1-(2-羟基苯基)吡咯烷-2,5-二酮 | 79252-84-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 1-(2-羟基苯基)吡咯烷-2,5-二酮
• 英文名称: 1-(2-hydroxyphenyl)pyrrolidine-2,5-dione
• CAS: 79252-84-9
• 化学式: C₁₀H₉NO₃
• mdl: MFCD00461771
• 分子量: 191.186
• InChiKey: QGMHYVXVMJXSEK-UHFFFAOYSA-N

物化性质

• 沸点：
  447.1±28.0 °C(Predicted)
• 密度：
  1.412±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2925190090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-(2-Hydroxyphenyl)pyrrolidine-2,5-dione
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: 1-(2-Hydroxyphenyl)pyrrolidine-2,5-dione
CAS number: 79252-84-9

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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: C10H9NO3
Molecular weight: 191.2

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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, 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：

  1-(2-羟基苯基)吡咯烷-2,5-二酮 、 二甲胺基磺酰氯 在 sodium hydride 作用下， 以 乙二醇二甲醚 、 mineral oil 为溶剂， 反应 11.33h， 以75%的产率得到[2-(2,5-dioxopyrrolidin-1-yl)phenyl] N,N-dimethylsulfamate
  参考文献：
  名称：

  Rapid Nickel-Catalyzed Suzuki−Miyaura Cross-Couplings of Aryl Carbamates and Sulfamates Utilizing Microwave Heating

  摘要：

  High-speed and scalable nickel-catalyzed cross-coupling of arylboronic acids with aryl carbamates and sulfamates is achieved by using sealed-vessel microwave processing.

  DOI：

  10.1021/jo1024464
• 作为产物：
  描述：

  N-苯丁二醯亞胺 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 ammonium peroxodisulfate 作用下， 以 三氟乙酸 为溶剂， 反应 15.0h， 以89%的产率得到1-(2-羟基苯基)吡咯烷-2,5-二酮
  参考文献：
  名称：

  钌催化的环状酰亚胺的选择性C–H键羟化

  摘要：

  我们报告了环状酰亚胺作为使用钌催化的选择性单羟基化反应的弱导向基团。已知无环酰胺可促进C（sp 2）-H键的羟基化，从而形成五元环钌环中间体，而本文研究的环酰亚胺可通过较大的六元环实现C（sp 2）-H键的羟基化。钌循环中间体。此外，仅获得单羟基化产物（即使在化学计量过量的试剂存在下），这是由于一旦将第一个羟基引入底物中就难以容纳共面中间体而合理化。在钯催化剂的存在下观察到相同的反应性。

  DOI：

  10.1021/acs.joc.8b02899

文献信息

• Preparation of reusable copper-based biomass-carbon aerogel catalysts and their application in highly selective reduction of maleimides to succinimides with hydrosilane as a hydrogen source
  作者：Shaohuan Lv、Zhanhong Yuan、Juanjuan Zheng、Zirong Liu、Jiawang Ye、Jiefang Li、Shanshan Xu、Feng Xie、Dongdong Ye、Bin Li

  DOI：10.1039/d3gc04697d

  日期：——

  aerogel construction, and customizable carbonization was designed for the reduction of copper trifluoromethane sulfonate (Cu(OTf)2) to Cu(0) and Cu(I) on the CAC. The Cu(OTf)2@CAC exhibited excellent catalytic activity, chemo-selectivity, and recyclability for selective maleimide reduction to succinimides under mild conditions. Moreover, the Cu(OTf)2@CAC can be reused six times without noticeably losing

  选择性还原是有机合成中最重要和最常用的转化之一。在这项工作中，我们开发了一种新型铜基生物质碳气凝胶催化剂（Cu(OTf) 2 @CAC），作为一种高效、选择性的催化剂，首次以氢硅烷作为氢源进行马来酰亚胺还原。设计了一种集甲壳素溶解、纳米纤维再生、气凝胶构建和可定制碳化于一体的策略，用于将三氟甲磺酸铜(Cu(OTf) 2 )在CAC上还原为Cu(0)和Cu( I )。Cu(OTf) 2 @CAC 在温和条件下选择性马来酰亚胺还原为琥珀酰亚胺时表现出优异的催化活性、化学选择性和可回收性。此外，Cu(OTf) 2 @CAC可以重复使用六次而不会明显失去活性。该工作为基于废弃生物质资源的再加工和可定制处理实现高效催化转化提供了具有代表性和参考性的方法。
• Lactone-modified mannich base dispersant additives useful in oleaginous compositions
  申请人：EXXON CHEMICAL PATENTS INC.

