对三氟甲氧基苯基异丁酮 | 56425-84-4

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 对三氟甲氧基苯基异丁酮
• 中文别名: 4-三氟甲氧基苯基异丁酮；三氟甲氧基苯基异丁酮
• 英文名称: 2-methyl-1-(4-(trifluoromethoxy)phenyl)propan-1-one
• 英文别名: Isopropyl-p-trifluoromethoxyphenyl-keton；2-Methyl-1-[4-(trifluoromethoxy)phenyl]propan-1-one
• CAS: 56425-84-4
• 化学式: C₁₁H₁₁F₃O₂
• 分子量: 232.202
• InChiKey: LRLLMOWTLDDQIW-UHFFFAOYSA-N

物化性质

• 熔点：
  17°C
• 沸点：
  233°C
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2914700090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：室温、密封、干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Methyl-1-[4-(trifluoromethoxy)phenyl]propan-1-one
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: 2-Methyl-1-[4-(trifluoromethoxy)phenyl]propan-1-one
CAS number: 56425-84-4

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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: C11H11F3O2
Molecular weight: 232.2

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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, hydrogen fluoride.

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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：

  对三氟甲氧基苯基异丁酮 在 盐酸羟胺 、 sodium acetate 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 8.5h， 生成 (Z)-2,2-dimethyl-1-(4-(trifluoromethoxy)phenyl)pent-4-en-1-one oxime
  参考文献：
  名称：

  铜催化Cope型非活化烯烃向环硝基的加氢胺化：范围，机理和对映选择性过程的发展。

  摘要：

  环状硝酮的催化合成，对于合成化学和相关领域而言是重要的功能分子类型，但仍未得到开发。在本文中，我们报告了铜与悬垂的非活化烯烃进行肟的铜催化的Cope型加氢胺化反应，这使得在温和条件下易于获得一系列五元和六元环状硝酮。在这项研究中，第一次将杂环系肟用于Cope型加氢胺化反应。碳连接的γ，δ-乙烯基肟实现了高对映选择性，从而提供了对映体富集的五元环硝酮。初步机理研究的结果表明，在大温度范围内，单核催化物种和统一的催化途径。

  DOI：

  10.1002/chem.201902683
• 作为产物：
  描述：

  2,2-Difluoro-2-[4-(2-methylpropanoyl)phenoxy]acetic acid 在 三氟甲磺酸 、 selectfluor II 、 silver nitrate 作用下， 以 水 为溶剂， 反应 24.0h， 以53%的产率得到对三氟甲氧基苯基异丁酮
  参考文献：
  名称：

  Ø酚类-Trifluoromethylation：通过访问芳醚三氟甲基Ø -Carboxydifluoromethylation和脱羧氟化

  摘要：

  报道了通过结合苯酚的O-羧基二氟甲基化和随后的脱羧氟化来合成芳基三氟甲基醚（ArOCF 3）的新策略。该方案允许以中等至良好的产率容易地构建官能化的三氟甲氧基苯和三氟甲基硫醇化的芳烃（ArSCF 3）。而且，它利用可及的和便宜的试剂溴二氟乙酸钠和SelectFluor II，因此对于苯酚的O-三氟甲基化是实用的。制备植物生长调节剂氟草啶醇证明了该方法的潜在应用。

  DOI：

  10.1021/acs.orglett.6b01779

文献信息

• Iron‐Catalyzed Cleavage Reaction of Keto Acids with Aliphatic Aldehydes for the Synthesis of Ketones and Ketone Esters
  作者：Fangyuan Zhou、Lesong Li、Kao Lin、Feng Zhang、Guo‐Jun Deng、Hang Gong

  DOI：10.1002/chem.202000114

  日期：2020.4

  The radical-radical coupling reaction is an important synthetic strategy. In this study, the iron-catalyzed radical-radical cross-coupling reaction based on the decarboxylation of keto acids and decarbonylation of aliphatic aldehydes to obtain valuable aryl ketones is reported for the first time. Remarkably, when tertiary aldehydes were used as carbonyl sources, ketone esters were selectively obtained

