己二酸二乙烯酯 | 4074-90-2

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 己二酸二乙烯酯
• 中文别名: 己二酸二己烯酯
• 英文名称: divinyl adipate
• 英文别名: divinyl hexanedioate；adipic acid divinyl ester；DVA；bis(ethenyl) hexanedioate
• CAS: 4074-90-2
• 化学式: C₁₀H₁₄O₄
• mdl: MFCD00059202
• 分子量: 198.219
• InChiKey: JZQAAQZDDMEFGZ-UHFFFAOYSA-N

物化性质

• 熔点：
  28 °C
• 沸点：
  261℃
• 密度：
  1,05 g/cm3
• 闪点：
  28 °C
• 溶解度：
  溶于甲醇
• 保留指数：
  1295
• 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)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 安全说明：
  S23,S24/25
• 危险性防范说明：
  P261,P280
• 危险性描述：
  H317
• 储存条件：
  请将药品存放在避光、通风干燥的地方，并密封保存。

SDS

Divinyl Adipate (stabilized with MEHQ) Revision number: 6
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Divinyl Adipate (stabilized with MEHQ)

Revision number: 6

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:
Other hazards which do not May cause polimerization.
result in classification

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: Divinyl Adipate (stabilized with MEHQ)
Percent: >99.0%(GC)
CAS Number: 4074-90-2
Adipic Acid Divinyl Ester (stabilized with MEHQ)
Synonyms:
Chemical Formula: C10H14O4

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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.
Get medical advice/attention if you feel unwell. Rinse mouth.
Ingestion:
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising This substance may polimerize explosively when heated or involved in a fire.
from the chemical: Container may explode when heated. Combat fire from a sheltered position.
Divinyl Adipate (stabilized with MEHQ)

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Section 5. FIRE-FIGHTING MEASURES
Precautions for firefighters: 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: Keep containers cool by
spraying with water. Eliminate all ignition sources if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
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
Precautions for safe 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.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Light-sensitive
Packaging material: Comply with laws.

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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.
Hand protection: Protective gloves.
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
Solid
Physical state (20°C):
Form: Crystal- Lump
Colour: White - Almost white
Vanilla-like
Odour:
pH: No data available
Melting point/freezing point:28°C (Freezing point)
Boiling point/range: No data available
No data available
Flash point:
Flammability or explosive
limits:
Lower: No data available
No data available
Upper:
Vapour pressure: <0.1kPa/25°C
No data available
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents]
Divinyl Adipate (stabilized with MEHQ)

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Soluble: Methanol

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Polymerization may occur under the influences of heat, light or on contact with
polymelization initiators such as peroxides etc.
Possibility of hazardous No special reactivity has been reported.
reactions:
Conditions to avoid: Heat, Light
Incompatible materials: Oxidizing agents, Strong acids, Strong bases, Peroxides
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: orl-gpg LD50:4300 mg/kg
orl-mus LD50:6400 mg/kg
orl-rat LD50:6400 mg/kg
orl-rbt LD50:4300 mg/kg
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available
RTECS Number: AV1800000

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
No data available
Fish:
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
Log Pow: No data available
No data available
Soil adsorption (Koc):
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
Not listed
UN-No:

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
Divinyl Adipate (stabilized with MEHQ)

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  己二酸二乙烯酯 在 lipase from Candida antarctica (Novozym 435) 、 thermolysin from Bacillus thermoproteolyticus Rokko 作用下， 以 2-甲基-2-丁醇 、 乙腈 为溶剂， 反应 96.0h， 生成 paclitaxel 2'-adipoylfructose
  参考文献：
  名称：

