3-苄氧基三氟甲苯 | 70097-64-2

• 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: 3-苄氧基三氟甲苯
• 英文名称: 1-(benzyloxy)-3-(trifluoromethyl)benzene
• 英文别名: 1-phenylmethoxy-3-(trifluoromethyl)benzene
• CAS: 70097-64-2
• 化学式: C₁₄H₁₁F₃O
• mdl: MFCD01310785
• 分子量: 252.236
• InChiKey: KFUXJOLIPMQFEL-UHFFFAOYSA-N

物化性质

• 熔点：
  65-67°C

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 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

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2909309090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Benzyloxy-3-trifluoromethylbenzene
Synonyms: 1-(Benzyloxy)-3-(trifluoromethyl)benzene

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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: 1-Benzyloxy-3-trifluoromethylbenzene
CAS number: 70097-64-2

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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: 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：

  3-苄氧基三氟甲苯 在 溴 、 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 生成 5-苄氧基-2-溴三氟甲苯
  参考文献：
  名称：

  [EN] CHIRALE OXAZOLE-ARYLPROPIONIC ACID DERIVATIVES AND THEIR USE AS PPAR AGONISTS
  [FR] DERIVES D'ACIDE OXAZOLE-ARYLPROPIONIQUE CHIRAL ET LEUR UTILISATION EN TANT QU'AGONISTES DU RECEPTEUR PPAR

  摘要：

  本发明涉及式（I）的化合物，其中R1至R6和n如描述和索赔中所定义，并且其药学上可接受的盐和酯。这些化合物可用于治疗和/或预防由PPARα和/或PPARϜ激动剂调节的疾病，例如II型糖尿病。

  公开号：

  WO2004031162A1
• 作为产物：
  描述：

  3-苄氧基苯硼酸 在 叔丁基过氧化氢 、 potassium hydrogen bifluoride 、 copper(l) chloride 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 13.0h， 生成 3-苄氧基三氟甲苯
  参考文献：
  名称：

  铜介导的不饱和有机三氟硼酸钾的自由基三氟甲基化

  摘要：

  铜介导的不饱和有机三氟硼酸盐与 Langlois 试剂 (NaSO 2 CF 3 ) 和 TBHP 的三氟甲基化允许将三氟甲基引入各种有机亚结构中。该反应易于建立，条件温和且通用，并且该方法提供了获得三氟甲基化炔烃、烯烃、芳烃和杂芳烃的途径，收率相当到良好。

  DOI：

  10.1021/jo4023233

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。
• Merging α-Lithiation and Aldol-Tishchenko Reaction to Construct Polyols from Benzyl Ethers
  作者：Carlos Sedano、Rocío Velasco、Samuel Suárez-Pantiga、Roberto Sanz

  DOI：10.1021/acs.orglett.0c03014

  日期：2020.10.16

  α-Lithiobenzyl ethers, generated by selective α-lithiation, undergo an aldol-Tishchenko reaction upon treatment with carboxylic esters and paraformaldehyde. The reaction of the organolithium with the carboxylate generates an intermediate enolate that, after formaldehyde addition, affords 1,2,3-triol derivatives in a straightforward and one-pot manner. These products are obtained as single diastereoisomers

  通过选择性α-锂化生成的α-亚硫基苄基醚经过羧酸酯和多聚甲醛处理后会发生aldol-Tishchenko反应。有机锂与羧酸盐的反应生成中间体烯醇盐，在添加甲醛后，该中间体烯醇化物以直接和一锅法的方式提供1,2,3-三醇衍生物。这些产物以带有四级立体中心的单一非对映异构体形式获得。Aldol-Tishchenko过程的完全非对映控制归因于过渡态下的立体电子偏好。
• Synthesis of ArCF₂X and [¹⁸F]Ar-CF₃ via Cleavage of the Trifluoromethylsulfonyl Group
  作者：Ren-Yin Yang、Xinyan Gao、Kehao Gong、Juan Wang、Xiaojun Zeng、Mingwei Wang、Junbin Han、Bo Xu

