1,4-二(苯乙二酰基)苯 | 3363-97-1

• 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: 1,4-二(苯乙二酰基)苯
• 中文别名: 1,4-二苯氧乙酰基苯；1,4-双(苯乙二酰基)苯
• 英文名称: 1,4-bis(phenylglyoxalyl)benzene
• 英文别名: 1,4-di(phenyloxalyl)benzene；1,4-Bis(phenylglyoxaloyl)benzene；1-[4-(2-oxo-2-phenylacetyl)phenyl]-2-phenylethane-1,2-dione
• CAS: 3363-97-1
• 化学式: C₂₂H₁₄O₄
• mdl: MFCD00039561
• 分子量: 342.351
• InChiKey: FUEGWHHUYNHBNI-UHFFFAOYSA-N

物化性质

• 熔点：
  125°C
• 沸点：
  549.0±33.0 °C(Predicted)
• 密度：
  1.261±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xn
• WGK Germany：
  2
• RTECS号：
  VO6250000
• 海关编码：
  2914399090
• 安全说明：
  S22,S29/56,S45
• 危险类别码：
  R42/43
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319

SDS

1,4-Bisbenzil Revision number: 1
SAFETY DATA SHEET

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Section 1. BASE INFORMATION
Product name: 1,4-Bisbenzil

Revision number: 1

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Section 2. HAZARDS IDENTIFICATION
Classification of the GHS
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS Not classified
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements
None
Pictograms or hazard symbols
Signal word No signal word
None
Hazard statement
Precautionary statements None

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Component(s): 1,4-Bisbenzil
Percent: >95.0%(GC)
CAS Number: 3363-97-1
Synonyms: 1,4-Bis(benzoylcarbonyl)benzene
Chemical Formula: C22H14O4

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific methods: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
1,4-Bisbenzil

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Section 5. FIRE-FIGHTING MEASURES
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Handling
Handling is performed in a well ventilated place. Wear suitable protective equipment.
Technical measures:
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Storage
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Law is followed.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Protective gloves.
Hand protection:
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: crystal - powder
Slightly pale yellow - Yellow
Color:
Odor: No data available
pH: No data available
Melting point/freezing point:125 °C
Boiling Point/Range: No data available
Flash Point: No data available
Explosive limits
Lower: No data available
No data available
Upper:
Density: No data available
No data available
Solubility:

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Section 10. STABILITY AND REACTIVITY
Stability: Stable under proper conditions.
Reactivity: No special reactivity has been reported.
Incompartible materials: oxidizing agents
Hazardous Decomposition Carbon monoxide, Carbon dioxide
Products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
1,4-Bisbenzil

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Section 11. TOXICOLOGICAL INFORMATION
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
No data available
IARC =
NTP = No data available
No data available
Reproductive toxicity:

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobillity in soil
log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not Listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26,
2002): Safe use and production, the storage of a dangerous chemical, transport, loading and unloading were
prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：用作聚酰亚胺中间体。

反应信息

• 作为反应物：
  描述：

  1,4-二(苯乙二酰基)苯 以 甲酸 、 水 为溶剂， 反应 1.33h， 生成 1,4-bis(5-phenyl-2,4,6,8-tetraaza-3,7-dioxobicyclo<3.3.0>octan-1-yl)benzene
  参考文献：
  名称：

  Bakibaev, A. A.; Savchenko, T. I.; Filimonov, V. D., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 12, p. 2331 - 2334

  摘要：

  DOI：
• 作为产物：
  描述：

  对苯二腈 生成 1,4-二(苯乙二酰基)苯
  参考文献：
  名称：

  Bistetracyclones and Bishexaphenylbenzenes. II

  摘要：

  DOI：

  10.1021/jo01021a022

文献信息

• A Bifunctional Iron Nanocomposite Catalyst for Efficient Oxidation of Alkenes to Ketones and 1,2-Diketones
  作者：Tao Song、Zhiming Ma、Peng Ren、Youzhu Yuan、Jianliang Xiao、Yong Yang

  DOI：10.1021/acscatal.9b05197

  日期：2020.4.17

  sites of Fe–Nx and Fe phosphate, as oxidation and Lewis acid sites, were simultaneously integrated into a hierarchical N,P-dual doped porous carbon. As a bifunctional catalyst, it exhibited high efficiency for direct oxidative cleavage of alkenes into ketones or their oxidation into 1,2-diketones with a broad substrate scope and high functional group tolerance using TBHP as the oxidant in water under

  我们在此报告了一种双功能铁纳米复合催化剂的制备，其中两个Fe–N x催化活性位点磷酸铁和铁的氧化位和路易斯酸位同时被整合到一个分层的N，P-双掺杂多孔碳中。作为一种双功能催化剂，它具有良好的催化作用，可在较温和的反应条件下使用TBHP作为氧化剂，将烯烃直接氧化裂解为酮或将其氧化为1,2-二酮，具有广泛的底物范围，并具有较高的官能团耐受性。此外，可以很容易地将其回收以进行后续回收，而不会造成明显的活性损失。机理研究表明，烯烃的直接氧化是通过形成环氧化物作为中间体，然后进行酸催化的Meinwald重排而产生的，该酮的碳原子短了一个或亲核开环，从而以级联方式生成1,2-二酮。
• One-pot cascade synthesis of α-diketones from aldehydes and ketones in water by using a bifunctional iron nanocomposite catalyst
  作者：Tao Song、Xin Zhou、Xiaoxue Wang、Jianliang Xiao、Yong Yang

