3-dimethylamino-1-(4-methyl-phenyl)-2-propen-1-one | 18103-98-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-dimethylamino-1-(4-methyl-phenyl)-2-propen-1-one
• 英文别名: 3-(dimethylamino)-1-(4-methylphenyl)prop-2-en-1-one；3-(dimethylamino)-1-(p-tolyl)prop-2-en-1-one；1-Dimethylamino-3-p-tolyl-prop-1-en-3-on；2-Propen-1-one, 3-(dimethylamino)-1-(4-methylphenyl)-
• CAS: 18103-98-5
• 化学式: C₁₂H₁₅NO
• mdl: MFCD00121190
• 分子量: 189.257
• InChiKey: RRVBRKWQJVEFJN-UHFFFAOYSA-N

物化性质

• 熔点：
  89-91 °C(Solv: ligroine (8032-32-4))
• 沸点：
  290.7±40.0 °C(Predicted)
• 密度：
  1.008±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2922399090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (2E)-3-(Dimethylamino)-1-(4-methylphenyl)prop-2-en-1-one
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: (2E)-3-(Dimethylamino)-1-(4-methylphenyl)prop-2-en-1-one
CAS number: 18103-98-5

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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, refrigerated.
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: C12H15NO
Molecular weight: 189.3

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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, nitrogen oxides.

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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-dimethylamino-1-(4-methyl-phenyl)-2-propen-1-one 在 盐酸羟胺 作用下， 以 甲醇 为溶剂， 以81.2 %的产率得到5-(4-甲基苯基)异噁唑
  参考文献：
  名称：

  一种巨噬细胞迁移抑制因子MIF双光子荧光探针及其制备方法和应用

  摘要：

  本发明公开了一种巨噬细胞迁移抑制因子MIF双光子荧光探针及其制备方法和应用，所述探针结构如下任意一种，本发明包括了探针MIFP1～MIFP3，用于细胞内MIF的实时成像和追踪，从而建立了癌症疾病过程中MIF的波动与荧光信号变化之间的关系。凭借双光子探针成像的优良光学特性，可以通过代表性探针MIFP3轻松区分多种癌细胞和正常细胞。此外，MIFP3还被成功用于直接识别临床肝癌患者的病理组织。这些潜在的MIF探针可以为进一步研究MIF的生理功能提供有力的工具，并将有助于促进MIF相关恶性肿瘤的准确诊断和治疗评估。

  公开号：

  CN116003339A
• 作为产物：
  描述：

  β-N,N-dimethylaminovinyl tolyl thioketone 以 苯 为溶剂， 反应 0.5h， 以12%的产率得到3-dimethylamino-1-(4-methyl-phenyl)-2-propen-1-one
  参考文献：
  名称：

  Nishio, Takehiko; Nakajima, Naoko; Omote, Yoshimori, Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 405 - 406

  摘要：

  DOI：
• 作为试剂：
  描述：

  4-氰基吡啶 、 2,2,6,6-四甲基哌啶氧化物 、 联硼酸频那醇酯 在 3-dimethylamino-1-(4-methyl-phenyl)-2-propen-1-one 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 C₂₁H₃₄BN₃O₃
  参考文献：
  名称：

  B2pin2 介导的级联环化/芳构化反应：功能化吲嗪的表面访问

  摘要：

  在此，描述了烯胺酮与吡啶的 B 2 pin 2介导的自由基级联环化/芳构化反应。该策略为在无金属、无外部氧化剂和无碱条件下构建有价值的功能化中氮化合物提供了一种实用的方法，它可以与各种功能基团相容，如卤素、π-系统、杂环、二茂铁基、 etc. 初步的机理研究表明，原位形成的吡啶-硼基自由基引发了反应的发生。

  DOI：

  10.1021/acs.orglett.2c02905

文献信息

• A monolith immobilised iridium Cp* catalyst for hydrogen transfer reactions under flow conditions
  作者：Maria Victoria Rojo、Lucie Guetzoyan、Ian. R. Baxendale

  DOI：10.1039/c4ob02376e

  日期：——

  An immobilised iridium hydrogen transfer catalyst has been developed for use in flow based processing by incorporation of a ligand into a porous polymeric monolithic flow reactor.

