苯亚磺酰乙酸乙酯 | 54882-04-1

• 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: 苯亚磺酰乙酸乙酯
• 中文别名: 2-(苯基亚磺酰基)乙酸乙酯；2-(苯基亚硫酰基)乙酸乙酯
• 英文名称: ethyl 2-(phenylsulfinyl)acetate
• 英文别名: Ethyl Phenylsulfinylacetate；ethyl 2-(benzenesulfinyl)acetate
• CAS: 54882-04-1
• 化学式: C₁₀H₁₂O₃S
• 分子量: 212.269
• InChiKey: HVVJMTVECSPOGD-UHFFFAOYSA-N

物化性质

• 沸点：
  154 °C / 3mmHg
• 密度：
  1.21
• 稳定性/保质期：
  如果按照规定使用和储存，则不会分解，没有已知的危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2930909090
• 储存条件：
  请将贮藏器密封，并存放在阴凉、干燥处。同时，确保工作环境有良好的通风或排气设施。

SDS

Ethyl Phenylsulfinylacetate Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Ethyl Phenylsulfinylacetate

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: Ethyl Phenylsulfinylacetate
Percent: >85.0%(GC)
CAS Number: 54882-04-1
Synonyms: Phenylsulfinylacetic Acid Ethyl Ester
Chemical Formula: C10H12O3S

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Unsuitable extinguishing Solid streams of water
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Ethyl Phenylsulfinylacetate

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Section 5. FIRE-FIGHTING MEASURES
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Ensure adequate ventilation. Entry to non-involved personnel should be controlled
emergency procedures: around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in a suitable absorbent (e.g. rag, dry sand, earth, saw-dust).
containment and cleaning In case of large amount of spillage, contain a spill by bunding. Adhered or collected
up: material should be promptly disposed of, in accordance with appropriate laws and
regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Wash hands and face thoroughly after
handling.
Use a ventilation, local exhaust if vapour or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust as possible so that workers should not be
Engineering controls:
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Vapor respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Form: Clear
Pale yellow - Yellow
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
154°C/0.4kPa
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
1.21
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available
Ethyl Phenylsulfinylacetate

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Sulfur oxides
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to burn in a chemical
incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when
disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Does not correspond to the classification standard of the United Nations
Hazards Class:
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
Ethyl Phenylsulfinylacetate

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  苯亚磺酰乙酸乙酯 在 MoO₂Cl₂(DMF)₂ 亚磷酸三苯酯 作用下， 以 乙腈 为溶剂， 以84%的产率得到(甲基硫代)醋酸乙酯
  参考文献：
  名称：

  Selective Deoxygenation of Sulfoxides to Sulfides with Phosphites Catalyzed by Dichlorodioxomolybdenum(VI)

  摘要：

  在温和的条件下，通过六氯二氧化钼(VI)催化，P(OPh)3 实现了对亚砜的化学选择性脱氧化反应，生成硫化物。

  DOI：

  10.1055/s-2004-829104
• 作为产物：
  描述：

  苯硫酚 在 sodium periodate 、 sodium methylate 作用下， 以 甲醇 、 水 为溶剂， 反应 19.5h， 生成 苯亚磺酰乙酸乙酯
  参考文献：
  名称：

  多杀菌素 A 生物合成过程中副产物的形成以及酶促相互作用阻止其形成的证据

  摘要：

  Saccharopolyspora spinosa中多杀菌素 A 的生物合成涉及 1,4-脱水，然后是分别由 SpnM 和 SpnF 催化的分子内 [4 + 2]-环加成反应。在没有 SpnF 的情况下也会发生环加成反应，这导致了关于其催化机制和生物合成作用的问题。用未活化的亲二烯体或无环结构制备底物类似物，发现其不具有反应性，这与这些特征对环化的重要性一致。还发现 SpnM 催化的脱水反应产生对应于 C11 = C12顺式的副产物SpnF 底物的异构体。这种副产物在存在和不存在 SpnF 的情况下都是稳定的；然而，通过在反应中加入 SpnF 或脱氢酶 SpnJ，可以将 SpnM 产物和副产物的相对产量转向有利于前者。该结果表明多杀菌素A生物合成酶之间的潜在相互作用可能有助于提高该途径的效率。

