间苯二甲酸二乙酯 | 636-53-3

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 间苯二甲酸二乙酯
• 中文别名: 二乙基异邻苯二甲酸酯；特效溶剂DEIP；1,3-苯二甲酸二乙酯
• 英文名称: diethyl isophthalate
• 英文别名: diethyl benzene-1,3-dicarboxylate
• CAS: 636-53-3
• 化学式: C₁₂H₁₄O₄
• mdl: MFCD01717556
• 分子量: 222.241
• InChiKey: JLVWYWVLMFVCDI-UHFFFAOYSA-N

物化性质

• 熔点：
  11.5°C
• 沸点：
  302°C (estimate)
• 密度：
  1.1239
• 溶解度：
  INSOL IN WATER
• 折光率：
  INDEX OF REFRACTION: 1.508 @ 18 °C/D
• 保留指数：
  1638;1638;1606

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

ADMET

毒理性

• 副作用

职业性肝毒素 - 第二性肝毒素：在职业环境中的毒性效应潜力是基于人类摄入或动物实验的中毒案例。

Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 非人类毒性摘录

酞酸酯、异酞酸酯和偏酞酸酯，其中一些已被用作塑料增塑剂，经过合成和纯化。进行了毒性测试，使用哺乳动物细胞培养和小鼠的有限研究。低分子量的酯及其同分异构体表现出毒性反应，而含有C6至C9烷基基团的酯没有毒性效应。结果表明，需要良好的质量控制程序，以防止潜在的毒性增塑剂进入医疗和辅助医疗设备。二乙基异酞酸酯导致小鼠L细胞和鸡胚胎细胞死亡，并产生抑制效果，引起可观察的瞳孔下垂，并在小鼠体内注射5毫摩尔/千克后导致死亡。

PHTHALATES, ISOPHTHALATES, & TEREPHTHALATES, OF WHICH SOME HAVE BEEN EMPLOYED AS PLASTICIZERS, WERE SYNTHESIZED & PURIFIED. TOXICITY TESTS WERE CONDUCTED, USING MAMMALIAN CELL CULTURES & LIMITED MOUSE STUDIES. THE LOW-MOLECULAR WEIGHT ESTERS & THEIR ISOMERS MANIFESTED TOXIC RESPONSES, WHILE THE ESTERS CONTAINING ALKYL GROUPS C6 TO C9 WERE DEVOID OF TOXIC EFFECT. THE RESULTS INDICATED THE NEED FOR GOOD QUALITY CONTROL PROCEDURES TO PREVENT THE ACCESS OF POTENTIALLY TOXIC PLASTICIZERS IN DEVICES FOR MEDICAL & PARAMEDICAL APPLICATIONS. DIETHYL ISOPHTHALATE CAUSED DEATH IN MICE L-CELLS & CHICK EMBRYO CELLS, & EXERTED A DEPRESSANT EFFECT, INDUCED OBSERVABLE PTOSIS, & CAUSED DEATH IN MICE AFTER IP ADMIN OF 5 MMOLE/KG.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 海关编码：
  2917399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥环境下使用。

SDS

Name:	Diethyl isophthalate Material Safety Data Sheet
Synonym:
CAS:	636-53-3

Section 1 - Chemical Product MSDS Name:Diethyl isophthalate Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
636-53-3	Diethyl isophthalate		211-260-1

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.

---

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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable 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# 636-53-3: 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: Viscous liquid
Color: Not available.
Odor: mild odor - characteristic odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 166 deg C @10mmHg
Freezing/Melting Point: 12 deg C
Autoignition Temperature: Not available.
Flash Point: 163 deg C ( 325.40 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density: 1.123
Molecular Formula: C12H14O4
Molecular Weight: 222.24

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 636-53-3: NT2500000 LD50/LC50:
Not available.
Carcinogenicity:
Diethyl isophthalate - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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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# 636-53-3: No information available.
Canada
CAS# 636-53-3 is listed on Canada's NDSL List.
CAS# 636-53-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 636-53-3 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

在采用巴斯夫工艺生产甲苯二异氰酸酯的过程中，它被用作重溶剂。

反应信息

• 作为反应物：
  描述：

  间苯二甲酸二乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 间苯二甲酰肼
  参考文献：
  名称：

  A reversible and efficient probe for dual mode recognition of Al3+ and Cu2+ with logic gate behaviour: Crystal structure, theoretical and in-vivo bio-imaging investigations

  摘要：

  DOI：

  10.1016/j.saa.2021.120552
• 作为产物：
  描述：

  间苯二酚 在 硫酰氟 、 1,3-双(二苯基膦)丙烷 、 palladium diacetate 、 碳酸氢钠 、 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 14.0h， 生成 间苯二甲酸二乙酯
  参考文献：
  名称：

  SO2F2介导的Pd催化一氧化碳插入法从苯酚一锅合成芳基羧酸和酯

  摘要：

  通过一氧化碳的插入，一锅Pd催化苯酚将羰基羰基化为相应的芳基羧酸和酯。该方法可在温和的条件下，由廉价而丰富的起始原料（苯酚，SO 2 F 2和CO）直接合成芳基羧酸和酯。该方法可耐受多种官能团，也可用于复杂天然产物的修饰。

  DOI：

  10.1002/asia.201700891
• 作为试剂：
  描述：

  N-tosyl-(4-pentenyl)amine 在 Grubbs catalyst first generation 、 10% silver nitrate adsorbed on silica 、 间苯二甲酸二乙酯 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 正庚烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 112.0h， 生成
  参考文献：
  名称：

