2-[4-(三氟甲基)苯基]苯甲醛 | 84392-23-4

• 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: 2-[4-(三氟甲基)苯基]苯甲醛
• 中文别名: 4′-三氟甲基-联苯-2-甲醛
• 英文名称: 4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carbaldehyde
• 英文别名: 4'-Trifluoromethyl-2-biphenylcarbaldehyde；2-[4-(Trifluoromethyl)phenyl]benzaldehyde
• CAS: 84392-23-4
• 化学式: C₁₄H₉F₃O
• mdl: MFCD01631855
• 分子量: 250.22
• InChiKey: UUSBTGUDEHRZTF-UHFFFAOYSA-N

物化性质

• 沸点：
  324.6±42.0 °C(Predicted)
• 密度：
  1.273 g/mL at 25 °C
• 闪点：
  >121℃

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  17.1
• 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：
  2913000090
• WGK Germany：
  3
• 安全说明：
  S26,S36/37/39
• 危险标志：
  GHS07,GHS09
• 危险性描述：
  H302,H315,H319,H335,H411
• 危险性防范说明：
  P261,P273,P305 + P351 + P338
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2-[4-(Trifluoromethyl)phenyl]benzaldehyde
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-[4-(Trifluoromethyl)phenyl]benzaldehyde
CAS number: 84392-23-4

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C14H9F3O
Molecular weight: 250.2

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-[4-(三氟甲基)苯基]苯甲醛 在 potassium permanganate 作用下， 以 水 、 丙酮 为溶剂， 反应 2.0h， 以73%的产率得到4-三氟甲基-联苯-2-甲酸
  参考文献：
  名称：

  Suzuki cross-coupling of arylboronic acids mediated by a hydrosoluble Pd(0)/TPPTS catalyst

  摘要：

  Suzuki cross-coupling reactions between a range of aryl bromides and boronic acids using a water-soluble Pd(0)/TPPTS catalyst occur under mild conditions with high efficiency. The process tolerates electron-rich and electron-poor substituents and provides an efficient access to sterically hindered biaryls. Good turnovers are observed and the catalyst can be recycled three times without loss of activity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01301-6
• 作为产物：
  描述：

  邻碘溴苯 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-[4-(三氟甲基)苯基]苯甲醛
  参考文献：
  名称：

  通过硼氢化反应进行非对映选择性远程CH活化。

  摘要：

  四取代或三取代的烯烃与BH（3）的氢硼化以及随后的热分解反应使邻近的芳基环可以进行非对映选择性的CH活化。四取代和三取代的1,1-二苯基乙烯衍生物经过高度立体选择性的1,2-重排，然后经远程CH活化，在氧化处理后导致形成可控制两个立构中心的相对立构化学的二醇。已经研究了这种远程活化的机理，并将其扩展到经历了这种立体选择性CH活化的相关分子，即烯基联苯系统或仅具有一个苯环的烯烃，例如烯基苯或双环系统。我们已经表明，该反应允许具有多达三个连续手性中心的分子的非对映选择性合成。

  DOI：

  10.1002/chem.200400023

文献信息

• Cross-coupling reactions with boronic acids in water catalysed by oxime-derived palladacycles
  作者：Luis Botella、Carmen Nájera

  DOI：10.1016/s0022-328x(02)01727-8

  日期：2002.12

  Palladacycles derived from phenone-oximes 1 are efficient precatalysts for the Suzuki–Miyaura coupling of arylboronic acids with aromatic and heteroaromatic bromides and chlorides under water reflux under aerobic conditions. Alternatively, the coupling can also be carried out at room temperature in methanol–water. Aryl bromides gave biaryls with TON up to 105 and TOF up to 7×104 h−1. Activated and

  衍生自苯酮肟1的Palladacycles是有氧条件下在水回流下芳烃硼酸与芳族和杂芳族溴化物和氯化物的Suzuki-Miyaura偶联的有效预催化剂。或者，也可以在室温下在甲醇-水中进行偶联。芳基溴化物使联芳基的TON高达10 5，TOF高达7×10 4 h -1。活化和失活的芳基氯化物需要存在TBAB才能偶联，表现出稍低的效率（TON高达9000，TOF高达3850 h -1）。C（sp 2）C（sp 3）也可以通过三甲基环硼氧烷和丁基硼酸与芳族溴化物和氯化物在水回流下以及苄基和烯丙基氯化物或乙酸酯与芳基硼酸在丙酮-水中在室温下的交叉偶联反应形成。
• Production methods of alpha, alpha, alpha-trifluoromethylphenyl-substituted benzoic acid and intermediate therefor
  申请人：——

  公开号：US20010020110A1

  公开（公告）日：2001-09-06

  The present invention relates to a production method of compound [V] useful as an intermediate for medicaments and agrochemicals. The method includes reacting compound [III] with hexamethylenetetramine under heating to give compound [IV], and oxidizing the obtained compound [IV] with a halous acid salt or a ruthenium compound. According to the present invention, moreover, an organometallic compound having a tolyl group and compound [I] are cross-coupled in the presence of a catalyst to give compound [II] useful as an intermediate for medicaments and agrochemicals. The compound [II] is halogenated to give compound [III]. 1 wherein X is halogen atom.

