4-氯-4-甲基苯甲酮 | 5395-79-9

• 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 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氯-4-甲基苯甲酮
• 中文别名: 4-氯-4'-甲基二苯甲酮；(4-氯苯基)(p-苯甲基)甲酮；4-氯-4`-甲基二苯甲酮
• 英文名称: 4'-methyl-4-chlorobenzophenone
• 英文别名: (4-chlorophenyl)(p-tolyl)methanone；4'-chloro-4-methylbenzophenone；(4-chlorophenyl)(4-methylphenyl)methanone；4-chloro-4′-methylbenzophenone；4-Chloro-4'-methylbenzophenone；(4-chlorophenyl)-(4-methylphenyl)methanone
• CAS: 5395-79-9
• 化学式: C₁₄H₁₁ClO
• 分子量: 230.694
• InChiKey: MRIBPIAKCVDXLY-UHFFFAOYSA-N

物化性质

• 熔点：
  128.5-129 °C
• 沸点：
  364.5±25.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914700090
• 储存条件：
  | 室温 |

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: (4-Chlorophenyl)(4-methylphenyl)methanone
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: (4-Chlorophenyl)(4-methylphenyl)methanone
CAS number: 5395-79-9

---

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: C14H11ClO
Molecular weight: 230.7

---

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.

---

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-氯-4-甲基苯甲酮 在 sodiumsulfide nonahydrate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以40%的产率得到4'-methyl-4-mercapto benzophenone
  参考文献：
  名称：

  Mercapto Benzophenone Compounds, Compositions and Preparation Method Thereof

  摘要：

  本发明提供了一种使用巯基苯酮化合物作为关键原料制备的光固化组合物。本发明旨在解决先前光固化技术中存在的问题，即低分子光引发剂容易残留和迁移，而大分子光引发剂由于有效成分含量低而具有低起始效率，并且存在一定的迁移问题。本发明中的光固化组合物可以轻松制备，并且与乙烯基不饱和化合物具有高添加效率，通过添加得到的光固化组合物在用于光固化涂料、粘结剂和油墨配方时没有残留的巯基，具有高起始活性和零迁移率的特点。

  公开号：

  US20130150479A1
• 作为产物：
  描述：

  4-氯苯甲酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 4-氯-4-甲基苯甲酮
  参考文献：
  名称：

  钴盐催化酰胺的顺序有机锌形成和Negishi交叉偶联

  摘要：

  本文描述了钴衍生物酰胺衍生物的Negishi型交叉偶联。除了作为钴钴酰胺的Negishi型偶联的第一个例子外，上述方法还采用了独特，简单且便宜的催化体系来进行有机锌的形成和Negishi型偶联。的确，然后在室温下重复使用了用于从芳基溴形成芳基锌物种的相同的溴化钴（II）盐，以实现该芳基锌与N-苯甲酰基戊二酰亚胺的交叉偶联。所呈现的反应的主要优点是其坚固性和易用性。确实，有机锌形成和Negishi型偶联反应是在没有对水或氧气采取预防措施的情况下进行的。

  DOI：

  10.1002/adsc.201801577

文献信息

• Direct Synthesis of Aryl Ketones by Palladium-Catalyzed Desulfinative Addition of Sodium Sulfinates to Nitriles
  作者：Jing Liu、Xianya Zhou、Honghua Rao、Fuhong Xiao、Chao-Jun Li、Guo-Jun Deng

  DOI：10.1002/chem.201101252

  日期：2011.7.11

  efficient method for the synthesis of various aryl ketones by palladium‐catalyzed desulfinative addition of aromatic sulfinic acid sodium salts to various nitriles is described (see scheme). Aromatic and aliphatic nitriles are successfully reacted with arenesulfinic acid sodium salts to form aryl ketones in good yields.

  温和而直接：描述了一种通过钯催化将芳族亚磺酸钠盐脱硫加到各种腈中来合成各种芳基酮的便捷有效方法（请参见方案）。芳族和脂族腈已成功与芳烃亚磺酸钠盐反应，以高收率形成芳基酮。
• Palladium(II)-Catalyzed Desulfitative Synthesis of Aryl Ketones from Sodium Arylsulfinates and Nitriles: Scope, Limitations, and Mechanistic Studies
  作者：Bobo Skillinghaug、Christian Sköld、Jonas Rydfjord、Fredrik Svensson、Malte Behrends、Jonas Sävmarker、Per J. R. Sjöberg、Mats Larhed

