4-对叔丁基杯[8]芳烃八醋酸八乙酯 | 92003-63-9

• 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: 4-对叔丁基杯[8]芳烃八醋酸八乙酯
• 英文名称: 5,11,17,23,29,35,41,47-Octa-tert-butyl-49,50,51,52,53,54,55,56-octaethoxycarbonylmethyleneoxycalix[8]arene
• 英文别名: octaethyl-p-tert-butylcalix[8]arene octaacetate；4-tert-Butylcalix(8)arene-octaacetic acid octaethyl ester；ethyl 2-[[5,11,17,23,29,35,41,47-octatert-butyl-50,51,52,53,54,55,56-heptakis(2-ethoxy-2-oxoethoxy)-49-nonacyclo[43.3.1.13,7.19,13.115,19.121,25.127,31.133,37.139,43]hexapentaconta-1(48),3,5,7(56),9,11,13(55),15,17,19(54),21,23,25(53),27(52),28,30,33(51),34,36,39(50),40,42,45(49),46-tetracosaenyl]oxy]acetate
• CAS: 92003-63-9
• 化学式: C₁₂₀H₁₆₀O₂₄
• 分子量: 1986.58
• InChiKey: POIUGBRGIAZDKG-UHFFFAOYSA-N

物化性质

• 熔点：
  228-230 °C
• 密度：
  1.095±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  30.8
• 重原子数：
  144
• 可旋转键数：
  48
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  284
• 氢给体数：
  0
• 氢受体数：
  24

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 储存条件：
  存于阴凉干燥处

SDS

Name:	4-tert-Butylcalix(8)Arene Octaacetic Acid Octaethyl Ester Material Safety Data Sheet
Synonym:	None Known
CAS:	92003-63-9

Section 1 - Chemical Product MSDS Name:4-tert-Butylcalix(8)Arene Octaacetic Acid Octaethyl Ester Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
92003-63-9	4-tert-Butylcalix(8)Arene Octaacetic A	ca. 100	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. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. 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. Do NOT use mouth-to-mouth resuscitation.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
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# 92003-63-9: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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: Crystalline powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
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: C120H160O24
Molecular Weight: 1986.60

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 92003-63-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-tert-Butylcalix(8)Arene Octaacetic Acid Octaethyl Ester - 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
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: 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# 92003-63-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 92003-63-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 92003-63-9 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：

  4-对叔丁基杯[8]芳烃八醋酸八乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以95.2%的产率得到
  参考文献：
  名称：

  Syntheses, crystal structures, and electrochemical properties of multi-ferrocenyl resorcinarenes

  摘要：

  Tetraaryl and tetraferrocenyl resorcinarenes 1a-1c have been synthesized by the HCl-catalyzed condensation of resorcinol with aromatic aldehydes or ferrocenecarbaldehyde, which were fully alkylated with ethyl a-chloroacetate to give the activated ethyl resorcinarylacetates 2a-2c. Reaction of 2a-2c with hydrated hydrazine yielded the resorcinarene acylhydrazine derivatives 3a-3c, from which the multi-ferrocenyl functional groups were selectively and efficiently introduced on the upper rim, or on the lower rim, or both on the upper and lower rims of resorcinarenes 4a-4c and calixarenes 4d-4f based upon the condensation reactions of acylhydrazones with ferrocenecarboxaldehyde. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.12.073
• 作为产物：
  描述：

  4-叔丁基杯[8]芳烃 、 溴乙酸乙酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 4-对叔丁基杯[8]芳烃八醋酸八乙酯
  参考文献：
  名称：

  一系列新的分子受体烷基乙酸芳基乙酸酯的合成，X射线晶体结构和阳离子转移性能

  摘要：

  杯[4]-，[6]-和[8]-芳烃已被转化为一系列的乙酸烷基酯，它们显示出显着的相转移活性和对碱金属苦味酸盐的选择性。已经确定了两个系列（1b）和（2d）的X射线晶体结构。

