4-苄氧基三氟甲苯 | 70097-65-3

• 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-苄氧基三氟甲苯
• 中文别名: 4-苄氧基苯并三氟
• 英文名称: 1-(benzyloxy)-4-(trifluoromethyl)benzene
• 英文别名: 1-phenylmethoxy-4-(trifluoromethyl)benzene
• CAS: 70097-65-3
• 化学式: C₁₄H₁₁F₃O
• mdl: MFCD00275905
• 分子量: 252.236
• InChiKey: SNRFAICCYVUTRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2909309090
• 安全说明：
  S26,S36/37/39
• 储存条件：
  2-8℃，应密封保存并在干燥处存放。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4-Benzyloxybenzotrifluoride
Product Name:
Synonyms: 1-(Benzyloxy)-4-(trifluoromethyl)benzene

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
4-Benzyloxybenzotrifluoride
Ingredient name:
CAS number: 70097-65-3

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C14H11F3O
Molecular weight: 252.2

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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：

  4-苄氧基三氟甲苯 在 碘 、 Selectfluor 作用下， 以 乙腈 为溶剂， 反应 88.0h， 以79%的产率得到1-(benzyloxy)-2-iodo-4-(trifluoromethyl)benzene
  参考文献：
  名称：

  [EN] CYCLOHEXENE COMPOUNDS
  [FR] CYCLOHEXENES

  摘要：

  其中A、B、Z、R1、R2a、R2b、R8、R9和Rx如规范中定义的公式（I），一种制备这类化合物的方法，包括这类化合物的药物组合物以及这类化合物在医学上的用途。

  公开号：

  WO2005037794A1
• 作为产物：
  描述：

  对氯三氟甲苯 以 水 、 2,4-滴二甲胺盐 、 苯甲醇 为溶剂， 生成 4-苄氧基三氟甲苯
  参考文献：
  名称：

  Trifluoromethylphenyl benzyl ethers

  摘要：

  三氟甲基酚是通过对应的三氟甲基苄醚的氢化制备的。

  公开号：

  US04168388A1

文献信息

• Conversion of Aromatic Amino into Trifluoromethyl Groups through a Sandmeyer­-Type Transformation
  作者：Jianbo Wang、Xi Wang、Yan Xu、Yujing Zhou、Yan Zhang

  DOI：10.1055/s-0033-1338659

  日期：——

  strategy for aromatic trifluoromethylation by converting amino into trifluoromethyl groups via a Sandmeyer-type reaction is reported. The transformation involves diazotization of the aromatic amines with tert-butyl nitrite and hydrochloric acid to form aryldiazonium chlorides, followed by trifluoromethylation with trifluoromethylsilver at low temperature. Various readily available aromatic amines are

  摘要 报道了通过Sandmeyer型反应将氨基转化为三氟甲基的芳香族三氟甲基化的新策略。该转化包括用亚硝酸叔丁酯和盐酸将芳族胺重氮化以形成芳基重氮氯化物，然后在低温下用三氟甲基银进行三氟甲基化。各种容易获得的芳族胺在温和条件下均能平稳转化。 报道了通过Sandmeyer型反应将氨基转化为三氟甲基的芳香族三氟甲基化的新策略。该转化包括用亚硝酸叔丁酯和盐酸将芳族胺重氮化以形成芳基重氮氯化物，然后在低温下用三氟甲基银进行三氟甲基化。各种容易获得的芳族胺在温和条件下均能平稳转化。
• Ambident Reactivity of Phenolate Anions Revisited: A Quantitative Approach to Phenolate Reactivities
  作者：Robert J. Mayer、Martin Breugst、Nathalie Hampel、Armin R. Ofial、Herbert Mayr

  DOI：10.1021/acs.joc.9b01485

  日期：2019.7.19

  reactions (C versus O attack) are opposite to the predictions by the principle of hard and soft acids and bases, we performed a comprehensive experimental and computational investigation of phenolate reactivities. Rate and equilibrium constants for the reactions of various phenolate ions with benzhydrylium ions (Aryl2CH+) and structurally related quinone methides have been determined photometrically in polar