  DOI：10.1021/jo501875n

  日期：2014.12.19

  The desulfitative synthesis of aryl ketones from nitriles was also compared to the corresponding transformation starting from benzoic acids. Comparison of the energy profiles indicates that the free energy requirement for decarboxylation of 2,6-dimethoxybenzoic acid and especially benzoic acid is higher than the corresponding desulfitative process for generating the key aryl palladium intermediate. The

  已经开发了一种快速有效的方案，在受控的微波辐射下，钯（II）催化从芳基亚磺酸钠和各种有机腈生产芳基酮。通过结合14个芳基亚磺酸钠和21个腈给出55个芳基酮实例，证明了该反应的广泛范围。另一个实例说明，通过选择腈反应物，苯并呋喃也是可得到的。通过电喷雾电离质谱和DFT计算研究了反应机理。还比较了从腈的脱硫合成芳基酮与从苯甲酸开始的相应转化。能量分布图的比较表明，2的脱羧所需的自由能 6-二甲氧基苯甲酸，尤其是苯甲酸比用于生成关键的芳基钯中间体的相应的脱硫方法要高。通过ESI-MS和DFT计算检测到的钯（II）中间体对催化循环提供了详细的了解。
• Development of a Rhodium(II)-Catalyzed Chemoselective C(sp³)H Oxygenation
  作者：Yun Lin、Lei Zhu、Yu Lan、Yu Rao

  DOI：10.1002/chem.201502140

  日期：2015.10.12

  We report the first example of RhII‐catalyzed chemoselective double C(sp3)H oxygenation, which can directly transform various toluene derivatives into highly valuable aromatic aldehydes with great chemoselectivity and practicality. The critical combination of catalyst Rh(OAc)2, oxidant Selectfluor, and solvents of TFA/TFAA promises the successful delivery of the oxidation with satisfactory yields

  我们报告的Rh的第一例II催化的化学选择性双C（SP 3） ħ氧合作用，它可以直接变换各种甲苯衍生物为高度有价值芳香醛以极大的化学选择性和实用性。催化剂Rh（OAc）2，氧化剂Selectfluor和TFA / TFAA溶剂的关键组合保证了氧化的成功传递，并获得令人满意的收率。提出了一种可能的机制，其中涉及一种独特的卡宾-Rh配合物，并已得到实验和理论计算的支持。
• Reactions catalyzed by a binuclear copper complex: selective oxidation of alkenes to carbonyls with O₂
  作者：Yuxia Liu、Dong Xue、Chaoqun Li、Jianliang Xiao、Chao Wang

  DOI：10.1039/c7cy01757j

  日期：——

  Terminal alkenes were selectivitely cleavaged into ketones and aldehydes catalysed by a binuclear copper catalyst bearing simple salicylate ligand with O2 as oxidant. The reaction was carried out under an atmosphere of O2 balloon with 0.5 mol% of catalyst and could be performed at a gram scale, providing a convenient and practical method for the cleavage of terminal alkenes into carbonyl compounds

  末端烯烃被带有单水杨酸酯配体的双核铜催化剂选择性催化裂解成酮和醛，O2为氧化剂。该反应在具有0.5mol％催化剂的O 2气球气氛下进行，并且可以以克为单位进行，从而为将末端烯烃裂解为羰基化合物提供了方便实用的方法。
• Stabilizing PdII on hollow magnetic mesoporous spheres: a highly active and recyclable catalyst for carbonylative cross-coupling and Suzuki coupling reactions
  作者：Jianrui Niu、Mengmeng Liu、Peng Wang、Yu Long、Miao Xie、Rong Li、Jiantai Ma

  DOI：10.1039/c3nj01293j

  日期：——

  A hollow magnetic mesoporous silica sphere (HMMS) catalyst has been synthesized using polystyrene microspheres as a chemical template. The catalyst was characterized by TEM, XRD, XPS and vibrating sample magnetometry (VSM). The catalyst shows high activity for the carbonylative cross-coupling reaction of aryl iodides with arylboronic acids and Suzuki coupling reactions. The newly developed catalyst

  使用聚苯乙烯微球作为化学模板合成了中空磁性介孔二氧化硅球（HMMS）催化剂。该催化剂通过TEM，XRD，XPS和振动样品磁力法（VSM）进行了表征。该催化剂对芳基碘化物与芳基硼酸的羰基交叉偶联反应和Suzuki偶联反应显示出高活性。新开发的催化剂易于通过磁性分离从反应液相中回收，并且可以循环使用。重要的是，该催化剂在反应条件下和循环阶段显示出高效率和高稳定性。