1-(2-甲基苯基)丙-1-酮 | 2040-14-4

• 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 - 有机氧化合物
• 中文名称: 1-(2-甲基苯基)丙-1-酮
• 中文别名: 邻甲基苯丙酮；1-邻甲苯基-1-丙酮
• 英文名称: 2-methylpropiophenone
• 英文别名: 1-o-tolyl-propan-1-one；2'-Methylpropiophenone；1-(2-methylphenyl)propan-1-one
• CAS: 2040-14-4
• 化学式: C₁₀H₁₂O
• 分子量: 148.205
• InChiKey: VQHKICGSBBPFFJ-UHFFFAOYSA-N

物化性质

• 熔点：
  -27.6°C
• 沸点：
  219.5°C (estimate)
• 密度：
  1.0119
• 溶解度：
  氯仿（微溶）、甲醇（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温下应存于干燥密封的容器中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2’-Methylpropiophenone
Synonyms:

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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: 2’-Methylpropiophenone
CAS number: 2040-14-4

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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: C10H12O
Molecular weight: 148.2

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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.

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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

制备方法与用途

简介

邻甲苯基-1-丙酮已被证明会发生光化学环化反应，并生成六元环。这一过程受到光照和分子上取代基的影响，可以决定产生何种类型的环化产物。此外，该反应还可以通过链式光化学路径实现，具体为烯烃在氧气存在下的氧化反应。

反应信息

• 作为反应物：
  描述：

  1-(2-甲基苯基)丙-1-酮 在 盐酸 、 amalgamated zinc 作用下， 生成 1-甲基-2-丙基
  参考文献：
  名称：

  Birch et al., Journal of the American Chemical Society, 1949, vol. 71, p. 1362,1366

  摘要：

  DOI：
• 作为产物：
  描述：

  邻甲苯磺酰氯 在 palladium(II) trifluoroacetate 、 碳酸氢钠 、 三氟乙酸 、 sodium sulfite 、 6-甲基-2,2′-二吡啶 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 生成 1-(2-甲基苯基)丙-1-酮
  参考文献：
  名称：

  钯（II）催化的芳基亚磺酸钠和腈的芳基酮的脱硫合成：范围，局限性和机理研究

  摘要：

  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。

  DOI：

  10.1021/jo501875n

文献信息

• [EN] 2, 3, 6-TRISUBSTITUTED-4-PYRIMIDONE DERIVATIVES<br/>[FR] DERIVES DE 2,3,6-TRISUBSTITUE 4-PYRIMIDONE
  申请人：MITSUBISHI PHARMA CORP

  公开号：WO2004085408A1

  公开（公告）日：2004-10-07

  A pyrimidone derivative having tau protein kinase 1 inhibitory activity which is represented by formula (I) or a salt thereof, or a solvate thereof or a hydrate thereof; useful for prventive and/or therapeutic treatment of diseass such as neurodegenerative diseases (e.g. Alzheimer disease); wherein Q represents CH or nitrogen atom; R represents a C1-C12 alkyl group; the ring of Formula (I): represents piperazine ring or piperidine ring; each X independently represents a C1-C8 alkyl group, an optionally partially hydrogenated C6-C10 aryl ring, an indan ring or the like; m represents an integer of 1 to 3; each Y independently represents a halogen atom, a hydroxy group, a cyano group, a C1-C6 alkyl group or the like; n represents an integer of 0 to 8; when X and Y or two Y groups are attached on the same carbon atom, they may combine to each other to form a C2-C6 alkylene group.

  一种具有tau蛋白激酶1抑制活性的嘧啶酮衍生物，其由化学式（I）或其盐、溶剂合物或水合物表示；用于预防和/或治疗神经退行性疾病（例如阿尔茨海默病）；其中Q代表CH或氮原子；R代表C1-C12烷基基团；化学式（I）的环：代表哌嗪环或哌啶环；每个X独立地代表C1-C8烷基基团、可选择性部分氢化的C6-C10芳环、茚环或类似物；m代表1到3的整数；每个Y独立地代表卤素原子、羟基、氰基、C1-C6烷基基团或类似物；n代表0到8的整数；当X和Y或两个Y基团连接在同一碳原子上时，它们可以结合形成C2-C6烷基基团。
• CC Coupling of Ketones with Methanol Catalyzed by a N-Heterocyclic Carbene-Phosphine Iridium Complex
  作者：Xu Quan、Sutthichat Kerdphon、Pher G. Andersson