  自由基-自由基偶联反应是重要的合成策略。在这项研究中，首次报道了基于酮酸的脱羧和脂族醛的脱羰作用的铁催化的自由基-自由基交叉偶联反应，以得到有价值的芳基酮。显着地，当使用叔醛作为羰基源时，选择性地获得了酮酯而不是酮。通过仅使用3mol％的铁催化剂，容易通过该策略克级制备芳基酮。作为概念验证，使用该策略分两步合成了生物活性分子氟草胺醇。
• Experimental and Computational Studies of Palladium-Catalyzed Spirocyclization via a Narasaka–Heck/C(sp³ or sp²)–H Activation Cascade Reaction
  作者：Wan-Xu Wei、Yuke Li、Ya-Ting Wen、Ming Li、Xue-Song Li、Cui-Tian Wang、Hong-Chao Liu、Yu Xia、Bo-Sheng Zhang、Rui-Qiang Jiao、Yong-Min Liang

  DOI：10.1021/jacs.1c04114

  日期：2021.5.26

  es via a palladium-catalyzed tandem Narasaka–Heck/C(sp3 or sp2)–H activation reaction is reported here. The key step in this transformation is the activation of a δ-C–H bond via an in situ generated σ-alkyl-Pd(II) species to form a five-membered spiro-palladacycle intermediate. The concerted metalation-deprotonation (CMD) process, rate-determining step, and energy barrier of the entire reaction were

  本文报道了通过钯催化串联 Narasaka-Heck/C(sp 3或 sp 2 )-H 活化反应首次合成高应变螺环丁烷-吡咯啉。这种转变的关键步骤是通过原位生成的 σ-烷基-Pd(II) 物质激活 δ-C-H 键，形成五元螺-钯环中间体。通过密度泛函理论（DFT）计算探索了整个反应的协同金属化-去质子化（CMD）过程、速率决定步骤和能量势垒。此外，还进行了一系列控制实验以探讨 C(sp 3 )-H 活化步骤的速率决定步骤和可逆性。
• Chlorination of 4-methoxybenzoyl chloride
  申请人：Eli Lilly and Company

  公开号：US04318866A1

  公开（公告）日：1982-03-09

  An improved process for chlorinating 4-methoxybenzoyl chloride on the methyl group with molecular chlorine is done neat at elevated temperature in the absence of light of radical-forming intensity.

  在没有光的情况下，在升高的温度下，通过使用分子氯气对甲基上的4-甲氧基苯甲酰氯进行氯化的改进过程进行干燥处理。
• 一种基于铁催化的酮酸脱羧、脂肪醛脱羰的自由基-自由基偶联反应制备芳基酮的方法
  申请人：湘潭大学

  公开号：CN111056890B

  公开（公告）日：2022-10-14

  本发明公开了一种基于酮酸脱羧、脂肪醛脱羰的自由基‑自由基交叉偶联反应制备芳基酮衍生物的方法。该方法是将芳基取代的酮酸和脂肪醛在三乙酰丙酮铁的催化作用下反应生成芳基酮衍生物；仅使用3mol％的铁催化剂，即可通过该方法实现克级反应；无需消耗大量的路易斯酸催化剂或是化学计量的有机金属试剂，反应条件温和，一步反应，副产物少，底物适用范围广，可扩量反应，克服了现有技术中催化剂消耗大、官能团耐受性不足、副产物多的等缺陷。
• METHOD FOR PREPARATION OF 5-SUBSTITUTED PYRIMIDINES
  申请人：Vince Robert

  公开号：US20140121375A1

  公开（公告）日：2014-05-01

  The present invention provides a method to prepare 5-substituted pyrimidines by reacting a 5-acylpyrimidine with a suitable nucleophile to afford a 5-methanolpyrimidine, such as flurprimidol.

  本发明提供了一种制备5-取代嘧啶的方法，包括将5-酰基嘧啶与适当的亲核试剂反应，从而得到5-甲醇嘧啶，例如flurprimidol。