  Synthesis of Water-Soluble Paclitaxel Derivatives by Enzymatic Acylation

  摘要：

  DOI：

  10.1021/ja973103z
• 作为产物：
  描述：

  在 二异丙胺 作用下， 以 氯仿 为溶剂， 反应 12.0h， 以0.15 g的产率得到己二酸二乙烯酯
  参考文献：
  名称：

  基于低细胞毒性乙烯基酯的生物材料用于骨替代应用

  摘要：

  近年来，基于光聚合的增材制造技术（AMT）也已在组织工程中得到应用。尽管丙烯酸酯和甲基丙烯酸酯具有出色的光反应性，并为光敏聚合物提供了良好的机械性能，但它们的细胞毒性和降解产物使它们失去了医学用途的资格。在这项工作中，基于（甲基）丙烯酸酯的单体被具有极低细胞毒性的乙烯基酯所取代。本文的主要重点在于光反应性的测定以及有关新材料的机械性能和降解行为的研究。被测试的单体为AMT的加工提供了足够的光反应性。通过添加合适的填料（如羟基磷灰石（HA）），可以获得与天然骨骼相似的机械性能。疏水和亲水单体的正确比例可以调节降解行为。最后，采用最佳配方，使用数字光处理技术构建了蜂窝3D结构。©2011 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2011年。

  DOI：

  10.1002/pola.24933
• 作为试剂：
  描述：

  己二酸 、 乙炔 在 十羰基二铼 作用下， 以 己二酸二乙烯酯 为溶剂， 160.0 ℃ 、900.01 kPa 条件下， 反应 11.0h， 生成 己二酸二乙烯酯
  参考文献：
  名称：

  Process for Preparing Vinyl Carboxylates

  摘要：

  本发明涉及一种制备乙烯羧酸酯的方法，其中在选择自钨、钼、铬、铁和铼的羰基配合物、卤化物和氧化物作为催化剂的情况下，将羧酸与炔烃化合物在温度≦300°C下反应。该过程以高产率给出所需的乙烯酯。

  公开号：

  US20080308765A1

文献信息

• DENTAL COMPOSITIONS COMPRISING ADDITION-FRAGMENTATION AGENTS
  申请人：Joly Guy D.

  公开号：US20160008234A1

  公开（公告）日：2016-01-14

  A curable dental composition comprising an addition-fragmentation agent and a curable dental resin is disclosed.

  揭示了一种可治愈的牙科组合物，包括一种加成-断裂剂和一种可治愈的牙科树脂。
• Regioselective synthesis of amphiphilic metoprolol–saccharide conjugates by enzymatic strategy in organic media
  作者：Cheng-Zhen Zheng、Jun-Liang Wang、Xia Li、Bo-Kai Liu、Qi Wu、Xian-Fu Lin

  DOI：10.1016/j.procbio.2010.07.028

  日期：2011.1

  group were obtained by using a lipase from porcine pancreas (PPL) in anhydrous tetrachloromethane at 50 °C. Subsequently, alkaline protease from Bacillus subtilis catalyzed highly regioselective acylation of three monosaccharides (glucose, mannose and galactose) and two disaccharides (maltose and sucrose) with N-(5-vinyloxycarbonylpentanoyl)metoprolol in anhydrous pyridine at 50 °C to give metoprolol–saccharide

  摘要 开发了一种通过选择性酶促合成方法制备美托洛尔-糖缀合物的有效方案。首先，进行美托洛尔与三种二羧酸二乙烯基酯（琥珀酸二乙烯基酯、己二酸二乙烯基酯和癸二酸二乙烯基酯）的酯交换。考察了有机溶剂、酶来源和酰化试剂对N-(乙烯基氧羰基)美托洛尔合成的影响。通过在 50 °C 的无水四氯甲烷中使用来自猪胰腺 (PPL) 的脂肪酶，获得了一系列具有乙烯基的亲脂性美托洛尔衍生物。随后，来自枯草芽孢杆菌的碱性蛋白酶催化了三种单糖（葡萄糖、甘露糖和半乳糖）和两种二糖（麦芽糖和蔗糖）与 N-（5-乙烯基氧羰基戊酰基）美托洛尔在 50 °C 的无水吡啶中以良好的产率得到美托洛尔-糖缀合物。研究了产物的分配系数。结果表明，与美托洛尔母体药物相比，美托洛尔-单糖和美托洛尔-二糖缀合物的水溶性显着提高，并且美托洛尔-二糖缀合物的水溶性远优于美托洛尔-单糖缀合物。
• The synthesis of amphipathic prodrugs of 1,2-diol drugs with saccharide conjugates by high regioselective enzymatic protocol
  作者：Jing Quan、Zhichun Chen、Chengyou Han、Xianfu Lin