  DOI：

  10.1016/j.tet.2021.132569

文献信息

• Selective Synthesis of Sulfoxides and Sulfones by Methyltrioxorhenium-Catalyzed Oxidation of Sulfides with Hydrogen Peroxide
  作者：Shigekazu Yamazaki

  DOI：10.1246/bcsj.69.2955

  日期：1996.10

  Methyltrioxorhenium-catalyzed oxidation of sulfides with hydrogen peroxide in ethanol has been found to be an efficient catalytic system for the selective formation of sulfoxides and sulfones. The oxidation using an equimolar amount of hydrogen peroxide afforded sulfoxides in excellent yield, and the use of two molar amounts of hydrogen peroxide gave sulfones quantitatively. Strongly deactivated sulfide, bis(4-nitrophenyl)

  已发现甲基三氧铼在乙醇中用过氧化氢催化氧化硫化物是选择性形成亚砜和砜的有效催化体系。使用等摩尔量的过氧化氢氧化以极好的收率提供亚砜，并且使用两摩尔量的过氧化氢定量地产生砜。强烈失活的硫化物，双（4-硝基苯基）硫化物，以极好的收率顺利转化为相应的亚砜和砜。硫化物侧链上的官能团如碳-碳双键在反应条件下不受影响，硫原子被选择性氧化。
• .ALPHA.-Fluorination of Methyl Phenyl Sulfoxide and Related Compounds by Molecular Fluorine: A Novel Method for the Introduction of Fluorine into Sulfoxides Bearing .ALPHA.-H Atoms.
  作者：Akemi TOYOTA、Yoshinori ONO、Jun CHIBA、Takumichi SUGIHARA、Chikara KANEKO

  DOI：10.1248/cpb.44.703

  日期：——

  Direct formation of α-fluorosulfones from sulfoxides bearing α-H atoms merely by reaction with molecular fluorine (5% F2/N2) is reported, and a novel non-Pummerer-type mechanism is proposed for this α-fluorination reaction.

  据报道，通过与分子氟（5% F2/N2）反应，仅直接从含有α-H原子的亚砜生成α-氟磺醚，为此α-氟化反应提出了一种新型非Pummerer型机理。
• Conversion of 2-Sulfinylated 2-Alkenoate Esters to (2<i>E</i>,4<i>E</i>)-2,4-Alkadienoate Esters by Pyrolysis
  作者：Rikuhei Tanikaga、Yoshihito Nozaki、Masaharu Nishida、Aritsune Kaji

  DOI：10.1246/bcsj.57.729

  日期：1984.3

  by ethyl (2E)-4-hydroxy-2-alkenoates. Ethyl 2-cycloalkylidene-2-phenylsulfinylacetates were found to be more susceptible to pyrolysis. The enoate esters (2) undergo migration of their carbon-carbon double bond and then [2,3]sigmatropic rearrangement to benzene-sulfenate esters, followed by thermolytic extrusion of a benzenesulfenic acid probably via ethyl (2E)-4-phenyl-sulfinyl-2-alkenoates to afford

  已经研究了由醛和 2-苯基亚磺酰基乙酸乙酯制备的 (2E)-2-苯基亚磺酰基-2-链烯酸乙酯 (E-2) 的热反应。E-2 或其 Z-异构体在二甲苯中的回流导致形成 (2E,4E)-2,4-链二烯酸乙酯和 (2E)-4-羟基-2-链烯酸乙酯。发现 2-亚环烷基-2-苯基亚磺酰基乙酸乙酯对热解更敏感。烯酸酯 (2) 经历其碳-碳双键的迁移，然后 [2,3] σ 重排为苯-次磺酸酯，随后可能通过乙基 (2E)-4-苯基-亚磺酰基热解挤出苯次磺酸-2-链烯酸酯得到(2E,4E)-2,4-链二烯酸乙酯。
• Tungstate-exchanged Mg-Al-LDH catalyst: an eco-compatible route for the oxidation of sulfides in aqueous mediumIICT Communication No: 020222
  作者：B. M. Choudary、B. Bharathi、Ch. Venkat Reddy、M. Lakshmi Kantam

