4-二甲基氨基-2-苯基苯乙酮 | 97606-39-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 4-二甲基氨基-2-苯基苯乙酮
• 英文名称: α-phenyl-(4-N,N-dimethylamino)acetophenone
• 英文别名: 1-(4-dimethylaminophenyl)-2-phenylethan-1-one；1-[4-(dimethylamino)phenyl]-2-phenylethanone；β-dimethylamino-p-dehydrobenzoin；β-4-Dimethylamino-desoxybenzoin；beta-p-dimethylaminodeoxybenzoin；4-dimethylamino-deoxybenzoin
• CAS: 97606-39-8
• 化学式: C₁₆H₁₇NO
• mdl: MFCD03783557
• 分子量: 239.317
• InChiKey: DJKZORJEYWYYHB-UHFFFAOYSA-N

物化性质

• 熔点：
  128 °C
• 沸点：
  401.2±28.0 °C(Predicted)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.187
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2922399090

SDS

Name:	1-[4-(Dimethylamino)phenyl]-2-phenyl-1-ethanone 95+% Material Safety Data Sheet
Synonym:
CAS:	97606-39-8

Section 1 - Chemical Product MSDS Name:1-[4-(Dimethylamino)phenyl]-2-phenyl-1-ethanone 95+% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
97606-39-8	1-[4-(Dimethylamino)phenyl]-2-phenyl-1	95+%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 97606-39-8: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 164 - 164.8 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C16H17NO
Molecular Weight: 239.32

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 97606-39-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-[4-(Dimethylamino)phenyl]-2-phenyl-1-ethanone - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 97606-39-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 97606-39-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 97606-39-8 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-二甲基氨基-2-苯基苯乙酮 在 乙醇 、 铂 作用下， 生成 1-[4-(二甲氨基)苯基]-2-苯基乙醇
  参考文献：
  名称：

  THE REDUCTION OF PARA-DIMETHYLAMINOBENZIL¹

  摘要：

  DOI：

  10.1021/ja01374a046
• 作为产物：
  描述：

  2-(4-Dimethylamino-phenyl)-3-phenyl-2-trimethylsilanyloxy-propionitrile 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 18.0h， 生成 4-二甲基氨基-2-苯基苯乙酮
  参考文献：
  名称：

  3-Heteroaryl-2-pyridones:  Benzodiazepine Site Ligands with Functional Selectivity for α2/α3-Subtypes of Human GABA_A Receptor-Ion Channels

  摘要：

  A novel series of 3-heteroaryl-5,6-bis(aryl)-1-methyl-2-pyridones were developed with high affinity for the benzodiazepine (BZ) binding site of human gamma-aminobutyric acid (GABA(A)) receptor ion channels, low binding selectivity for alpha2- and/or alpha3- over alpha1-containing GABA(A) receptor subtypes and high binding selectivity over alpha5 subtypes. High affinity appeared to be associated with a coplanar conformation of the pyridone and sulfur-containing 3-heteroaryl rings resulting from an attractive S...O intramolecular interaction. Functional selectivity (i.e., selective efficacy) for alpha2 and/or alpha3 GABA(A) receptor subtypes over alpha1 was observed in several of these compounds in electrophysiological assays. Furthermore, an alpha3 subtype selective inverse agonist was proconvulsant and anxiogenic in rodents while an alpha2/alpha3 subtype selective partial agonist was anticonvulsant and anxiolytic, supporting the hypothesis that subtype selective BZ site agonists may provide new anxiolytic therapies.

  DOI：

  10.1021/jm0110789

文献信息

• Mn/Cu catalyzed addition of arylboronic acid to nitriles: Direct synthesis of arylketones
  作者：Dina Moustafa、Chelsea Sweet、Hyun Lim、Brenda Calalpa、Parminder Kaur

  DOI：10.1016/j.tetlet.2018.09.021

  日期：2018.10

  A direct and efficient synthesis of arylketones via arylboronic acid addition to nitriles in presence of inexpensive Mn/Cu catalytic system is reported. The use of non-precious Mn and Cu salts has been found to be highly advantageous both in terms of accessibility as well as cost effectiveness. A series of arylboronic acids as well as nitriles were used to synthesize a variety of symmetrical and unsymmetrical

  据报道，在廉价的Mn / Cu催化体系存在下，通过将芳基硼酸加成腈直接有效地合成芳基酮。已经发现，就可及性和成本效率而言，使用非贵重的Mn和Cu盐是非常有利的。一系列芳基硼酸和腈用于合成各种对称和不对称的芳基酮。基于文献研究，预期该反应机理将通过芳基自由基中间体，该中间体与亚铜中间体腈水解后与铜活化的腈反应以得到所需的芳基酮。
• Diverse Alkanones by Catalytic Carbon Insertion into the Formyl C−H Bond. Concise Access to the Natural Precursor of Achyrofuran
  作者：Andrew J. Wommack、David C. Moebius、Austin L. Travis、Jason S. Kingsbury

