2-溴-3,3,3-三氟丙酸甲酯 | 113816-36-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-溴-3,3,3-三氟丙酸甲酯
• 中文别名: 二甲基-溴代-3,3,3-三氟丙酸
• 英文名称: methyl 2-bromo-3,3,3-trifluoropropanoate
• CAS: 113816-36-7
• 化学式: C₄H₄BrF₃O₂
• 分子量: 220.974
• InChiKey: BFNLYVZMYOKODI-UHFFFAOYSA-N

物化性质

• 沸点：
  126°C
• 密度：
  1.726±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2915900090
• 危险类别：
  IRRITANT
• 安全说明：
  S26
• 包装等级：
  III
• 危险性防范说明：
  P201,P202,P261,P264,P270,P271,P280,P302+P352,P304+P340,P308+P313,P310,P330,P361,P403+P233,P405,P501
• 危险品运输编号：
  2810
• 危险性描述：
  H301,H311,H331,H341

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 2-bromo-3,3,3-trifluoropropionate
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-bromo-3,3,3-trifluoropropionate
CAS number: 113816-36-7

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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: C4H4BrF3O2
Molecular weight: 221.0

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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, hydrogen bromide.

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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-溴-3,3,3-三氟丙酸甲酯 在 碘 、 锌 作用下， 以 1,4-二氧六环 为溶剂， 以55%的产率得到3,3-二氟丙烯酸甲酯
  参考文献：
  名称：

  2-溴-3,3,3-三氟丙酸甲酯的重组反应。α-三氟甲基-β-羟基酯的合成方法

  摘要：

  Reformatsky 试剂由标题溴酯和锌粉在二恶烷中制备，具有足够的热稳定性，可以与醛进行加成反应，以高产率提供 α-三氟甲基-β-羟基酯。讨论了氟化锌试剂的独特反应性。

  DOI：

  10.1246/cl.1987.1971
• 作为产物：
  描述：

  1-(trimethylsiloxy)-1-methoxy-3,3,3-trifluoro-1-propene 在 溴 作用下， 以82%的产率得到2-溴-3,3,3-三氟丙酸甲酯
  参考文献：
  名称：

  2-溴-3,3,3-三氟丙酸甲酯的重组反应。α-三氟甲基-β-羟基酯的合成方法

  摘要：

  Reformatsky 试剂由标题溴酯和锌粉在二恶烷中制备，具有足够的热稳定性，可以与醛进行加成反应，以高产率提供 α-三氟甲基-β-羟基酯。讨论了氟化锌试剂的独特反应性。

  DOI：

  10.1246/cl.1987.1971

文献信息

• Discovery of a Clinical Stage Multi-Kinase Inhibitor Sodium (<i>E</i>)-2-{2-Methoxy-5-[(2′,4′,6′-trimethoxystyrylsulfonyl)methyl]phenylamino}acetate (ON 01910.Na): Synthesis, Structure–Activity Relationship, and Biological Activity
  作者：M. V. Ramana Reddy、Padmavathi Venkatapuram、Muralidhar R. Mallireddigari、Venkat R. Pallela、Stephen C. Cosenza、Kimberly A. Robell、Balaiah Akula、Benjamin S. Hoffman、E. Premkumar Reddy

  DOI：10.1021/jm200570p

  日期：2011.9.22

  Cyclin D proteins are elevated in many cancer cells, and targeted deletion of cyclin D1 gene in the mammary tissues protects mice from breast cancer, Accordingly, there is an increasing awareness of this novel nonenzymatic target for cancer therapeutics. We have developed novel, nonalkylating styrylbenzylsulfones that induce cell death in wide variety of cancer cells without affecting the proliferation and survival of normal cells. The development of derivatized styrylbenzylsulfones followed logically from a tumor cell cytotoxicity screen performed in our laboratory that did not have an a priori target profile. Modifications of some of the precursor molecules led to lead optimization with regard to tumor cell cytotoxicity. In this report we describe the synthesis and structure-activity relationships of novel, nonalkylating (E)-styrylbenzylsulfones and the development of the novel anticancer agent sodium (E)-2-2-methoxy-5-[(2',4',6'-trimethoxystyrylsulfonyl)methyl]phenylamino}acetate (ON 01910.Na), which is in phase III trials for myelodysplastic syndromes (MDS) associated with aberrant expression of cyclin D proteins.
• YOKOZAWA, TSUTOMU;ISHIKAWA, NOBUO;NAKAI, TAKESHI, CHEM. LETT.,(1987) N 10, 1971-1974
  作者：YOKOZAWA, TSUTOMU、ISHIKAWA, NOBUO、NAKAI, TAKESHI

  DOI：——

  日期：——
• Reformatsky Reaction of Methyl 2-Bromo-3,3,3-trifluoropropanoate. A Synthetic Method for α-Trifluoromethyl-β-hydroxy Esters
  作者：Tsutomu Yokozawa、Nobuo Ishikawa、Takeshi Nakai

  DOI：10.1246/cl.1987.1971

  日期：1987.10.5

  The Reformatsky reagent, prepared from the title bromo-ester and zinc powder in dioxane, is found to be thermally stable enough to undergo addition reactions with aldehydes to afford the α-trifluoromethyl-β-hydroxy esters in high yields. The unique reactivity of the fluorinated zinc reagent is discussed.

  Reformatsky 试剂由标题溴酯和锌粉在二恶烷中制备，具有足够的热稳定性，可以与醛进行加成反应，以高产率提供 α-三氟甲基-β-羟基酯。讨论了氟化锌试剂的独特反应性。