a-氯苯基乙酸甲酯 | 7476-66-6

• 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: a-氯苯基乙酸甲酯
• 英文名称: methyl 2-chloro-2-phenylethanoate
• 英文别名: methyl 2-chloro-2-phenylacetate
• CAS: 7476-66-6
• 化学式: C₉H₉ClO₂
• mdl: MFCD00040996
• 分子量: 184.622
• InChiKey: XOIOYHPJZJLTGK-UHFFFAOYSA-N

物化性质

• 沸点：
  263.86°C (rough estimate)
• 密度：
  1.1989 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 储存条件：
  储存条件：2-8℃，请使用惰性气体保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 2-chloro-2-phenylacetate
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: Methyl 2-chloro-2-phenylacetate
CAS number: 7476-66-6

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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, refrigerated.
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: C9H9ClO2
Molecular weight: 184.6

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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.

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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：

  a-氯苯基乙酸甲酯 在 sodium iodide 作用下， 以 丙酮 为溶剂， 生成 methyl α-iodophenylacetate
  参考文献：
  名称：

  Derivatives of clavulanic acid, a process for their preparation and

  摘要：

  公式（II）的化合物：##STR1##或其药学上可接受的盐或酯，其中A是氢原子或酯化基团；X是1-12个碳原子的烷基基团，可选择地被氢氧基，氨基，C.sub.1-6的酰胺基或烷氧基取代，这些取代基不在邻氮原子的碳原子上；或者是一个C.sub.5-7环烷基基团；或者是一个苯基烷基基团，其中烷基部分的碳原子含量为1-6，苯部分可选择地被氟，溴，氯，C.sub.1-6烷基或C.sub.1-6烷氧基取代；但是当X代表可选择取代的苯基烷基基团，A代表C.sub.1-3烷基时，那么--CO.sub.2 A基团连接到苯基烷基基团的烷基部分；已发现这些化合物是β-内酰胺酶抑制剂和抗菌剂。它们的制备和用途已经描述。

  公开号：

  US04539202A1
• 作为产物：
  描述：

  (2-Iodo-1,1-dimethoxyethyl)benzene 在 氯 、 原甲酸三甲酯 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以94%的产率得到a-氯苯基乙酸甲酯
  参考文献：
  名称：

  芳族酮转化为α-芳基链烷酸。第2部分。采用过酸，氯或亚硝酸的路线

  摘要：

  已经研究了用于将1-芳基链烷酮氧化重排为α-芳基链烷酸酯的其他方法。已经表明，由酮容易地制备的合适的α-碘缩醛可以在用过酸或氯处理时转化为酯。使用后一种试剂，酯的α-氯化可能是与某些底物的有害副反应，并讨论了控制副产物形成的因素。已经证明，使用氯可以使该方法在碘中催化。在重氮化条件下，2-氨基-1-芳基链烷酮的缩醛也已显示出高收率的酯，这增加了关于离子ArC（OR）2 CHR'或该离子的初始形式是氢的建议。过程中的关键中间环节。

  DOI：

  10.1039/p19830001483

文献信息

• [EN] TARGETED DRUG PHOSPHORYLCHOLINE POLYMER CONJUGATES<br/>[FR] CONJUGUÉS DE POLYMÈRE DE PHOSPHORYLCHOLINE À MÉDICAMENT CIBLÉ
  申请人：OLIGASIS

  公开号：WO2011075185A1

  公开（公告）日：2011-06-23

  The present invention provides random copolymers containing phosphorylcholine and one or more functional agents, and methods of preparing such random copolymers.