  本发明涉及一种用作医药和农药中间体的化合物[V]的生产方法。该方法包括在加热下将化合物[III]与六甲基四胺反应以得到化合物[IV]，以及用卤素酸盐或钌化合物氧化所得到的化合物[IV]。根据本发明，另外，在催化剂存在下，将具有甲苯基的有机金属化合物与化合物[I]进行交叉偶联以得到用作医药和农药中间体的化合物[II]。化合物[II]被卤素化以得到化合物[III]。 1 其中X是卤素原子。
• Lewis acid-catalyzed tandem synthesis of 9-sulfonylamino- and 9-arylfluorenes
  作者：Dayun Huang、Weiguang Yang、Jianlan Zhang、Xuesong Wang、Xinyan Wang、Yuefei Hu

  DOI：10.1039/c6ra03889a

  日期：——

  A Lewis acid-catalyzed three-step tandem synthesis of 9-arylfluorene was developed by simply heating a mixture of 2-formyl biphenyl, TsNCO and an arene. In the absence of arene, a two-step tandem synthesis of 9-sulfonylaminofluorene was achieved. These advances were mainly attributed to the discovery of an anhydrous synthesis of N-tosyl arylaldimines from TsNCO and arylaldehydes.

  通过简单地加热2-甲酰基联苯，TsNCO和芳烃的混合物，开发了路易斯酸催化的三步串联合成9-芳基芴的方法。在没有芳烃的情况下，实现了两步串联的9-磺酰基氨基芴的合成。这些进展主要归因于从TsNCO和芳基醛无水合成N-甲苯磺酰基芳基亚胺的发现。
• Biaryl aldehyde
  申请人：——

  公开号：US04578522A1

  公开（公告）日：1986-03-25

  This invention relates to a method of synthesis of certain substituted carboxylic acids useful in lowering serum triglyceride and total cholesterol levels in mammals (including man) represented by the general formula I: Ar.sup.1 --Ar.sup.2 (I) wherein Ar.sup.1 is selected from ##STR1## Ar.sup.2 is selected from ##STR2## and R is selected from C.sub.1-5 alkyl, halogen, perhalo-C.sub.1-4 alkyl, C.sub.1-4 alkoxy, phenyl, C.sub.1-4 acyl, C.sub.1-6 alkoxycarbonyl, amino or hydroxy.

  本发明涉及一种用于降低哺乳动物（包括人类）血清甘油三酯和总胆固醇水平的有用取代羧酸的合成方法，其由以下通式I表示：Ar.sup.1 --Ar.sup.2 (I) 其中Ar.sup.1 选自##STR1##，Ar.sup.2 选自##STR2##，R选自C.sub.1-5烷基，卤素，全氟-C.sub.1-4烷基，C.sub.1-4烷氧基，苯基，C.sub.1-4酰基，C.sub.1-6烷氧基甲酸基，氨基或羟基。
• Efficient Synthesis of 9-Tosylaminofluorene Derivatives by Boron Trifluoride Etherate-Catalyzed Aza-Friedel-Crafts Reaction of in situ Generated N-Tosylbenzaldimines
  作者：Xufen Yu、Xiyan Lu

  DOI：10.1002/adsc.201000732

  日期：2011.3.7

  An efficient and expeditious boron trifluoride etherate (BF3⋅Et2O) catalyzed one‐pot reaction for the synthesis of N‐tosyl‐9‐aminofluorenes and anthracene derivatives from in situ generated N‐tosylbenzaldimines via an aza‐Friedal–Crafts reaction has been developed. The catalytic reaction shows high substrate tolerance with excellent yields.

  一种有效的和迅速的三氟化硼醚（BF 3 ⋅Et 2 O）催化的一锅用于合成反应Ñ甲苯磺酰基-9- aminofluorenes和蒽衍生物从原位生成Ñ -tosylbenzaldimines经由氮杂Friedal-Crafts反应具有已开发。催化反应显示出高的底物耐受性和优异的产率。