  一种固定的铱氢转移催化剂已经开发出来，用于流动式加工，通过将配体纳入多孔聚合物单体流动反应器中。
• [3+2] Anionic Cycloaddition of Isocyanides to Acyclic Enamines and Enaminones: A New, Simple, and Convenient Method for the Synthesis of 2,4-Disubstituted Pyrroles
  作者：Ilya V. Efimov、Maria D. Matveeva、Rafael Luque、Vasiliy A. Bakulev、Leonid G. Voskressensky

  DOI：10.1002/ejoc.201901776

  日期：2020.3.8

  Herein, a new route toward 2,4‐substituted pyrroles is presented. This is a new, simple, fast, and convenient method furnishing 2,4‐substituted pyrroles based on the formal cycloaddition reaction of isocyanides with acyclic enamines or enaminones under basic conditions.

  在此，提出了一种新的制备2,4-取代吡咯的途径。这是在异氰酸酯与无环烯胺或烯胺酮在碱性条件下正式环加成反应的基础上，提供2,4-取代吡咯的一种新的，简单，快速和方便的方法。
• A copper-catalyzed three component reaction of aryl acetylene, sulfonyl azide and enaminone to form iminolactone <i>via</i> 6π electrocyclization
  作者：Jiarui Sun、Xiangsheng Cheng、John Kamanda Mansaray、Weihong Fei、Jieping Wan、Weijun Yao

  DOI：10.1039/c8cc06868b

  日期：——

  sulfonyl azide to construct iminolactone via a cascade process involving copper-catalyzed alkyne–azide cycloaddition (CuAAC), Michael addition of metalated ketenimine followed by elimination and 6π electrocyclization.

  我们开发了一种铜催化的芳基乙炔，烯胺酮和磺酰叠氮化物的三组分反应，通过级联工艺来构建亚氨基内酯，该工艺涉及铜催化的炔炔叠氮化物环加成反应（CuAAC），金属加成的酮亚胺的迈克尔加成反应，然后消除和6π电环化。
• Direct Synthesis of 2,3-Diaroyl Quinolines and Pyridazino[4,5-<i>b</i>]quinolines via an I₂-Promoted One-Pot Multicomponent Reaction
  作者：Peng Zhao、Xia Wu、You Zhou、Xiao Geng、Can Wang、Yan-dong Wu、An-Xin Wu

  DOI：10.1021/acs.orglett.9b00685

  日期：2019.4.19

  The first synthesis of 2,3-diaroyl quinolines via a formal [3 + 2 + 1] cycloaddition of enaminones, aryl methyl ketones, and aryl amines is disclosed. This reaction efficiently affords a 1,4-dicarbonyl scaffold, which is a useful building block for constructing complex fused heterocycles. Furthermore, the 1,4-dicarbonyl scaffold has been used directly to prepare pyridazino[4,5-b]quinoline skeletons

  公开了通过烯胺酮，芳基甲基酮和芳基胺的正式[3 + 2 + 1]环加成的2，3-二酰基酰基喹啉的首次合成。该反应有效地提供了1，4-二羰基支架，这是用于构建复杂的稠合杂环的有用的构建基。此外，已将1，4-二羰基支架直接用于一锅制备哒嗪并[4,5- b ]喹啉骨架。
• Iodine-mediated synthesis of sulfur-bridged enaminones and chromones via double C(sp²)–H thiolation
  作者：Yong Gao、Li Wei、Yunyun Liu、Jie-Ping Wan

  DOI：10.1039/c7ob00619e

  日期：——

  reactions of various enaminones with elemental sulfur giving rise to both sulfur-bridged enaminones and chromones have been realized via iodine promotion. All products were furnished by means of double C(sp2)–H bond thiolation without using any metal catalyst or sensitive oxidant, providing a simple and efficient protocol for the synthesis of diverse sulfur derivatives of enaminones.

  通过碘的促进已经实现了各种烯胺酮与元素硫的反应，其同时引起硫桥联的烯胺酮和色酮。所有产品均通过双C（sp 2）-H键硫醇化而无需使用任何金属催化剂或敏感氧化剂即可提供，为合成烯胺酮的多种硫衍生物提供了简单有效的方案。