  DOI：10.1002/chem.201405990

  日期：2015.2.23

  carbene–phosphine iridium complex system was found to be a very efficient catalyst for the methylation of ketone via a hydrogen transfer reaction. Mild conditions together with low catalyst loading (1 mol %) were used for a tandem process which involves the dehydrogenation of methanol, CC bond formation with a ketone, and hydrogenation of the new generated double bond by iridium hydride to give the

  N-杂环卡宾-膦铱络合物系统被发现是通过氢转移反应使酮甲基化的非常有效的催化剂。在串联过程中使用温和的条件，同时降低催化剂的负载量（1 mol％），该过程涉及甲醇的脱氢，与酮形成的CC键以及氢化铱将新生成的双键氢化以得到烷基化产物。使用这种铱催化剂体系，可以合成许多支链酮，转化率和收率都非常好。
• SUBSTITUTED N-BICYCLO-2-ARYL-QUINOLIN-4-CARBOXAMIDES AND USE THEREOF
  申请人：BAYER PHARMA AKTIENGESELLSCHAFT

  公开号：US20180036300A1

  公开（公告）日：2018-02-08

  The present application relates to novel substituted N-bicyclo-2-arylquinoline-4-carboxamide derivatives, to processes for preparation thereof, to the use thereof alone or in combinations for treatment and/or prevention of diseases, and to the use thereof for production of medicaments for treatment and/or prevention of diseases, especially for treatment and/or prevention of fibrotic and inflammatory disorders.

  本申请涉及新型的取代N-双环[2.arylquinoline-4-carboxamide]衍生物，涉及其制备过程，涉及单独或联合使用该化合物治疗和/或预防疾病，以及涉及使用该化合物生产用于治疗和/或预防疾病的药物，特别用于治疗和/或预防纤维化和炎症性疾病。
• Synthesis of indolo[2,1-<i>a</i>]isoquinoline derivatives <i>via</i> visible-light-induced radical cascade cyclization reactions
  作者：Yun-Long Wei、Jian-Qiang Chen、Bo Sun、Peng-Fei Xu

  DOI：10.1039/c9cc02388g

  日期：——

  We describe a photocatalyzed transformation for the synthesis of the indolo[2,1-a]isoquinoline core structure. This redox neutral reaction features mild reaction conditions and exceptional functional group tolerance. A series of valuable indolo[2,1-a]isoquinoline derivatives bearing various functional groups were synthesized using this method in good to excellent yields.

  我们描述了吲哚[2，1- a ]异喹啉核心结构的合成的光催化转化。该氧化还原中性反应具有温和的反应条件和出色的官能团耐受性。使用该方法以良好至优异的产率合成了一系列带有各种官能团的有价值的吲哚[2，1- a ]异喹啉衍生物。
• Catalytic Efficient Nazarov Reaction of Unactivated Aryl Vinyl Ketones via a Bidentate Diiron Lewis Acid Activation Strategy
  作者：Xin Zhou、Yukun Zhao、Yang Cao、Lirong He

  DOI：10.1002/adsc.201700820

  日期：2017.10.4

  has been accomplished by employing aryl boric acid/Fe(OTf)3. Significant progress was obtained in utilizing an extremely broad substrate scope, giving indanones in high yields with high regioselectivities and diastereoselectivities. The mechanistic investigation supports a bidentate diiron Lewis acid catalysis, and the strong double electrophilic activation of aryl vinyl ketones via simultaneous coordination

  通过使用芳基硼酸/ Fe（OTf）3可以完成未活化的芳基乙烯基酮的高效催化Nazarov反应。在利用极其广泛的底物范围方面获得了重大进展，从而以高产率获得了茚满酮，并具有较高的区域选择性和非对映选择性。机理研究支持双齿二铁路易斯酸的催化，芳基乙烯基酮通过同时配位的强双亲电活化在实现高反应效率方面起着关键作用。

表征谱图