  DOI：10.1016/j.bmc.2006.11.039

  日期：2007.2

  of lipophilic derivatives with vinyl groups of mephenesin and chlorphenesin were prepared. The influences of different organic solvents, enzyme sources, reaction time, and the acylation reagents on the synthesis of vinyl esters were investigated. And then, protease-catalyzed high regioselective acylation of D-glucose and D-mannose with vinyl esters of mephenesin and chlorphenesin gave drug-saccharide

  开发了一种简便，高区域选择性酶促合成方法，用于制备具有美芬素和氯芬素糖类的两亲性前药。首先，分别在50℃无水丙酮酸假丝酵母脂肪酶丙烯酸树脂和脂肪酶的催化下，将两种药物与碳链长度不同的二乙烯基二羧酸酯进行酯交换反应。制备了一系列具有美芬素和氯芬素的乙烯基的亲脂性衍生物。研究了不同有机溶剂，酶源，反应时间和酰化试剂对乙烯基酯合成的影响。然后，用美芬素和氯芬素的乙烯基酯进行蛋白酶催化的D-葡萄糖和D-甘露糖的高区域选择性酰化，得到了高收率的药物-糖衍生物。
• Photochemical intermolecular dearomative cycloaddition of bicyclic azaarenes with alkenes
  作者：Jiajia Ma、Shuming Chen、Peter Bellotti、Renyu Guo、Felix Schäfer、Arne Heusler、Xiaolong Zhang、Constantin Daniliuc、M. Kevin Brown、Kendall N. Houk、Frank Glorius

  DOI：10.1126/science.abg0720

  日期：2021.3.26

  highly regio- and diastereoselective intermolecular [4 + 2] dearomative cycloaddition reaction of these bicyclic azaarenes with a plethora of electronically diverse alkenes. This approach bypasses the general reactivity and selectivity issues, thereby providing various bridged polycycles that previously have been inaccessible or required elaborate synthetic efforts. Computational studies with density

  脱芳环加成反应是将平面芳烃转化为三维结构的理想方法，这在药物化学中日益受到关注。喹啉、异喹啉和喹唑啉尽管含有潜在的二烯和烯烃亚基，但由于芳族体系固有的低反应性和选择性挑战，很少应用于环加成反应。在这里，我们公开了这些双环氮杂芳烃与大量电子不同的烯烃的能量转移介导的、高度区域和非对映选择性的分子间[4 + 2]脱芳香环加成反应。这种方法绕过了一般的反应性和选择性问题，从而提供了以前无法获得或需要精心合成的各种桥连多环。密度泛函理论的计算研究阐明了观察到的区域选择性和非对映选择性的机制和起源。
• Novel synthesis routes for the preparation of low toxic vinyl ester and vinyl carbonate monomers
  作者：Andreas Hofecker、Patrick Knaack、Patrick Steinbauer、Marica Markovic、Aleksandr Ovsianikov、Robert Liska

  DOI：10.1080/00397911.2020.1808995

  日期：2020.12.1

  of photopolymerizable monomers, like (meth)acrylates, has been utilized for coatings for more than half a century and more recently in further developed areas such as tissue engineering. However, these monomers have major disadvantages, e.g., high irritancy and cytotoxicity, which leads to limited use in tissue engineering regarding health issues. Vinyl esters (VE) and vinyl carbonates (VC) can compete

  摘要 光聚合单体（如（甲基）丙烯酸酯）的 UV 固化已被用于涂料半个多世纪，最近又用于进一步发展的领域，如组织工程。然而，这些单体具有主要缺点，例如高刺激性和细胞毒性，这导致在有关健康问题的组织工程中的应用受到限制。乙烯基酯（VE）和碳酸乙烯酯（VC）在材料性能方面可以与（甲基）丙烯酸酯竞争，并且毒性明显较低，但缺乏成本效益好的合成方法。这种交流的目的是建立新的途径来克服这个缺点。结果表明，VE 可以通过乙烯氧基三甲基硅烷或乙醛以优异的产率合成。而且，通过乙烯氧基三甲基硅烷与光气溶液的催化反应，开发了一种在实验室规模合成氯甲酸乙烯酯作为 VC 前体的新方法。最后，细胞毒性试验显示了良好的结果。图形概要

表征谱图