  DOI：10.1039/d0gc03739g

  日期：——

  A new methodology for the synthesis of α-diketones was reported via a one-pot cascade process from aldehydes and ketones catalyzed by a bifunctional iron nanocomposite using H2O2 as a green oxidant in water. The one-pot strategy showed excellent catalytic stability, comprehensive suitability of substrates and important practical utility for directly synthesizing biologically active and medicinally

  据报道，通过双锅铁纳米复合物在水中使用H 2 O 2作为绿色氧化剂，通过醛和酮的一锅级联过程，合成了一种合成α-二酮的新方法。一锅法显示出优异的催化稳定性，底物的全面适用性和重要的实际实用性，可通过间歇过程直接合成具有生物活性和医学价值的N-杂环。
• Discovery of 4-<i>tert</i>-Butyl-2,6-dimethylphenylsulfur Trifluoride as a Deoxofluorinating Agent with High Thermal Stability as Well as Unusual Resistance to Aqueous Hydrolysis, and Its Diverse Fluorination Capabilities Including Deoxofluoro-Arylsulfinylation with High Stereoselectivity
  作者：Teruo Umemoto、Rajendra P. Singh、Yong Xu、Norimichi Saito

  DOI：10.1021/ja106343h

  日期：2010.12.29

  groups to CF(3) groups, in high yields. 1k also converts C(=S) and CH(3)SC(=S)O groups to CF(2) and CF(3)O groups, respectively, in high yields. In addition, 1k effects highly stereoselective deoxofluoro-arylsulfinylation of diols and amino alcohols to give fluoroalkyl arylsulfinates and arylsulfinamides, with complete inversion of configuration at fluorine and the simultaneous, selective formation of

  学术和工业领域都非常需要多功能、安全、货架稳定和易于处理的氟化剂，因为由于氟原子的独特作用，氟化化合物在许多领域引起了相当大的兴趣，例如药物发现当结合到分子中时。本文描述了许多取代且热稳定的三氟化苯硫的合成、性质和反应性，特别是 4-叔丁基-2,6-二甲基苯硫三氟化物（Fluolead，1k），作为一种结晶固体，在接触时具有惊人的高稳定性与当前的试剂（例如 DAST 及其类似物）相比，具有水和作为脱氧氟化剂的优越效用。1k 上的取代基在热稳定性和水解稳定性、氟化反应性、并阐明了它所经历的高产氟化机理。除了醇、醛和可烯醇化酮的氟化外，1k 还可以高产率顺利地将不可烯醇化的羰基转化为 CF(2) 基团，将羧基转化为 CF(3) 基团。1k 还以高产率分别将 C(=S) 和 CH(3)SC(=S)O 基团转化为 CF(2) 和 CF(3)O 基团。此外，1k 可实现二醇和氨基醇的高度立体选择性脱
• Electrochemical synthesis of 1,2-diketones from alkynes under transition-metal-catalyst-free conditions
  作者：Jie Zhou、Xiang-Zhang Tao、Jian-Jun Dai、Chen-Guang Li、Jun Xu、Hong-Mei Xu、Hua-Jian Xu

  DOI：10.1039/c9cc03996a

  日期：——

  We report an electrochemical protocol for the direct oxidation of internal alkynes in air to provide 1,2-diketones. A variety of functional groups and heterocycle-containing substrates can be tolerated well under mild conditions.

  我们报告了一种电化学协议，用于在空气中直接氧化内部炔烃以提供1,2-二酮。在温和条件下可以很好地耐受各种官能团和含杂环的底物。
• Nature of the Nucleophilic Oxygenation Reagent Is Key to Acid-Free Gold-Catalyzed Conversion of Terminal and Internal Alkynes to 1,2-Dicarbonyls
  作者：Alexey Yu. Dubovtsev、Nikolay V. Shcherbakov、Dmitry V. Dar’in、Vadim Yu. Kukushkin

  DOI：10.1021/acs.joc.9b02785

  日期：2020.1.17

  2,3-Dichloropyridine N-oxide, a novel oxygen transfer reagent, allows the conductance of the gold(I)-catalyzed oxidation of alkynes to 1,2-dicarbonyls in the absence of any acid additives and under mild conditions to furnish the target species, including those derivatized by highly acid-sensitive groups. The developed strategy is effective for a wide range of alkyne substrates such as terminal- and

  2,3-二氯吡啶N-氧化物，一种新型的氧转移试剂，可在不存在任何酸添加剂且在温和条件下，将金（I）催化的炔烃氧化为1,2-二羰基的电导，以提供目标物种，包括那些由高度酸敏感性基团衍生的物种。所开发的策略可用于多种炔烃底物，例如末端和内部炔烃，乙酰胺，炔基醚/硫醚，甚至未取代的乙炔（40例；产率高达99％）。通过一锅杂环化成功地将氧化整合到捕获反应性二羰基化合物中，并整合到六元氮杂杂环的合成中。这种无酸合成路线也成功地用于天然1,2-二酮的全合成。

表征谱图