  DOI：10.1021/acs.orglett.1c03803

  日期：2022.1.14

  A versatile synthesis of ArCF2X and [18F]Ar-CF3 type compounds from readily available ArCF2SO2CF3 has been developed. Diverse nucleophiles, including weak nucleophiles such as halides (18F–, Cl–, Br–, and I–), RSH, and ROH, could react with ArCF2SO2CF3 efficiently to give the corresponding difluoromethylene products. The control experiments and the Hammett plot indicated that the reaction might proceed

  已经开发了一种从容易获得的 ArCF 2 SO 2 CF 3合成 ArCF 2 X 和 [ 18 F]Ar-CF 3型化合物的通用方法。多种亲核试剂，包括弱亲核试剂，如卤化物（18 F –、Cl –、Br –和 I –）、RSH 和 ROH，可以与 ArCF 2 SO 2 CF 3反应有效地得到相应的二氟亚甲基产物。对照实验和哈米特图表明，反应可能通过三氟甲基磺酰基的空间位阻辅助裂解产生的二氟碳正离子中间体进行。
• Efficient Cleavage of Alkyl Aryl Ethers Using an Ionic Liquid under Microwave Irradiation
  作者：Se Kyung Park、Oyunsaikhan Battsengel、Junghyun Chae

  DOI：10.5012/bkcs.2013.34.1.174

  日期：2013.1.20

  A highly reliable dealkylation protocol of alkyl aryl ethers, whose alkyl groups are longer than methyl group, has been developed. We report that various ethyl, n-propyl, and benzyl aryl ethers are successfully cleaved using an ionic liquid, 1-n-butyl-3-methylimidazolium bromide, [bmim][Br], under microwave irradiation. Despite many characteristics such as lower cost and less toxicity of the alkylating

  已经开发了一种高度可靠的烷基芳基醚脱烷基方案，其烷基比甲基长。我们报告了使用离子液体 1-n-丁基-3-甲基咪唑溴化物 [bmim][Br] 在微波照射下成功裂解了各种乙基、正丙基和苄基芳基醚。尽管烷基化剂具有成本低、毒性小、产品疏水性大等许多特点，但较长的烷基醚比甲基醚的开发要少得多，这可能是由于脱保护步骤的难度更大。由于与本组开发的去甲基化方法具有条件温和、反应时间短、离子液体用量少等优点，脱烷基协议可以极大地鼓励更广泛地使用更长的烷基来保护酚基。与我们之前使用 [bmim][Br] 进行去甲基化的研究一样，微波辐射对于较长的烷基芳基醚的脱保护至关重要。与导致低转化率或分解的传统加热不同，微波辐射似乎更有效地提供能量来裂解醚键，因此抑制了不希望的反应。
• A mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh₂ and ^<i>t</i>BuOK
  作者：Wenjing Pan、Chenchen Li、Haoyin Zhu、Fangfang Li、Tao Li、Wanxiang Zhao

  DOI：10.1039/d1ob01286j

  日期：——

  demethylation, debenzylation, and deallylation of aryl ethers using HPPh2 and tBuOK is reported. The reaction features mild and metal-free reaction conditions, broad substrate scope, good functional group compatibility, and high chemical selectivity towards aryl ethers over aliphatic structures. Notably, this approach is competent to selectively deprotect the allyl or benzyl group, making it a general and practical

  报道了使用 HPPh 2和t BuOK 对芳基醚进行去甲基化、去苄基化和去烯丙基化的通用方法。该反应具有温和且不含金属的反应条件、广泛的底物范围、良好的官能团相容性以及对芳基醚的化学选择性高于脂肪族结构。值得注意的是，这种方法能够选择性地去保护烯丙基或苄基，使其成为有机合成中通用且实用的方法。