  本发明提供了含有磷酰胆碱和一种或多种功能剂的随机共聚物，以及制备这种随机共聚物的方法。
• Treatment of Alcohols with Tosyl Chloride Does Not always Lead to the Formation of Tosylates
  作者：Rui Ding、Yong He、Xiao Wang、Jingli Xu、Yurong Chen、Man Feng、Chuanmin Qi

  DOI：10.3390/molecules16075665

  日期：——

  Treatment of substituted benzyl alcohols with tosyl chloride resulted in the formation of the corresponding chlorides, not the usual tosylates. A series of experiments demonstrated that it was possible to predict whether chlorination or tosylation would occur for substituted benzyl alcohols and pyridine methanols. Treatment of electron withdrawing group-substituted benzyl alcohols with tosyl chloride gave

  用甲苯磺酰氯处理取代的苯甲醇导致形成相应的氯化物，而不是通常的甲苯磺酸盐。一系列实验表明，可以预测取代苯甲醇和吡啶甲醇是否会发生氯化或甲苯磺酰化。用甲苯磺酰氯处理吸电子基团取代的苯甲醇，在温和条件下以中等收率得到相应的氯化物，这为直接从醇制备氯化物提供了一种简单的方法。
• Visible <scp>Light‐Promoted</scp> Sulfoxonium Ylides Synthesis from Aryl Diazoacetates and Sulfoxides
  作者：Juan Lu、Lei Li、Xiang‐Kui He、Guo‐Yong Xu、Jun Xuan

  DOI：10.1002/cjoc.202100064

  日期：2021.6

  A visible light-promoted reaction of donor/acceptor diazoalkanes with sulfoxides towards the synthesis of synthetically useful sulfoxonium ylides was reported. The reaction occurred under sole visible light irradiation without the need of any transition-metals or additives, affording the corresponding sulfoxonium ylides in moderate to good yields. The success of late-stage modification of natural isolates

  据报道，供体/受体重氮烷烃与亚砜在可见光促进下反应，可合成合成有用的亚磺酰基。该反应在单独的可见光照射下进行，不需要任何过渡金属或添加剂，以中等至良好的产率提供了相应的sulf基。天然分离物或候选药物的后期修饰，放大反应以及将亚砜基鎓盐转化为其他有用分子的成功成功进一步使该方法有价值。
• Thionyl Chloride-Benzotriazole in Methylene Chloride: A Convenient Solution for Conversion of Alcohols and Carboxylic Acids Expeditiously into Alkyl Chlorides and Acid Chlorides by Simple Titration
  作者：Sachin S. Chaudhari、Krishnacharya G. Akamanchi

  DOI：10.1055/s-1999-2943

  日期：1999.11

  A solution of 1 : 1 equivalent of thionyl chloride and benzotriazole in dry methylene chloride efficiently transforms alcohols and carboxylic acids into the corresponding alkyl chlorides and acid chlorides respectively at room temperature, with excellent yields by simple titration.

  在干燥的二氯甲烷中，以1:1等量混合的亚硫酰氯和苯并三唑溶液，在室温下能高效地将醇和羧酸分别转化为相应的烷基氯化物和酰氯，且通过简单的滴定法即可获得极佳的产率。
• Formamides as Lewis Base Catalysts in S_NReactions-Efficient Transformation of Alcohols into Chlorides, Amines, and Ethers
  作者：Peter H. Huy、Sebastian Motsch、Sarah M. Kappler

  DOI：10.1002/anie.201604921

  日期：2016.8.16

  and waste‐balance (E‐factor down to 2). Chiral substrates are converted with excellent levels of stereochemical inversion (99 %→≥95 % ee). In a practical one‐pot procedure, the primary formed chlorides can be further transformed into amines, azides, ethers, sulfides, and nitriles. The value of the method was demonstrated in straightforward syntheses of the drugs rac‐Clopidogrel and S‐Fendiline.

  简单的甲酰胺催化剂可促进以苯甲酰氯为唯一试剂将醇类有效转化为烷基氯。这些亲核取代是通过亚胺基活化的醇作为中间体进行的。这种新颖的方法甚至可以在无溶剂条件下进行，其特点是具有出色的官能团耐受性，可扩展性（> 100 g）和废物平衡（电子因子低至2）。手性底物的转化具有优异的立体化学转化水平（99％→≥95％ee）。在实际的一锅法中，初步形成的氯化物可以进一步转化为胺，叠氮化物，醚，硫化物和腈。该方法的价值在药物rac ‐ Clopidogrel和S‐芬迪林。

表征谱图