4-氟-2-甲基苯甲酰氯 | 21900-43-6

• 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-氟-2-甲基苯甲酰氯
• 英文名称: 4-fluoro-2-methylbenzoyl chloride
• 英文别名: 4-fluoro-2-methylbenzoic acid chloride
• CAS: 21900-43-6
• 化学式: C₈H₆ClFO
• 分子量: 172.586
• InChiKey: KZUXJRQQHJREGH-UHFFFAOYSA-N

物化性质

• 沸点：
  204.6±20.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  C
• 海关编码：
  2916399090
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P260,P264,P280,P301+P330+P331,P303+P361+P353,P304+P340,P305+P351+P338,P310,P321,P363,P405,P501
• 危险品运输编号：
  3261
• 危险性描述：
  H314

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 4-Fluoro-2-methylbenzoyl chloride
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 4-Fluoro-2-methylbenzoyl chloride
CAS number: 21900-43-6

---

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, refrigerated.
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: C8H6ClFO
Molecular weight: 172.6

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen chloride, 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：

  4-氟-2-甲基苯甲酰氯 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 以452 mg的产率得到4-fluoro-2-methylbenzoyl fluoride
  参考文献：
  名称：

  N-杂环卡宾催化酰基氟化物的光烯醇化/Diels-Alder反应

  摘要：

  光活化和 N-杂环卡宾 (NHC) 有机催化相结合，使得能够使用酰基氟作为 UVA 光介导的光化学转化的底物，而这种转化以前仅在芳香醛和酮中观察到。化学计量研究和 TD-DFT 计算支持涉及邻甲苯甲酰唑中间体光活化的机制，该中间体在 UVA 照射下表现出“酮样”光化学反应性。利用这种光-NHC催化方法，开发了一种新型光烯醇化/狄尔斯-阿尔德（PEDA）工艺，可产生多种异色满-1-酮衍生物。

  DOI：

  10.1002/anie.201914456
• 作为产物：
  描述：

  4-氟-2-甲基苯甲酸 在 草酰氯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 4-氟-2-甲基苯甲酰氯
  参考文献：
  名称：

  镍催化苯甲酰胺和丙烯酰胺中的 C-H 键与官能化烷基卤通过双齿螯合辅助直接烷基化

  摘要：

  描述了使用镍配合物作为催化剂，使用未活化的卤代烷对苯甲酰胺和含有 8-氨基喹啉部分作为双齿导向基团的苯甲酰胺和丙烯酰胺中的邻位 CH 键进行烷基化。该反应显示出高度的官能团相容性。在间位取代芳香酰胺的反应中，反应在受阻较小的 CH 键上以高度选择性的方式进行。

  DOI：

  10.1021/ja401344e

文献信息

• Silver-Catalyzed Oxidative Activation of Benzylic CH Bonds for the Synthesis of Difluoromethylated Arenes
  作者：Peng Xu、Shuo Guo、Liyan Wang、Pingping Tang

  DOI：10.1002/anie.201400225

  日期：2014.6.2

  A mild and catalytic method to form difluoromethylated arenes through the activation of benzylic CH bonds has been developed. Utilizing AgNO3 as the catalyst, various arenes with diverse functional groups undergo activation/fluorination of benzylic CH bonds with commercially available Selectfluor reagent as a source of fluorine in aqueous solution. The reaction is operationally simple and amenable

  已经开发了一种温和的催化方法，该方法通过活化苄基CH键形成二氟甲基化的芳烃。利用的AgNO 3作为催化剂时，与不同的官能团的各种芳烃经历的苄型C活化/氟化 H键可与市售的Selectfluor试剂如氟的在水溶液中的源极。该反应操作简单，适用于克级合成。
• [EN] IMIDAZOTRIAZINONE COMPOUNDS<br/>[FR] COMPOSÉS IMIDAZOTRIAZINONES
  申请人：ENVIVO PHARMACEUTICALS INC

  公开号：WO2012040230A1

  公开（公告）日：2012-03-29

  The present invention provides imidazotriazinone compounds which are inhibitors of phosphodiesterase 9. The present invention further provides processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of PDE9 associated diseases or disorders in mammals, including CNS or neurodegeneration disorder.

  本发明提供了嘧啶三唑酮类化合物，这些化合物是磷酸二酯酶9的抑制剂。本发明还提供了在治疗哺乳动物中PDE9相关疾病或紊乱，包括中枢神经系统或神经退行性疾病中使用这些化合物的方法、药物组合物、药物制剂和药物用途。
• [EN] MACROCYCLIC DERIVATIVES FOR THE TREATMENT OF PROLIFERATIVE DISEASES<br/>[FR] DÉRIVÉS MACROCYCLIQUES POUR LE TRAITEMENT DE MALADIES PROLIFÉRATIVES
  申请人：PFIZER

  公开号：WO2013132376A1

  公开（公告）日：2013-09-12

  The invention relates to compounds of formula (Φ) as further defined herein and to the pharmaceutically acceptable salts thereof, to pharmaceutical compositions comprising such compounds and salts, and to the uses thereof. The compounds and salts of the present invention inhibit anaplastic lymphoma kinase (ALK) and/or EML4-ALK and are useful for treating or ameliorating abnormal cell proliferative disorders, such as cancer.

  该发明涉及本文进一步定义的Φ式化合物及其药用盐，包括含有这些化合物和盐的药物组合物，以及它们的用途。本发明的化合物和盐抑制间变性淋巴瘤激酶（ALK）和/或EML4-ALK，并且适用于治疗或改善异常细胞增殖性疾病，如癌症。
• Nickel-Catalyzed Direct Alkylation of C–H Bonds in Benzamides and Acrylamides with Functionalized Alkyl Halides via Bidentate-Chelation Assistance
  作者：Yoshinori Aihara、Naoto Chatani

  DOI：10.1021/ja401344e

  日期：2013.4.10

  The alkylation of the ortho C-H bonds in benzamides and acrylamides containing an 8-aminoquinoline moiety as a bidentate directing group with unactivated alkyl halides using nickel complexes as catalysts is described. The reaction shows high functional group compatibility. In reactions of meta-substituted aromatic amides, the reaction proceeds in a highly selective manner at the less hindered C-H bond

  描述了使用镍配合物作为催化剂，使用未活化的卤代烷对苯甲酰胺和含有 8-氨基喹啉部分作为双齿导向基团的苯甲酰胺和丙烯酰胺中的邻位 CH 键进行烷基化。该反应显示出高度的官能团相容性。在间位取代芳香酰胺的反应中，反应在受阻较小的 CH 键上以高度选择性的方式进行。
• [EN] IMIDAZOTRIAZINONE COMPOUNDS<br/>[FR] COMPOSÉS D'IMIDAZOTRIAZINONE
  申请人：ENVIVO PHARMACEUTICALS INC

  公开号：WO2013142269A1

  公开（公告）日：2013-09-26

  The present invention provides imidazotriazinone compounds which are inhibitors of phosphodiesterase 9 and pharmaceutically acceptable salt thereof. The present invention further provides processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of PDE9 associated diseases or disorders in mammals, including humans.

  本发明提供了咪唑三唑酮化合物，它们是磷酸二酯酶9的抑制剂及其药用盐。本发明还提供了用于治疗哺乳动物，包括人类，PDE9相关疾病或疾病的过程、药物组成、药物制剂和化合物的药用。