  DOI：10.1021/ol9010932

  日期：2009.8.6

  Over a century ago, the first reactions of diazomethane with aldehydes delivered methyl ketones. In the interim, aldehydes have been homologated with trimethylsilyldiazomethane, diazoacetates, and aryldiazomethanes, on rare occasion with catalysis. This work describes a mild procedure for convergent ketone assembly from nonstabilized diazoalkanes, including examples of chiral ketone synthesis with

  一个多世纪前，重氮甲烷与醛的首次反应生成了甲基酮。在此期间，醛很少与三甲基甲硅烷基重氮甲烷，重氮乙酸酯和芳基重氮甲烷发生同系化反应。这项工作描述了一种由不稳定的重氮烷烃聚合酮组装的温和方法，包括使用双取代（内部）亲核试剂进行手性酮合成的实例。该方法对空间拥挤具有显着的耐受性，这是通过对复杂的二苯并呋喃呋喃呋喃进行的简单处理得到证实的。
• Photochemistry and Photophysics of Triarylmethane Dye Leuconitriles
  作者：Viktor V. Jarikov、Douglas C. Neckers

  DOI：10.1021/jo000374a

  日期：2001.2.1

  photochemical reactions of crystal violet leuconitrile (CVCN) were investigated by the means of product analysis and trapping experiments, laser flash and steady-state photolysis, and steady-state fluorescence. The influence of oxygen on the reaction was examined in detail. The photochemistry of malachite green leuconitrile (MGCN), basic fuchsin leuconitrile (BFCN), and crystal violet leucomethyl (CVMe)

  通过产物分析和俘获实验，激光闪光和稳态光解以及稳态荧光​​的方法研究了结晶紫晶腈（CVCN）的光化学反应。详细检查了氧气对反应的影响。研究了孔雀石绿亮腈（MGCN），碱性品红亮氨酸（BFCN），结晶紫亮氨乙基（CVMe）和亮氨苄基（CVBn）以及三苯基乙腈的光化学性质。结果表明电离从S1发生，而二-pi-甲烷反应是从T1开始的光化学途径。
• Evolution of Concise and Flexible Synthetic Strategies for Trichostatic Acid and the Potent Histone Deacetylase Inhibitor Trichostatin A
  作者：Casey C. Cosner、Vijaya Bhaskara Reddy Iska、Anamitra Chatterjee、John T. Markiewicz、Steven J. Corden、Joakim Löfstedt、Tobias Ankner、Joshua Richer、Tyler Hulett、Douglas J. Schauer、Olaf Wiest、Paul Helquist

  DOI：10.1002/ejoc.201201233

  日期：2013.1

  enantioenriched forms. Three independent synthetic pathways were developed with varying degrees of efficiency and convergency. In the first synthesis, the key step was a vinylogous Horner-Wadsworth-Emmons condensation. A Marshall propargylation reaction was used as the key step in the second synthesis, and Pd-catalyzed a-alkenylation of a ketone zinc enolate by using various functionalized alkenyl or

  (R)-(+)-Trichostatic acid 和 (R)-(+)-曲古抑菌素 A (TSA) 是在表观遗传治疗领域引起广泛关注的天然产物。特别是 TSA 是一种天然存在的异羟肟酸，具有作为组蛋白脱乙酰酶抑制剂 (HDACi) 的有效活性，并具有治疗多种遗传疾病的巨大潜力。由于这些化合物的天然丰度低和成本高，将 TSA 和其他固管酸衍生物开发成有用的小分子疗法一直受到阻碍。我们在此报告了我们在开发用于合成外消旋和对映体富集形式的脱发酸和 TSA 的简洁且可扩展的路线方面的集体努力。开发了三种独立的合成途径，具有不同程度的效率和收敛性。在第一个合成中，关键步骤是一个带有乙烯基的 Horner-Wadsworth-Emmons 缩合。马歇尔炔丙基化反应被用作第二次合成中的关键步骤，并且通过使用各种官能化的烯基或二烯基卤化物开发了 Pd 催化的酮烯醇锌的α-烯基化用于第三次合成。事实证明，第
• NCN-Pincer palladium complexes immobilized on MCM-41 molecular sieve: Application in α-arylation reactions
  作者：Wang Kai、Hua Qian、Dabin Liu、Zhiwen Ye

  DOI：10.1016/j.mcat.2018.10.024

  日期：2019.1

  through a carbamate linkage were immobilized on ordered MCM-41 molecular sieve using a grafting process. The acquired immobilized organometallic pincer complexes were synthesized in high yields with no complex degradation and characterized by IR sprctroscopy, elemental content analysis. Nitrogen physisorption, XRD and TEM revealed that the mesoporous structure was retained during the immobilization process

  通过接枝过程将通过氨基甲酸酯键束缚到三乙氧基硅烷部分的芳族对官能化NCN钳形化合物固定在有序MCM-41分子筛上。所获得的固定化有机金属钳形复合物以高收率合成，没有复合物降解，并通过红外光谱，元素含量分析进行了表征。氮的物理吸附，XRD和TEM结果表明，介孔结构在固定过程中得以保留。杂化材料作为路易斯酸催化剂用于芳基酮和芳基卤化物之间的α-芳基化反应，收率高达95％。研究了形成单芳基化或二芳基化产物的趋势，并且该催化剂可以容易地回收并在五次运行中重复使用，而不会显着降低其活性。