2-(4-溴苯基)硫基乙酸酯 | 3406-76-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-(4-溴苯基)硫基乙酸酯
• 英文名称: (4-bromophenylthio)acetic acid
• 英文别名: 2-((4-bromophenyl)thio)acetic acid；(4-Bromo-phenylsulfanyl)-acetic acid；2-(4-bromophenyl)sulfanylacetic acid
• CAS: 3406-76-6
• 化学式: C₈H₇BrO₂S
• mdl: MFCD00980675
• 分子量: 247.112
• InChiKey: ZREFBQZGAVWLKX-UHFFFAOYSA-N

物化性质

• 熔点：
  115.0-116.0 °C
• 沸点：
  366.1±27.0 °C(Predicted)
• 密度：
  1.70±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2930909090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (4-Bromo-phenylsulfanyl)-acetic acid
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-Bromo-phenylsulfanyl)-acetic acid
CAS number: 3406-76-6

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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: C8H7BrO2S
Molecular weight: 247.1

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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 bromide, sulfur oxides.

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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-溴苯基)硫基乙酸酯 在 tris(2,2'-bipyridine)chromium(III) 作用下， 以 乙腈 为溶剂， 生成 4-溴茴香硫醚
  参考文献：
  名称：

  聚吡啶基铬（III）配合物与芳硫基乙酸在乙腈和水性介质中的光氧化还原反应

  摘要：

  Cr（NN）3 3+（NN2,2'-联吡啶，4,4'-二甲基-2,2'-联吡啶和1,10-菲咯啉）与芳硫基乙酸在乙腈和芳基硫代乙酸根离子中的还原猝灭反应在水性介质中已经进行了研究。乙腈和水性介质之间的k q值的显着差异可追溯到用于还原Cr（III）配合物的电子源的差异，即还原乙腈中的硫和水性介质中的羧酸根离子。

  DOI：

  10.1016/s0040-4020(01)85519-8
• 作为产物：
  描述：

  2-(4-bromo-phenylsulfanyl)-N-hydroxy-acetamide 在 盐酸 、 甲醇 、 氢氧化钾 作用下， 生成 2-(4-溴苯基)硫基乙酸酯
  参考文献：
  名称：

  关于（芳基巯基）乙酰羟肟酸的性质

  摘要：

  描述了一些取代的巯基乙酰异羟肟酸和（苯基巯基）丁酸和（苯基巯基）戊酰异羟肟酸，它们对植物病原真菌有效，讨论了一些（苯基巯基）乙酰基和（苯基磺酰基）乙酰羟肟酸的红外光谱。

  DOI：

  10.1002/ardp.19673000608

文献信息

• Transmission of Unidirectional Molecular Motor Rotation to a Remote Biaryl Axis
  作者：Edgar Uhl、Stefan Thumser、Peter Mayer、Henry Dube

  DOI：10.1002/anie.201804716

  日期：2018.8.20

  upon external energy input. A profound challenge is the defined transfer of directional motor motions to remote entities at the molecular scale. Herein, we present a molecular setup that allows for the transfer of the directional rotation of a light‐powered motor unit onto a remote biaryl axis via an ethylene glycol chain link. Based on a combination of X‐ray crystallographic analysis, ECD, and NMR experiments

  分子电动机在外部能量输入时经历重复的方向性运动。一个严峻的挑战是在分子尺度上将定向运动运动转移到远程实体的定义。在这里，我们介绍了一种分子设置，该设置允许通过乙二醇链节将光动力马达单元的定向旋转转移到远端的联芳基轴上。基于X射线晶体学分析，ECD和NMR实验的结合以及全面的理论评估，我们为两个分子单元的耦合逐步方向运动提供了证据。通过提出的设置，将来可以有意识地探索将分子运动单元轻松集成到更大的功能框架和复杂的分子机器中的方法。
• Pyrrolobenzodiazepine arylcarboxamides and derivatives thereof as follicle-stimulating hormone receptor antagonists
  申请人：Failli A. Amedeo

  公开号：US20060199806A1

  公开（公告）日：2006-09-07

  This invention provides pyrrolobenzodiazepine arylcarboxamides selected from those of Formula (1), which act as follicle stimulating hormone receptor antagonists, as well as pharmaceutical compositions and methods of treatment

  这项发明提供了从式（1）中选择的吡咯苯并二氮杂环芳基甲酰胺，其作为促卵泡生成激素受体拮抗剂，以及药物组合物和治疗方法。
• Pyrrolobenzodiazepine pyridine carboxamides and derivatives as follicle-stimulating hormone receptor antagonists
  申请人：Failli A. Amedeo

  公开号：US20060287522A1

  公开（公告）日：2006-12-21

  This invention provides pyrrolobenzodiazepine pyridine carboxamides selected from those of Formula (1), which act as follicle stimulating hormone receptor antagonists. The invention also provides pharmaceutical compositions and methods of treatment utilizing the compounds of Formulae (1) and (2).

  这项发明提供了从式（1）中选择的吡咯苯并二氮杂吡咯烷吡啶羧酰胺，其作为卵泡刺激素受体拮抗剂。该发明还提供了利用式（1）和（2）化合物的药物组合物和治疗方法。
• A Fragment-Based Method to Discover Irreversible Covalent Inhibitors of Cysteine Proteases
  作者：Stefan G. Kathman、Ziyang Xu、Alexander V. Statsyuk

  DOI：10.1021/jm500345q

  日期：2014.6.12

  reported which irreversibly tethers drug-like fragments to catalytic cysteines. We attached an electrophile to 100 fragments without significant alterations in the reactivity of the electrophile. A mass spectrometry assay discovered three nonpeptidic inhibitors of the cysteine protease papain. The identified compounds display the characteristics of irreversible inhibitors. The irreversible tethering system

  报道了一种新的基于片段的药物发现方法，该方法不可逆地将类药物片段束缚在催化半胱氨酸上。我们将亲电试剂连接到 100 个片段上，而亲电试剂的反应性没有显着改变。质谱分析发现了半胱氨酸蛋白酶木瓜蛋白酶的三种非肽抑制剂。鉴定出的化合物显示出不可逆抑制剂的特征。不可逆的束缚系统也显示出特异性：三种鉴定出的木瓜蛋白酶抑制剂不与 UbcH7、USP08 或带有 GST 标签的人类鼻病毒 3C 蛋白酶共价反应。
• Access to Spirocyclic Benzothiophenones with Multiple Stereocenters via an Organocatalytic Cascade Reaction
  作者：Bedřich Formánek、Jiří Tauchman、Ivana Císařová、Jan Veselý

  DOI：10.1021/acs.joc.0c00882

  日期：2020.7.2

  derivatives containing three stereocenters were prepared via one-step synthesis in yields ranging from 88 to 96% and in enantioselectivities (enantiomeric excess (ee)) ranging from 85 to 97%, with diastereoselectivities of approximately 14/2/1. Therefore, this method provides an efficient route for the synthesis of a new class of optically active 2-spirobenzothiophenones.

  本报告描述了在金鸡纳生物碱胺存在下2-亚烷基苯并[ b ]噻吩酮衍生物与烯酮之间的有机催化级联反应。通过一步合成，制备了包含三个立体中心的螺苯并噻吩苯甲酸环己烷衍生物，其产率为88％至96％，对映选择性（对映体过量（ee））为85至97％，非对映选择性约为14/2/1。因此，该方法为合成新型的光学活性的2-螺苯并噻吩酮提供了有效的途径。