  公开号：EP0302643A1

  公开（公告）日：1989-02-08

  Poly (Cs-C9 lactone) modified Mannich base adducts are made by reacting a C5-C9 lactone, an amine, an aldehyde, an N-hydroxyaryiamine, and a hydrocarbyl substituted C4-C10 monounsaturated dicarboxylic acid producing material, e.g., a polyisobutenyl succinic anhydride, which, in turn, preferably is made by reacting a polymer of a C2 to C1 0 monoolefin, preferably polyisobutylene, having a molecular weight of about 700 to 10,000 with a C4 to C10 monounsaturated acid, anhydride or ester, preferably maleic anhydride, such that there are about 0.7 to 2.00 dicarboxylic acid producing moieties per molecule of said olefin polymer used in the reaction mixture. The resulting adducts are useful per se as oil soluble dispersant additives. They are also useful in fuel and lubricating oil compositions, as well as in concentrates and additive packages.

  聚(Cs-C9 内酯)改性曼尼希碱加合物是由 C5-C9 内酯、胺、醛、N-羟基芳香胺和烃基取代的 C4-C10 单不饱和二羧酸生成物，例如：聚异丁烯基琥珀酸酐反应而成、聚异丁烯基琥珀酸酐，它又最好是由分子量约为 700 至 10,000 的 C2 至 C1 0 单烯烃（最好是聚异丁烯）聚合物与 C4 至 C10 单不饱和酸、酐或酯（最好是马来酸酐）反应而成，使反应混合物中使用的每分子所述烯烃聚合物中约有 0.7 至 2.00 个产生二羧酸的分子。生成的加合物本身可用作油溶性分散剂添加剂。它们还可用于燃料和润滑油组合物以及浓缩物和复合添加剂。
• Polyolefin-substituted amines grafted with poly (aromatic-N-monomers) for oleaginous compositions
  申请人：EXXON CHEMICAL PATENTS INC.

  公开号：EP0432941A2

  公开（公告）日：1991-06-19

  Novel polymers comprising polyolefin-substituted amines grafted with aromatic N-containing monomers such as aniline, have been found to provide oil soluble polymers which have dispersant and antioxidant properties in oleaginous compositions, including fuel and lubricating oils, and also which are useful in electrical applications. These materials are formed by a process which comprises: (a) contacting an amine compound having at least two reactive nitrogen moieties with at least one long chain hydrocarbon-substituted reactant in an amount and under conditions sufficient to form a N-containing polymer adduct containing reactive amine groups, and (b) contacting the N-containing polymer adduct with at least one aromatic N-containing monomer under polymerization conditions to graft said N-containing polymer adduct with aromatic N-containing polymer segments. The long chain hydrocarbon-substituted reactant can comprise materials such as (i) long chain hydrocarbons substituted with mono- or dicarboxylic acid, anhydride or ester groups; (ii) halogenated long chain hydrocarbons; (iii) mixtures of formaldehyde and a long chain hydrocarbyl substituted phenol; and (iv) mixtures of formaldehyde and a reaction product formed by reaction of long chain hydrocarbons substituted with mono- or dicarboxylic acid, anhydride or ester groups and an amino-substituted, optionally hydrocarbyl-substituted phenol.

  现已发现，由聚烯烃取代胺与芳香族含 N 单体（如苯胺）接枝而成的新型聚合物可提供油溶性聚合物，这种聚合物在含油组合物（包括燃料油和润滑油）中具有分散剂和抗氧化剂特性，在电气应用中也很有用。这些材料是通过以下工艺形成的：(a) 将具有至少两个活性氮分子的胺化合物与至少一种长链烃取代反应物接触，接触量和接触条件足以形成含有活性胺基团的含 N 聚合物加合物；(b) 在聚合条件下，将含 N 聚合物加合物与至少一种含 N 芳香族单体接触，使所述含 N 聚合物加合物与含 N 芳香族聚合物段接枝。长链烃取代的反应物可包括以下材料：(i) 被单羧酸或二羧酸、酸酐或酯基取代的长链碳氢化合物；(ii) 卤化长链碳氢化合物；(iii) 甲醛和长链烃基取代的苯酚的混合物；(iv) 甲醛与被一元或二元羧酸、酐或酯基团取代的长链烃和氨基取代的、可选烃基取代的苯酚反应生成的反应产物的混合物。
• Imide Compound and Chemically Amplified Resist Composition Containing The Same
  申请人：TAKEMOTO Ichiki

  公开号：US20100028807A1

  公开（公告）日：2010-02-04

  An imide compound represented by the formula (I): wherein R 1 represents a C1-C20 aliphatic hydrocarbon group etc., W 1 represents —CO—O— etc., Q 1 and Q 2 each independently represent a fluorine atom etc., and A represents a group represented by the formula (I-1): wherein A 1 represents —CH 2 —CH 2 — etc., and a chemically amplified resist composition containing the same.
• US4709050A
  申请人：——

  公开号：US4709050A

  公开（公告）日：1987-11-24