  DOI：

  10.1039/c39850000388

文献信息

• Synthesis, x-ray crystal structures, and cation-binding properties of alkyl calixaryl esters and ketones, a new family of macrocyclic molecular receptors
  作者：Francoise Arnaud-Neu、Elizabeth M. Collins、Mary Deasy、George Ferguson、Stephen J. Harris、Branko Kaitner、Alan J. Lough、M. Anthony McKervey、Elizabeth Marques

  DOI：10.1021/ja00205a018

  日期：1989.11

  Des calix[n]arenes (n=4, 6, 8) portant des cetoesters sont etudies; pour n=4, ils presentent a l'etat solide une conformation en cone, leurs cryptates avec des metaux alcalins sont egalement etudies dans le but d'evaluer leurs proprietes ionophores

  Des calix[n]arenes (n=4, 6, 8) 重要的 des cetoesters 研究；Pour n=4, ils presentent a l'etat solide une conconation en conconation, leurs cryptates avec des metaux alcalins sont egalement etudies dans le but d'evaluer leurs proprietes ionophores
• NEW METAL CATION-SELECTIVE IONOPHORES DERIVED FROM CALIXARENES
  作者：Suk-Kyu Chang、Iwhan Cho

  DOI：10.1246/cl.1984.477

  日期：1984.4.5

  Ethoxycarbomethyl derivatives of calix[6]arene and calix[8]arene prepared by the reaction of bromoacetic acid ester with the calixarenes exhibited distinct size-selectivity in their ion-extracting behaviors towards Cs+ and K+ ions.

  通过溴醋酸酯与大环化合物反应制备的乙氧基羧甲基衍生物的 calix[6]arene 和 calix[8]arene 在其对 Cs+ 和 K+ 离子的提取行为中表现出明显的尺寸选择性。
• Synthesis, X-ray crystal structure and anti-tumor activity of calix[n]arene polyhydroxyamine derivatives
  作者：Lin An、Li-Li Han、You-Guang Zheng、Xian-Na Peng、Yun-Sheng Xue、Xiao-Ke Gu、Jing Sun、Chao-Guo Yan

  DOI：10.1016/j.ejmech.2016.07.016

  日期：2016.11

  study aims to prepare a series of calix [n]arene (n = 4, 6, 8) polyhydroxyamine derivatives (3a–3m) and to study their potential antitumor activities. The single crystal structure of calixs[4]arene derivative 3a was determined through X-ray diffraction. We assessed the ability of the prepared calix [n]arene polyhydroxyamine derivatives to induce cytotoxicity in six cancer cell lines by performing cancer

  基于杯芳烃的化合物是抗癌的高效治疗剂。这项研究旨在制备一系列杯芳烃[n] arene（n = 4，6，8）多羟基胺衍生物（3a–3m），并研究其潜在的抗肿瘤活性。通过X射线衍射确定杯[4]芳烃衍生物3a的单晶结构。我们通过进行癌细胞生长抑制试验评估了制备的杯[n]芳烃多羟基胺衍生物在六种癌细胞系中诱导细胞毒性的能力。结果表明，化合物3a–3d的IC 50值范围为1.6μM至11.3μM。在不同的化合物中，3a和3b在抑制SKOV3细胞生长方面发挥了最强的细胞毒性作用。关于细胞毒性作用的潜在机制，细胞周期分析显示，SKOV3细胞暴露于3a诱导的细胞周期停滞在G0 / G1期，表明DNA合成减少。免疫荧光染色表明，细胞中caspase-3和p53的蛋白表达水平显着增加，而Bcl-2的蛋白表达被有效抑制。同时，在SKOV3细胞中未观察到Bax的显着变化。这些结果表明，可以将杯芳烃3a作为潜在的抗癌剂进行进一步研究。
• Effect of dynamic loading on ductile crack initiation behaviour of notched specimen with strength mismatch
  作者：G.-B. An、M. Ohata、J.-U. Park、M. Toyoda

