1-(4-氯苯基)-2-(4-甲苯基)乙烷-1,2-二酮 | 86508-29-4

• 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: 1-(4-氯苯基)-2-(4-甲苯基)乙烷-1,2-二酮
• 英文名称: 1-(4-chlorophenyl)-2-(p-tolyl)ethane-1,2-dione
• 英文别名: 1-(4-chlorophenyl)-2-(4-methylphenyl)ethane-1,2-dione
• CAS: 86508-29-4
• 化学式: C₁₅H₁₁ClO₂
• 分子量: 258.704
• InChiKey: FKOYORNUXJRIQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2914700090

SDS

Name:	1-(4-Chlorophenyl)-2-(4-methylphenyl)ethane-1 2-dione 97% Material Safety Data Sheet
Synonym:
CAS:	86508-29-4

Section 1 - Chemical Product MSDS Name:1-(4-Chlorophenyl)-2-(4-methylphenyl)ethane-1 2-dione 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
86508-29-4	1-(4-Chlorophenyl)-2-(4-methylphenyl)e	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes 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. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 86508-29-4: 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: yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 108 - 110 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: C15H11ClO2
Molecular Weight: 259

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 86508-29-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-(4-Chlorophenyl)-2-(4-methylphenyl)ethane-1,2-dione - 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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 86508-29-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 86508-29-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 86508-29-4 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：

  1-(4-氯苯基)-2-(4-甲苯基)乙烷-1,2-二酮 在 1,3-bis-n-butylimidazolium bromide 作用下， 以 二甲基亚砜 为溶剂， 生成 5-(4-chlorophenyl)-N-(2-morpholinoethyl)-6-(p-tolyl)-1,2,4-triazin-3-amine
  参考文献：
  名称：

  Design, green synthesis and pharmacological evaluation of novel 5,6-diaryl-1,2,4-triazines bearing 3-morpholinoethylamine moiety as potential antithrombotic agents

  摘要：

  The aim of this research work was to investigate a series of novel 5,6-diaryl-1,2,4-triazines (3a-3q) containing 3-morpholinoethylamine side chain, and to address their antiplatelet activity by in vitro, ex vivo and in vivo methods. All compounds were synthesized by environment benign route and their structures were unambiguously confirmed by spectral data. Compounds (3l) and (3m) were confirmed by their single crystal X-ray structures. Out of all the synthesized compounds, 10 were found to be more potent in vitro than aspirin; six of them were found to be prominent in ex vivo assays and one compound (3d) was found to have the most promising antithrombotic profile in vivo. Moreover, compound (3d) demonstrated less ulcerogenicity in rats as compared to aspirin. The selectivity of the most promising compound (3d) for COX-1 and COX-2 enzymes was determined with the help of molecular docking studies and the results were correlated with the biological activity.

  DOI：

  10.3109/14756366.2015.1060480
• 作为产物：
  描述：

  (E)-4-chloro-4'-methylstilbene 在 水 、 碘 、 氧气 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以96%的产率得到1-(4-氯苯基)-2-(4-甲苯基)乙烷-1,2-二酮
  参考文献：
  名称：

  容易和偶苯酰的衍生物高度化学选择性合成通过在I芪的氧化2 -H 2 O系统†

  摘要：

  通过在空气中的I 2 -H 2 O系统中对苯乙烯进行氧化，已经开发出一种易于合成且具有高度化学选择性的苯甲酰衍生物的方案。值得注意的是，该方法适用于26个实例，并且提供了高达98％的收率，避免了使用酸，金属催化剂等。

  DOI：

  10.1039/c3ra41489b

文献信息

• Visible-Light-Induced Photocatalytic Oxidative Decarboxylation of Cinnamic Acids to 1,2-Diketones
  作者：Shiv Chand、Anand Kumar Pandey、Rahul Singh、Krishna Nand Singh

  DOI：10.1021/acs.joc.1c00322

  日期：2021.5.7

  A concerted metallophotoredox catalysis has been realized for the efficient decarboxylative functionalization of α,β-unsaturated carboxylic acids with aryl iodides in the presence of perylene bisimide dye to afford 1,2-diketones.

