4-(甲基亚磺酰)苯酚 | 14763-64-5

• 物质功能分类: 化学试剂 - 有机试剂 - 磺酸盐/亚磺酸盐
• 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: 4-(甲基亚磺酰)苯酚
• 中文别名: 4-(甲基亚磺酰基)苯酚
• 英文名称: 4-(methylsulfinyl)phenol
• 英文别名: 4-hydroxyphenyl methyl sulfoxide；4-(methylsulphinyl)phenol；4-methanesulfinyl-phenol；4-Methansulfinyl-phenol；(+/-)-Methyl-(4-hydroxy-phenyl)-sulfoxyd；(+/-)-4-Hydroxy-1-methylsulfin-benzol；4-methylsulfinylphenol
• CAS: 14763-64-5
• 化学式: C₇H₈O₂S
• mdl: MFCD00464311
• 分子量: 156.205
• InChiKey: ZCQSJUGIZGMDDA-UHFFFAOYSA-N

物化性质

• 熔点：
  46-50

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R20/21/22
• 海关编码：
  2930909090
• 储存条件：
  请保持冷饮。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(Methylsulfinyl)phenol
Synonyms: 4-Methylsulfinylphenol

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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-(Methylsulfinyl)phenol
CAS number: 14763-64-5

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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: C7H8O2S
Molecular weight: 156.2

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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, 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：

  4-(甲基亚磺酰)苯酚 在 双联邻苯二酚硼酸酯 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以97%的产率得到4-(甲硫基)苯酚
  参考文献：
  名称：

  B2cat2介导的亚砜还原为硫化物

  摘要：

  描述了使用双（邻苯二酚）二硼作为还原剂将亚砜还原为硫化物的有效且操作简单的方法。该用户友好型方案的特点是高官能团耐受性和易于纯化的过程。

  DOI：

  10.1002/ejoc.202000222
• 作为产物：
  描述：

  4-(甲硫基)苯酚 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 L-(+)-酒石酸二乙酯 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 4-(甲基亚磺酰)苯酚
  参考文献：
  名称：

  硫化物有效不对称氧化成亚砜

  摘要：

  Mise au point d'un nouveau 反应：Ti(OiC 3 H 7 ) 4 /二乙基酒石酸盐/eau/tC 4 H 9 OOH dans les 比例（1:2:1:1）。氧化硫反应功能

  DOI：

  10.1021/ja00338a030

文献信息

• Electrochemical synthesis of methyl sulfoxides from thiophenols/thiols and dimethyl sulfoxide
  作者：Ke-Si Du、Jing-Mei Huang

  DOI：10.1039/c7gc03864j

  日期：——

  A new route for a one-pot synthesis of methyl sulfoxides from thiophenols/thiols and dimethyl sulfoxide using an electrochemical technique was developed. This protocol proceeded smoothly by employing electrons and hydrogen peroxide as clean oxidants, and a wide range of aromatic and aliphatic sulfoxides were synthesized in moderate to good yields.

  开发了一种使用电化学技术从苯酚/硫醇和二甲基亚砜一锅法合成甲基亚砜的新途径。该方案通过使用电子和过氧化氢作为清洁氧化剂而顺利进行，并以中等至良好的产率合成了多种芳族和脂族亚砜。
• A highly efficient reusable homogeneous copper catalyst for the selective aerobic oxygenation sulfides to sulfoxides
  作者：Cheng Ren、Runxing Fang、Xiaochun Yu、Shun Wang

  DOI：10.1016/j.tetlet.2018.01.066

  日期：2018.3

  catalysis of oxidation of sulfides to sulfoxides using molecular oxygen as the oxidant. The reaction proceeds under mild conditions in the presence of a catalytic amount of TEMPO. Importantly, the catalysts could be conveniently recovered and reused. And this methodology was proved to be applicable for the transformation of various aromatic and aliphatic sulfides into the corresponding sulfoxides with high

  现成的铜对于使用分子氧作为氧化剂的硫化物氧化为亚砜的均相催化，显示出高效的活性和很高的选择性。反应在温和条件下在催化量的TEMPO存在下进行。重要的是，催化剂可以方便地回收和再利用。事实证明，该方法适用于以高转化率和高选择性将各种芳族和脂族硫化物转化为相应的亚砜。
• Photocatalytic Deoxygenation of Sulfoxides Using Visible Light: Mechanistic Investigations and Synthetic Applications
  作者：Aimee K. Clarke、Alison Parkin、Richard J. K. Taylor、William P. Unsworth、James A. Rossi-Ashton

  DOI：10.1021/acscatal.0c00690

  日期：2020.5.15

  The photocatalytic deoxygenation of sulfoxides to generate sulfides facilitated by either Ir[(dF(CF3)ppy)2(dtbbpy)]PF6 or fac-Ir(ppy)3 is reported. Mechanistic studies indicate that a radical chain mechanism operates, which proceeds via a phosphoranyl radical generated from a radical/polar crossover process. Initiation of the radical chain was found to proceed via two opposing photocatalytic quenching

  报道了通过Ir [（dF（CF 3）ppy）2（dtbbpy）] PF 6或fac -Ir（ppy）3促进的亚砜的光催化脱氧生成硫化物。机理研究表明，自由基链机理起作用，其通过由自由基/极性交叉过程产生的磷酰基自由基进行。发现自由基链的引发通过两种相反的光催化猝灭机理进行，从而提供互补的反应性。自由基脱氧过程的温和性质使得能够以通常的高分离收率还原多种官能化的亚砜，包括那些含有酸敏感基团的亚砜。
• B(C₆ F₅ )₃ -Catalyzed Deoxygenation of Sulfoxides and Amine <i>N</i> -Oxides with Hydrosilanes
  作者：Fangwei Ding、Yanqiu Jiang、Shaoyan Gan、Robert Li-Yuan Bao、Kaifeng Lin、Lei Shi

  DOI：10.1002/ejoc.201700489

  日期：2017.6.30

  An efficient strategy for the deoxygenation of sulfoxides and amine N-oxides using B(C6F5)3 and hydrosilanes has been developed. The method affords the corresponding aromatic or aliphatic products in good to high yields, and shows good functional group tolerance under mild conditions.

  已开发出一种使用 B(C6F5)3 和氢硅烷对亚砜和胺 N-氧化物进行脱氧的有效策略。该方法以良好到高产率提供相应的芳族或脂肪族产物，并且在温和条件下显示出良好的官能团耐受性。
• Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst
  作者：Bin Zhao、Gerald B. Hammond、Bo Xu

  DOI：10.1016/j.tetlet.2021.153376

  日期：2021.10

  We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and

  我们开发了一种环保且化学选择性的光催化合成亚砜或砜，通过在环境温度下使用空气或 O 2作为氧化剂氧化硫化物（硫醚）。廉价的噻吨酮被用作光催化剂。我们的方法提供了出色的化学产率和良好的官能团耐受性。六氟-2-丙醇 (HFIP) 和亚砜之间的氢键可能在最大限度地减少亚砜的过度氧化方面发挥重要作用。