 3 –SrMnO 3 体系中，没有观察到 (La,Sr)MnO 3 随着 Sr 含量的增加从斜方晶向菱面体的结构转变，La 0.7 Sr 0.3 MnO 3 的结构被确定为斜方晶系，a = 0.54927 ± 0.0009 nm，b = 0.54582 ± 0.0009 nm，c 4 0.76772 ± 0.0034 nm。

  DOI：

  10.1557/jmr.2000.0164

文献信息

• Practical, mild and efficient electrophilic bromination of phenols by a new I(<scp>iii</scp>)-based reagent: the PIDA–AlBr₃system
  作者：Yuvraj Satkar、Velayudham Ramadoss、Pradip D. Nahide、Ernesto García-Medina、Kevin A. Juárez-Ornelas、Angel J. Alonso-Castro、Ruben Chávez-Rivera、J. Oscar C. Jiménez-Halla、César R. Solorio-Alvarado

  DOI：10.1039/c8ra02982b

  日期：——

  Its stability at 4 °C after preparation was confirmed over a period of one month and no significant loss of its reactivity was observed. Additionally, the gram-scale bromination of 2-naphthol proceeds with excellent yields. Even for sterically hindered substrates, a moderately good reactivity is observed.

  在高效且非常温和的反应条件下开发了一种实用的苯酚和苯酚醚亲电溴化方法。研究了广泛的芳烃，包括苯并咪唑和咔唑核心以及萘普生和扑热息痛等止痛药。新型 I( III ) 基溴化试剂PhIOAcBr通过混合 PIDA 和 AlBr 3易于制备。我们的 DFT 计算表明，这可能是溴化活性物质，它是原位制备的或离心后分离的。制备后 1 个月内证实其在 4°C 下的稳定性，未观察到其反应性显着损失。此外，2-萘酚的克级溴化反应具有优异的产率。即使对于空间位阻底物，也观察到适度良好的反应性。
• UBIQUITIN-SPECIFIC-PROCESSING PROTEASE 7 (USP7) MODULATORS AND USES THEREOF
  申请人：FLX Bio, Inc.

  公开号：US20190142834A1

  公开（公告）日：2019-05-16

  Disclosed herein, inter alia, compounds and methods of use thereof for the modulation of USP7 activity.

  本公开内容包括，但不限于，化合物及其使用方法，用于调节USP7活性。
• Regiocomplementary Cycloaddition Reactions of Boryl- and Silylbenzynes with 1,3-Dipoles: Selective Synthesis of Benzo-Fused Azole Derivatives
  作者：Takashi Ikawa、Akira Takagi、Masahiko Goto、Yuya Aoyama、Yoshinobu Ishikawa、Yuji Itoh、Satoshi Fujii、Hiroaki Tokiwa、Shuji Akai

  DOI：10.1021/jo302802b

  日期：2013.4.5

  such heterocycles is the (3 + 2) cycloaddition reaction of benzynes with 1,3-dipolar compounds. However, the reactions of unsymmetrically substituted benzynes generally show low selectivity and hence yield mixtures of two regioisomers. In this paper, we describe the synthesis of both regioisomers of multisubstituted benzo-fused azole derivatives such as benzotriazoles, 1H-indazoles, and benzo[d]isoxazoles

  苯并稠合的含氮杂环在生物活性化合物中含量很高。制备此类杂环的最重要方法之一是苯与1，3-偶极化合物的（3 + 2）环加成反应。但是，不对称取代的苯炔的反应通常显示出低选择性，因此产生两种区域异构体的混合物。在本文中，我们描述了多取代的苯并稠合的唑衍生物如苯并三唑，1 H-吲唑和苯并[ d]的两种区域异构体的合成。异恶唑通过3-硼基和3-甲硅烷基苯并与1,3-偶极的区域互补（3 + 2）环加成反应。从新的前体中生成3-硼基苯甲酮的改进是这项工作最重要的结果之一，该工作成功进行了（3 + 2）个环加成反应，并具有排他性和近端选择性。另一方面，3-甲硅烷基苯甲酮的类似反应选择性地提供了远端的环加合物。通过密度泛函理论计算对这些惊人的区域选择性的反应途径进行分析，结果表明，硼烷基苯甲酮的（3 + 2）环加成反应受硼烷基的静电作用控制，而甲硅烷基苯甲酮的环加成反应主要受大体积立体位阻的控制。通过异常过渡态产生静电不利的加合物的甲硅烷基。
• Regioselective Synthesis of Phenols and Halophenols from Arylboronic Acids Using Solid Poly(<i>N</i>-vinylpyrrolidone)/ Hydrogen Peroxide and Poly(4-vinylpyridine)/Hydrogen Peroxide Complexes
  作者：G. K. Surya Prakash、Sujith Chacko、Chiradeep Panja、Tisa Elizabeth Thomas、Laxman Gurung、Golam Rasul、Thomas Mathew、George A. Olah

  DOI：10.1002/adsc.200900071

  日期：2009.7

  reagents has been further expanded for the one‐pot synthesis of halophenols. Density functional theory calculations were carried out on hydrogen peroxide complexes of N‐ethylpyrrolidone and 4‐ethylpyridine as models to get a better understanding of structure and behavior of hydrogen peroxide complexes of the polymers poly(N‐vinylpyrrolidone) and poly(4‐vinylpyridine) compared to aqueous hydrogen peroxide

  制备了基于聚（N-乙烯基吡咯烷酮）和聚（4-乙烯基吡啶）的固体过氧化氢配合物，并将其用作固体羟基化试剂。这些固体过氧化氢当量被发现是更安全，方便和有效的试剂体系，用于芳基硼酸以ipso-羟基化方式以较高的产率高产率地转化为相应的苯酚。该试剂的多功能性已进一步扩展，可用于一锅合成卤代酚。以N-乙基吡咯烷酮和4-乙基吡啶的过氧化氢配合物为模型进行了密度泛函理论计算，以更好地理解聚合物poly（N乙烯基吡咯烷酮）和聚（4-乙烯基吡啶）与过氧化氢水溶液的比较。
• 2-(Chlorodiisopropylsilyl)-6-(trimethylsilyl)phenyl triflate: a modified platform for intramolecular benzyne cycloadditions
  作者：Tsukasa Tawatari、Kiyosei Takasu、Hiroshi Takikawa

  DOI：10.1039/d1cc05264k

  日期：——

  2-(Chlorodiisopropylsilyl)-6-(trimethylsilyl)phenyl triflate serves as an efficient aryne precursor for intramolecular benzyne [4 + 2] or (2 + 2 + 2) cycloadditions. Key features of this precursor are (1) rapid connection of various arynophiles to the precursor via a Si–O bond and (2) generation of aryne under mild conditions using a combination of Cs2CO3 and 18-crown-6.

  2-(氯二异丙基甲硅烷基)-6-(三甲基甲硅烷基)苯基三氟甲磺酸酯作为有效的芳炔前体用于分子内苄基 [4 + 2] 或 (2 + 2 + 2) 环加成。这种前体的主要特征是 (1) 各种亲芳体通过Si-O 键与前体快速连接；(2) 在温和条件下使用 Cs 2 CO 3和 18-crown-6的组合生成芳炔。