  DOI：10.1179/174329306x77894

  日期：2006.2

  The present study focuses on the effects of a geometrical discontinuity, strength mismatching, which can increase plastic constraint due to heterogeneous plastic straining, and the loading rate on the critical condition for ductile fracture initiation using a two-parameter criterion based on equivalent plastic strain and stress triaxiality. Fracture initiation testing was conducted under dynamic loading using circumferentially notched bend specimens. In order to evaluate the condition for the ductile crack initiation state in the specimens, a thermal elastic/plastic dynamic finite element analysis considering the temperature increase due to plastic deformation was performed. The two-parameter criterion was shown to be applicable to ductile cracking from the surface of the prenotched root in the strength mismatched specimen under dynamic bend loading.

  本研究采用基于等效塑性应变和应力三轴性的双参数准则，重点研究了几何不连续性、强度不匹配（可因异质塑性应变而增加塑性约束）以及加载速率对韧性断裂起始临界条件的影响。在动态加载条件下，使用圆周缺口弯曲试样进行了断裂萌发测试。为了评估试样中韧性裂纹萌发状态的条件，进行了热弹性/塑性动态有限元分析，考虑了塑性变形引起的温度升高。结果表明，在动态弯曲加载条件下，双参数准则适用于从强度不匹配试样的预缺口根部表面开始的延性开裂。
• Inclusion complexation of octaethyl-p-tert-butylcalix[8]arene octaacetate with methylene blue and control of its inclusion ability by alkali metal cations
  作者：Naoya Inazumi、Yoshimi Sueishi

  DOI：10.1007/s10847-010-9739-y

  日期：2010.10

  The equilibrium constants for the inclusion complexation of octaethyl-p-tert-butylcalix[8]arene octaacetate (Calix-B8-EA) with methylene blue (MB) were determined spectrophotometrically. Calix-B8-EA, which has a flexible hydrophilic pseudo-cavity formed by polyfunctional esters on the lower rim, is an effective receptor for alkali and alkaline-earth cations, and its ester carbonyl group forms the complex with metal cations. We have examined the ability to include the organic molecule (methylene blue (MB)) into the upper main cavity of Calix-B8-EA formed the complex of alkali metal cations with ester carbonyl groups on the lower rim. It was found that Calix-B8-EA forms a 1:1 inclusion complex of MB with the upper main cavity and, in the presence of excess alkali metal cations, the association constants increase with an increase in the size of the metal cations complexed with the polyfunctional groups on the lower rim. Further, the structure of the inclusion complex of MB with cation-complexed Calix-B8-EA is characterized by 2D ROESY-NMR measurements. Based on the results, we have demonstrated the control of the inclusion ability by changing the portal size of the calixarene cavity.

  采用分光光度法测定了八乙烯基对叔丁基钙[8]烯八乙酸酯（Calix-B8-EA）与亚甲基蓝（MB）的包合络合平衡常数。Calix-B8-EA 下缘的多官能酯形成了一个灵活的亲水假空腔，是碱阳离子和碱土阳离子的有效受体，其酯羰基与金属阳离子形成络合物。我们研究了在 Calix-B8-EA 的上部主腔中加入有机分子（亚甲基蓝（MB））形成碱金属阳离子与下缘酯羰基的络合物的能力。研究发现，Calix-B8-EA 与上部主腔形成了 1:1 的甲基溴包合复合物，在碱金属阳离子过量的情况下，随着与下缘多官能团络合的金属阳离子尺寸的增大，络合常数也随之增大。此外，我们还通过二维 ROESY-NMR 测量确定了甲基溴与阳离子络合 Calix-B8-EA 的包合物结构。根据这些结果，我们证明了通过改变萼片烯空腔的入口尺寸来控制包合能力。