  DOI：10.1039/b205292j

  日期：2002.9.11

  The catalytic oxidation of sulfides selectively to sulfoxides and/or sulfones is realised for the first time with heterogeneous tungstate-exchanged Mg-Al-LDH catalyst using 30% hydrogen peroxide in aqueous media at a faster rate in quantitative yields at room temperature. The heterogeneous catalyst showed higher activity (TOF) over its homogeneous analogues and other heterogeneous catalysts reported so far. The catalyst is well characterised by various instrumental techniques such as FT-IR spectroscopy, thermal analysis (TGA and DTA), powder XRD and chemical analysis. The catalyst is reused for six cycles with consistent activity and selectivity.

  首次实现了在室温下使用异相钨酸盐交换的Mg-Al-LDH催化剂，在30%过氧化氢水溶液中快速定量地将硫化物选择性催化氧化为亚砜和/或砜。该异相催化剂的活性（TOF值）高于其均相同类催化剂及其他已报道的异相催化剂。通过FT-IR光谱、热分析（TGA和DTA）、粉末XRD及化学分析等多种仪器技术对催化剂进行了充分表征。该催化剂可循环使用六次，活性与选择性始终保持一致。
• [EN] PYRAZOLO[3,4-D]PYRIMIDIN-4(5H)-ONE DERIVATIVES AS PDE9 INHIBITORS<br/>[FR] UTILISATION DE DÉRIVÉS DE PYRAZOLO[3,4-D]PYRIMIDIN-4(5H)-ONE COMME INHIBITEURS DE PDE9
  申请人：CELON PHARMA SA

  公开号：WO2014016789A1

  公开（公告）日：2014-01-30

  A compound of the general formula (I) wherein R1 is selected from the group consisting of phenyl unsubstituted or substituted with 1 to 3 substituents selected from F, Cl, Br, I, CN, -O-C1-C3-alkyl, fluorinated -O-C1-C3-alkyl, -(CH2)mOH and 5-membered heterocyclic group with 1 or 2 heteroatoms selected from N, O and S; and 6- or 10-membered heteroaryl with 1 to 3 heteroatoms selected from O, N and S; R2 and R3 independently of each other represent H atom or straight or branched C1-C3 alkyl; R4 is selected from the group consisting of 4- to 6- membered cycloalkyl, wherein one of carbon atoms can be replaced by O atom, and which is unsubstituted or substituted with one or two halogen atoms,and straight or branched C1-C4 alkyl; Q represents a bond or C1-C3-alkylene, which can be optionally substituted by one to three C1-C3-alkyls; X is selected from the group consisting of O, NR5, and S(O)p; R5 represents H atom or C1-C3alkyl; m is 1, 2 or 3; p is 0, 1 or 2; and salts thereof, for use as a medicament, in particular for treating cognitive function disorders and neurodegenerative diseases.

  通用式（I）的化合物，其中R1选自苯基未取代或取代的基团，所取代基团可为1至3个取自F、Cl、Br、I、CN、-O-C1-C3-烷基、氟代-O-C1-C3-烷基、-(CH2)mOH和含有1或2个取自N、O和S的杂原子的5元杂环基；以及含有1至3个取自O、N和S的杂原子的6-或10-元杂芳基；R2和R3彼此独立地代表H原子或直链或支链的C1-C3烷基；R4选自4-至6-环脂肪族基团，其中一个碳原子可被氧原子取代，未取代或取代有一或两个卤素原子，以及直链或支链的C1-C4烷基；Q代表键或C1-C3-亚烷基，可选择性地被1至3个C1-C3-烷基取代；X选自O、NR5和S(O)p的基团；R5代表H原子或C1-C3烷基；m为1、2或3；p为0、1或2；以及其盐，用作药物，特别用于治疗认知功能障碍和神经退行性疾病。