  一种生物正交实验E型烯烃八元环标记物的 合成方法

  摘要：

  本发明涉及一种生物正交实验E型烯烃八元环标记物的合成方法，它包括以下步骤：（a）将化合物A溶于四氢呋喃，降温至≤0℃；随后加入3‑丁烯‑1‑醇、三苯基膦以及偶氮二甲酸二乙酯进行搅拌反应，浓缩后过柱纯化得化合物II；（b）将所述化合物II溶于二氯甲烷中，加入Grubbs 1st催化剂进行搅拌反应，浓缩后过柱纯化得化合物III；（c）将所述化合物III加入正庚烷中，随后加入间苯二甲酸二乙酯以及AgNO3/SiO2吸附剂，在280 nm UV灯照射下进行反应，随后通过AgNO3/SiO2吸附硅胶柱层析纯化即可。通过采用特定的合成路线而只需要三步即可实现对E型烯烃八元环的合成，具有高的产率和纯度。

  公开号：

  CN108774173B

文献信息

• METHOD FOR PRODUCING ISOCYANATES
  申请人：Knoesche Carsten

  公开号：US20090281350A1

  公开（公告）日：2009-11-12

  The invention provides a process for preparing isocyanates by reacting amines with phosgene, wherein the amine or a mixture of amine and a solvent is mixed in the form of an aerosol with gaseous phosgene and the amine is subsequently reacted with phosgene.

  该发明提供了一种通过将胺与光气反应来制备异氰酸酯的方法，其中胺或胺和溶剂的混合物以气溶胶形式与气态光气混合，然后胺与光气反应。
• Unprecedented alkylation of carboxylic acids by boron trifluoride etherate
  作者：N. D. Jumbam、Y. Maganga、W. Masamba、N. I. Mbunye、E. Mgoqi、S. Mtwa

  DOI：10.4314/bcse.v32i2.16

  日期：——

  investigated were not affected by alkylation, those of meta - and para -substituted carboxylic acids were partially etherified. Furthermore, the alkylation reaction was found to be compatible with a range of functional groups such as halogens, amino and nitro groups except for the alkene function of undecylenic acid that underwent polymerisation with concomitant alkylation of its carboxylic acid function

  在不存在来自反应体系的乙醇的情况下，由三氟化硼醚化物的乙基部分进行的羧酸烷基化是出乎意料且新颖的。芳香族和脂肪族羧酸都被清楚地烷基化，在短的反应时间内提供了良好的收率，但烟酸需要进行过夜反应。注意到尽管所研究的羧酸的邻位取代的羟基不受烷基化的影响，但是间位和对位取代的羧酸的那些被部分醚化。此外，发现烷基化反应与一系列官能团如卤素，氨基和硝基相容，除了十一碳烯酸的烯烃官能团伴随其羧酸官能团的烷基化而聚合。关键词：羧酸，烷基化，醚化，官能团，三氟化硼醚醚。化学 Soc。埃塞俄比亚。2018，32（2），387-392。DOI：https：//dx.doi.org/10.4314/bcse.v32i2.16
• Method For Producing Diisocyanates
  申请人：Wolfert Andreas

  公开号：US20080200722A1

  公开（公告）日：2008-08-21

  The present invention relates to a process for preparing diisocyanates from diamines and phosgene in the gas phase.

  本发明涉及一种从二胺和光气在气相中制备二异氰酸酯的方法。
• 一种具有AMPK激动活性的化合物及其前药的制备和应用
  申请人：中国科学院上海药物研究所

  公开号：CN113549010A

  公开（公告）日：2021-10-26

  本发明涉及一种具有AMPK激动活性的化合物及其前药，以及所述化合物及其前药的制备方法和医药用途。本发明所述化合物具有式(Ⅰ)所示结构，所述化合物的前药具有式(Ⅱ)所示结构，其中各基团和取代基如说明书中所定义。本发明公开了所述化合物的制备方法及其在预防和治疗AMPK相关疾病中的用途，所述AMPK相关的疾病包括但不限于能量代谢异常相关疾病、神经退行性疾病和炎症相关疾病等。
• Production of Copolyester Monomers from Plant‐Based Acrylate and Acetaldehyde
  作者：Lin Yuan、Yancheng Hu、Zhitong Zhao、Guangyi Li、Aiqin Wang、Yu Cong、Feng Wang、Tao Zhang、Ning Li

  DOI：10.1002/anie.202113471

  日期：2022.1.21

  alternative route is developed to prepare PCTA monomer with plant-based acrylate and acetaldehyde as the feedstocks. The features include catalytic MBH reaction, one-step dehydration/Diels–Alder reaction over H2SO4/SiO2 catalyst, and Pd/C-catalyzed dehydrogenation. In addition, commonly used plasticizer di(2-ethylhexyl) benzenedicarboxylate and monomer UNOXOL™ diol can also be manufactured.

  开发了一种替代路线，以植物基丙烯酸酯和乙醛为原料制备 PCTA 单体。其特征包括催化MBH反应、H 2 SO 4 /SiO 2催化剂上的一步脱水/Diels-Alder反应和Pd/C催化脱氢。此外，还可生产常用的增塑剂二（2-乙基己基）苯二甲酸酯和单体UNOXOL™二醇。

表征谱图