4-氟-1,2-苯二酚 | 367-32-8

• 物质功能分类: 香精与香料 - 酚类 - 合成香料 - 酚类、醚类和环氧化物
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-氟-1,2-苯二酚
• 中文别名: 4-氟邻苯二酚
• 英文名称: 4-fluoropyrocatechol
• 英文别名: 4-fluorocatechol；4-fluorobenzene-1,2-diol；1,2-dihydroxy-4-fluorobenzene
• CAS: 367-32-8
• 化学式: C₆H₅FO₂
• mdl: MFCD01317539
• 分子量: 128.103
• InChiKey: NFWGQJUHSAGJBE-UHFFFAOYSA-N

物化性质

• 熔点：
  90-91
• 沸点：
  258.0±20.0 °C(Predicted)
• 密度：
  1.415±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于丙酮（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  8
• 危险品标志：
  Xi
• 海关编码：
  2908199090
• 安全说明：
  S24/25

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Fluorocatechol
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: 4-Fluorocatechol
CAS number: 367-32-8

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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.
Storage: Store in closed vessels.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H5FO2
Molecular weight: 128.1

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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 fluoride.

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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

制备方法与用途

用途：主要用来生产农药和医药中间体，例如，最新的国外杀虫剂便是通过缩酮反应等工艺制得的。

反应信息

• 作为反应物：
  描述：

  4-氟-1,2-苯二酚 在 sodium hydride 、 potassium carbonate 、 potassium iodide 作用下， 以 甲醇 、 二甲基亚砜 、 甲苯 为溶剂， 生成 7-fluoro-benzo[b][1,4]dioxepin-3-one
  参考文献：
  名称：

  1,5-Benzodioxepin衍生物是新型的毒蕈碱M3受体拮抗剂。

  摘要：

  报告了新型毒蕈碱M（1）-M（3）受体拮抗剂的新型1,5-苯并二恶英衍生物的结构活性关系。发现其中一些化合物对毒蕈碱M（3）受体具有高结合亲和力，并且对口服后未麻醉的大鼠膀胱压力节律性增加有有效作用。这些化合物对唾液腺显示出对膀胱的选择性。

  DOI：

  10.1016/j.bmcl.2006.11.058
• 作为产物：
  描述：

  4-氟苯酚 在 尿素 盐酸 、 oxy-hemocyanine 、 三羟甲基氨基甲烷 作用下， 以 甲醇 为溶剂， 生成 4-氟-1,2-苯二酚
  参考文献：
  名称：

  尿素显着增强氧载体蛋白血蓝蛋白单加氧酶活性

  摘要：

  章鱼血蓝蛋白的 (mu-eta2:eta2-peroxo) 二铜 (II) 物种将一系列 p 取代酚氧化为相应的儿茶酚（酚酶活性），这是首次通过使用紫外可见光直接检测在厌氧条件下，在含有 8 M 尿素的 0.5 M 硼酸盐缓冲溶液中的光谱方法。初步动力学研究表明，该反应涉及亲电芳香取代机制，如酪氨酸酶的酚酶反应。当反应在有氧条件下进行时，血蓝蛋白对酚类的氧化也催化进行。

  DOI：

  10.1021/ja061631h

文献信息

• New pyrrolidine derivatives, pharmaceutical compositions and uses thereof
  申请人：FLECK Martin

  公开号：US20140100211A1

  公开（公告）日：2014-04-10

  Pyrrolidine derivatives of the formula and their use as medicaments for the treatment of obesity and type 2 diabetes.

  吡咯烷衍生物的化学式及其作为治疗肥胖和2型糖尿病药物的用途。
• Practical Cleavage of Acetals by Using an Odorless Thiol Immobilized on Silica
  作者：Mylène de Léséleuc、Andrew Kukor、Shaun D. Abbott、Boulos Zacharie

  DOI：10.1002/ejoc.201901239

  日期：2019.11.30

  A practical, efficient and general method was developed for the deprotection of a variety of aromatic and aliphatic acetals to their corresponding catechol or diol derivatives using thiol functionalized on silica gel. This is an application for the well‐known commercial solid‐supported thiol (Silia MetS ® Thiol). The procedure is mild and amenable to scale‐up. It does not require inert atmosphere and

  开发了一种实用，有效且通用的方法，使用在硅胶上官能化的硫醇将各种芳族和脂族缩醛脱保护为相应的邻苯二酚或二醇衍生物。这是著名的商业固载硫醇（Silia MetS®Thiol）的应用。该过程是温和的，并且可以扩大规模。它不需要惰性气氛，并且观察到干净的转化。此方法适用于具有不同功能的取代1,3-苯并二恶唑和脂族缩醛。它提供了高收率的常规路线的优势，可以在环境温度下进行。
• PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS
  申请人：Philippe Michel

  公开号：US20100028280A1

  公开（公告）日：2010-02-04

  The invention relates to a process for straightening keratin fibres, comprising: (i) a step in which a straightening composition containing at least two denaturing agents is applied to the keratin fibres, (ii) a step in which the temperature of the keratin fibres is raised, using a heating means, to a temperature of between 110 and 250° C.

  该发明涉及一种直发角蛋白纤维的拉直过程，包括：(i)将至少两种变性剂含有的拉直组合物涂抹到角蛋白纤维上的步骤，(ii)使用加热装置将角蛋白纤维的温度升高至110至250°C的步骤。
• [EN] NEW PYRROLIDINE DERIVATIVES AND THEIR USE AS ACETYL-COA CARBOXYLASE INHIBITORS<br/>[FR] NOUVEAUX DÉRIVÉS DE PYRROLIDINE ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE L'ACÉTYL-COA CARBOXYLASE
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014056771A1

  公开（公告）日：2014-04-17

  The invention relates to new pyrrolidine derivatives of the formula (I) to their use as medicaments, to methods for their therapeutic use and to pharmaceutical compositions containing them.

  这项发明涉及公式（I）的新吡咯烷衍生物，其用作药物，用于它们的治疗使用的方法以及含有它们的药物组合物。
• Anchimerically Assisted Selective Cleavage of Acid-Labile Aryl Alkyl Ethers by Aluminum Triiodide and <i>N</i>,<i>N</i>-Dimethylformamide Dimethyl Acetal
  作者：Dayong Sang、Huaxin Yue、Zhengdong Zhao、Pengtao Yang、Juan Tian

  DOI：10.1021/acs.joc.0c00290

  日期：2020.5.15

  N-dimethylformamide dimethyl acetal (DMF-DMA) for the selective cleavage of ethers via neighboring group participation. Various acid-labile functional groups, including carboxylate, allyl, tert-butyldimethylsilyl (TBS), and tert-butoxycarbonyl (Boc), suffer the conditions intact. The method offers an efficient approach to cleaving catechol monoalkyl ethers and to uncovering phenols from acetal-type protecting

  N，N-二甲基甲酰胺二甲基乙缩醛（DMF-DMA）利用三碘化铝通过相邻基团的参与选择性裂解醚。包括羧酸盐，烯丙基，叔丁基二甲基甲硅烷基（TBS）和叔丁氧羰基（Boc）在内的各种酸不稳定官能团均完好无损。该方法为裂解邻苯二酚单烷基醚和从乙缩醛型保护基（如甲氧基甲基（MOM），甲氧基乙氧基甲基（MEM）和四氢吡喃基（THP））上化学选择性解吸酚提供了一种有效的方法。

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