  根据观察结果，酚酸反应（C与O攻击）的区域选择性与硬酸和软酸和碱的原理预测相反，我们对酚酸反应性进行了全面的实验和计算研究。各种酚酸根离子与二苯甲基铵离子（Aryl 2 CH +）和结构相关的醌甲基化物已在极性非质子传递溶剂中通过光度法测定。在SMD（MeCN）/ M06-2X / 6-31 + G（d，p）级别上进行的量子化学计算证实，在动力学控制的条件下，通常有利于O攻击，而在热力学控制的条件下，则有利于C攻击。例外是与强亲电试剂的扩散受限反应，该反应会产生由O和C攻击产生的产物混合物，以及在非极性溶剂中与金​​属醇盐的反应，其中强离子对阻止了氧气的攻击。刘易斯碱度（LB）和亲核性（N，s N）在这项工作中确定的酚盐参数可以用来预测它们与亲电试剂的反应是动力学还是热力学控制，以及速率是受活化限制还是受扩散限制。酚盐与碳正离子与吉布斯能量进行单电子转移反应所测得的速率常数的比较表明，这些反应是通过极性机理进行的。
• Mechanochemical Transformation of CF ₃ Group: Synthesis of Amides and Schiff Bases
  作者：Satenik Mkrtchyan、Michał Jakubczyk、Suneel Lanka、Muhammad Yar、Khurshid Ayub、Mohanad Shkoor、Michael Pittelkow、Viktor O. Iaroshenko

  DOI：10.1002/adsc.202100538

  日期：2021.12.21

  transformations of CF3 group with nitro compounds into amides or Schiff bases employing Ytterbia as a catalyst. This process proceeds via C−F bond activation, accompanied with utilisation of Si-based reductants/oxygen scavengers – reductants of the nitro group. The scope and limitations of the disclosed methodologies are thoroughly studied. To the best of our knowledge, this work is the first example of

  我们使用 Ytterbia 作为催化剂，将 CF 3基团与硝基化合物的两种温和、无溶剂机械化学偶联转化为酰胺或席夫碱。该过程通过 C-F 键活化进行，同时使用基于硅的还原剂/氧清除剂——硝基的还原剂。对所公开的方法的范围和限制进行了彻底的研究。据我们所知，这项工作是机械能促进惰性 CF 3基团转化为其他功能的第一个例子。
• Metal-Free Synthesis of Aryl Ethers in Water
  作者：Erik Lindstedt、Raju Ghosh、Berit Olofsson

  DOI：10.1021/ol402960f

  日期：2013.12.6

  arylation of allylic and benzylic alcohols with diaryliodonium salts is reported. The reaction yields alkyl aryl ethers under mild and metal-free conditions. Phenols are arylated to diaryl ethers in good to excellent yields. The reaction employs diaryliodonium salts and sodium hydroxide in water at low temperature, and excess amounts of the coupling partners are avoided.

  据报道，烯丙基和苄基醇与二芳基碘鎓盐具有第一芳基化作用。该反应在温和且无金属的条件下产生烷基芳基醚。苯酚以良好或优异的产率芳基化为二芳基醚。该反应在低温下在水中使用二芳基碘鎓盐和氢氧化钠，避免了过量的偶合伴侣。
• [EN] (2-((2-ALKOXY) -PHENYL) -CYCLOPENT-1-ENYL) AROMATIC CARBO AND HETEROCYCLIC ACID AND DERIVATIVES<br/>[FR] ACIDE (2-((2-ALCOXY) -PHENYL) -CYCLOPENT-1-ENYL) AROMATIQUE CARBOCYCLIQUE AND HETEROCYCLIQUE ET SES DERIVES
  申请人：GLAXO GROUP LTD

  公开号：WO2003084917A1

  公开（公告）日：2003-10-16

  Compounds of formula (I) or a pharmaceutically acceptable derivative thereof: (I) wherein A, R1 , R2 , Rx , R8 , R9 and n are as defined in the specification, a process for the preparation of such compounds, pharmaceutical compositions comprising such compounds and the use of such compounds in medicine.

  式(I)或其药学上可接受的衍生物的化合物：其中A、R1、R2、Rx、R8、R9和n如规范中所定义，一种制备这种化合物的方法，包括这种化合物的药物组合物以及这种化合物在医学上的用途。