  已经实现了协同的金属光氧化还原催化，以在of双酰亚胺染料的存在下用芳基碘将α，β-不饱和羧酸有效地脱羧官能化，得到1,2-二酮。
• <scp>Palladium‐Catalyzed</scp> Oxidative C≡C Triple Bond Cleavage of <scp>2‐Alkynyl</scp> Carbonyl Compounds Toward 1, <scp>2‐Dicarbonyl</scp> Compounds ^†
  作者：Ming‐Bo Zhou、Mu‐Jia Luo、Ming Hu、Jin‐Heng Li

  DOI：10.1002/cjoc.202000040

  日期：2020.6

  palladium‐catalyzed oxidative strategy for the cleavage of the C≡C triple bond is presented. By employing PdCl2, CuBr2, TEMPO and air as the catalytic system and H2O as the carbonyl oxygen atom source, a wide range of 2‐alkynyl carbonyl compounds, including 1,3‐disubstituted prop‐2‐yn‐1‐ones, propiolamides and propiolates, lost an alkynyl carbon to access various 1,2‐dicarbonyl compounds, e.g., 1,2‐diones

  提出了一种新的，一般的钯催化的氧化C≡C三键的氧化策略。通过使用PdCl 2，CuBr 2，TEMPO和空气作为催化体系，并使用H 2 O作为羰基氧原子源，可以使用多种2-炔基羰基化合物，包括1,3-二取代的prop-2-yn-1炔烃。丙酰胺和丙酸酯类化合物通过Wacker氧化，分子内环化和C-C键失去炔基碳而无法获得各种1,2-二羰基化合物，例如1,2-二酮，2-酮酰胺和2-酮酯卵裂级联
• Copper/Iodine‐Cocatalyzed C‐C Cleavage of 1,3‐Dicarbonyl Compounds Toward 1,2‐Dicarbonyl Compounds
  作者：Li‐Sha Chen、Lu‐Bing Zhang、Yue Tian、Jin‐Heng Li、Yong‐Quan Liu

  DOI：10.1002/ejoc.202000795

  日期：2020.9.14

  DMSO multi‐tasking enabled a copper/I2‐cocatalyzed transformations of 1,3‐dicarbonyl compounds to 1,2‐dicarbonyl compound is depicted. This method is achieved through a sequence of C–C oxidative cleavage and CO release using DMSO as oxidant, oxygen source and solvent, which is general to a wide range of 1,3‐dicarbonyl compounds, including 1,3‐diketones, 1,3‐keto esters and 1,3‐keto amides, with excellent

  DMSO多任务处理实现了铜/ I 2催化的1,3-二羰基化合物向1,2-二羰基化合物的转化。该方法是通过使用DMSO作为氧化剂，氧气源和溶剂的一系列C–C氧化裂解和CO释放来实现的，该过程通常适用于各种1,3-二羰基化合物，包括1,3-二酮，1， 3-酮酸酯和1,3-酮酸酯，具有出色的选择性和广泛的官能团耐受性。
• Dimethyl Sulfoxide as an Oxygen Atom Source Enabled Tandem Conversion of 2‐Alkynyl Carbonyls to 1,2‐Dicarbonyls
  作者：Yuan Lu、Mu‐Jia Luo、Ming Hu、Yang Li、Jin‐Heng Li

  DOI：10.1002/adsc.202000066

  日期：2020.4.27

  compounds by means of a CuBr2/I2/DMSO/water system is developed, enabling the fromation of various functionalized 1,2‐dicarbonyl compounds, including 1,2‐diketones, α‐keto amides and α‐keto ester. This Cu‐promoted iodine‐mediated tandem procedure employs DMSO as the oxygen atom source of the formed carbonyl group through iodonium ion formation, nucleophilic DMSO addition and C−C bond cleavage cascades.

  开发了通过CuBr 2 / I 2 / DMSO /水系统串联2-炔基羰基化合物的方法，使各种官能化的1,2-二羰基化合物（包括1,2-二酮，α-酮酰胺）形成和α-酮酸酯 此铜促进的碘介导的串联过程使用DMSO作为碘原子离子形成，亲核DMSO加成和CC键断裂级联反应形成的羰基的氧原子源。
• [EN] 3-SUBSTITUTED 5,6-DIARYL-PYRAZINE-2-CARBOXAMIDE AND -2-SULFONAMIDE DERIVATIVES AS CB1 MODULATORS<br/>[FR] DERIVES DE 2-CARBOXAMIDE ET 2-SULFONAMIDE-5,6-DIARYL-PYRAZINE SUBSTITUES EN 3, UTILISES COMME MODULATEURS DE CB1
  申请人：ASTRAZENECA AB

  公开号：WO2004111034A1

  公开（公告）日：2004-12-23

  The present invention relates to 3-substituted-5,6-diarylpyrazine-2-carboxamide and -2-sulfonamide derivatives and processes for preparing such compounds, their use in the treatment of obesity, psychiatric and neurological disorders, to methods for their therapeutic use and to pharmaceutical compositions containing them. The compounds are cannabinoid receptor 1 (CB1) modulators.

  本发明涉及3-取代-5,6-二芳基吡嗪-2-羧酰胺和-2-磺胺衍生物，以及制备这些化合物的方法，它们在治疗肥胖、精神疾病和神经疾病中的用途，以及它们的治疗用途方法和含有它们的药物组合物。这些化合物是大麻素受体1（CB1）调节剂。