5,11,17,23-四三-二甲胺甲基杯[4]烯 | 115421-52-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 5,11,17,23-四三-二甲胺甲基杯[4]烯
• 英文名称: 5,11,17,23-Tetrakis<(dimethylamino)methyl>-25,26,27,28-tetrahydroxycalix<4>arene
• 英文别名: 5,11,17,23-tetrakis[(dimethylamino)methyl]pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,26,27,28-tetrol
• CAS: 115421-52-8
• 化学式: C₄₀H₅₂N₄O₄
• 分子量: 652.877
• InChiKey: CHOMEDBXBPXALL-UHFFFAOYSA-N

物化性质

• 熔点：
  158-162°C
• 沸点：
  710.1±60.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  48
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  93.9
• 氢给体数：
  4
• 氢受体数：
  8

SDS

Name:	5 11 17 23-Tetrakis-dimethylaminomethylcalix[4]arene Material Safety Data Sheet
Synonym:	None
CAS:	115421-52-8

Section 1 - Chemical Product MSDS Name:5 11 17 23-Tetrakis-dimethylaminomethylcalix[4]arene Material Safety Data Sheet
Synonym:None

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
115421-52-8	5,11,17,23-Tetrakis-dimethylaminomethy	100	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

---

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. 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.
Notes to Physician:

---

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.

---

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. Avoid generating dusty conditions. Provide ventilation.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid breathing dust.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

---

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# 115421-52-8: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 160 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C40H52N4O4
Molecular Weight: 652.89

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Light, dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 115421-52-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5,11,17,23-Tetrakis-dimethylaminomethylcalix[4]arene - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

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.

---

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# 115421-52-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 115421-52-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 115421-52-8 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  5,11,17,23-四三-二甲胺甲基杯[4]烯 在 sodium tetrahydroborate 、 碘甲烷 作用下， 生成 5,11,17,23-tetramethylcalix[4]arene-25,26,27,28-tetraol
  参考文献：
  名称：

  杯芳烃。22. 氨基杯芳烃的合成、性质及金属络合

  摘要：

  准备 de calix [4] arene et de 衍生 fonctionnalises。形成 avec Ni、Cu、Pd、Co 和 Fe 二价复合物。Donnees RMN 和 IR

  DOI：

  10.1021/ja00226a034
• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 在 acid 三氯化铝 作用下， 以 甲苯 为溶剂， 生成 5,11,17,23-四三-二甲胺甲基杯[4]烯
  参考文献：
  名称：

  Silvanols：水溶性杯芳烃

  摘要：

  据报道，杯状芳烃的合成在上缘具有水溶性的硼烷表面。杯[4]芳烃5a的“圆锥”异构体通过X射线晶体数据证实。

  DOI：

  10.1016/s0040-4039(00)92026-4

文献信息

• New Efficient Synthetic Pathways to Tetrakis{p-[(diethylphosphono)methyl]}calix[4]arene
  作者：Maxime Mourer、Jean-Bernard Regnouf-de-Vains

  DOI：10.1002/hlca.201100413

  日期：2012.5

  applied on tetrakis[p‐(halogenomethyl)]‐ and tetrakis[p‐(aminomethyl)]calix[4]arene derivatives to improve the synthesis of the 5,11,17,23‐tetrakis[(diethylphosphono)methyl]‐25,26,27,28‐tetrahydroxycalix[4]arene. Two new, high yield, synthetic pathways have been selected, involving, for the first one, the 25,26,27,28‐tetrahydroxy‐5,11,17,23‐tetrakis[(trimethylamino)methyl]calix[4]arene, tetraiodide

  四[对-（卤代甲基）]和四[对-（氨基甲基）]杯[4]芳烃衍生物已应用了各种操作条件，以改善5,11,17,23-四[[二乙基膦酰基）的合成甲基] -25,26,27,28-四羟基杯[4]芳烃。选择了两个新的高产合成途径，第一个涉及25,26,27,28-四羟基-5,11,17,23-四[[三甲基氨基）甲基]杯[4]芳烃，四碘化物，DMF和10当量。亚磷酸三乙酯（（EtO）3 P），而另一种是5,11,17,23-四（溴甲基）-25,26,27,28-四羟基杯[4]芳烃，CH 2 Cl 2，并且只有4个当量。（ETO）的2 P.
• Hg(II) Selective Complexation by Chromoionophoric Calix[4]arene Derivative
  作者：Mansoor Ahmed Qazi、Imdadullah Qureshi、Shahabuddin Memon

  DOI：10.1007/s10895-010-0802-2

  日期：2011.5

  The present article describes an exploration regarding Hg(II) selective complexation behavior of 5,11,17,23-tetrakis[(N,N-dimethylamino)methyl]-25,26,27,28-tetrahydroxycalix[4]arene (4). The binding affinity of 4 toward selected transition metal ions such as Cd(II), Co(II), Cu(II), Hg(II), Ni(II), Pb(II) and Zn(II) have been investigated by UV-visible and fluorescence spectroscopies. From the results it has been noticed that 4 confers a pronounced preference for Hg(II) in complexation phenomenon even in the presence of other metal ions. The results of Job’s plot analysis reveal 1:1 host-guest complex formation between Hg(II) and 4. The FT-IR spectroscopy also supports the complexation affinity of 4 for Hg(II).

  本文章描述了对5,11,17,23-四([N,N-二甲基氨基]甲基)-25,26,27,28-四羟基杯芳烃（4）对Hg(II)选择性复合行为的探索。利用紫外-可见及荧光光谱法研究了4与选定的过渡金属离子 Cd(II)、Co(II)、Cu(II)、Hg(II)、Ni(II)、Pb(II)和Zn(II)的结合亲和力。结果显示，4在复合现象中即使在其他金属离子存在的情况下也表现出对Hg(II)的显著偏好。Job图分析的结果揭示了Hg(II)与4之间形成1:1的主-客体复合物。傅里叶变换红外光谱也支持4对Hg(II)的复合亲和力。
• Differential recognition of d and l-alanine by calix[4]arene amino derivative
  作者：Fakhar N. Memon、Shahabuddin Memon

  DOI：10.1007/s10847-012-0261-2

  日期：2013.12

  essential amino acid. The recognition/separation of one of the enantiomers is an important task as they are used as food supplement or pharmacological products where essentially pure enantiomeric forms are required. Therefore, the quantitation of undesirable enantiomers in drug raw material is the challenging task for pharmacists and chemists. Present study demonstrates the differential recognition of l-alanine

  以两种对映体形式存在的生物分子通常以其生理作用为特征，例如，l-丙氨酸是必需氨基酸的生理活性形式。识别/分离其中一种对映异构体是一项重要任务，因为它们被用作需要基本纯对映异构形式的食品补充剂或药理学产品。因此，对药物原料中不需要的对映异构体进行定量是药剂师和化学家的一项具有挑战性的任务。本研究证明了 5,11,17,26-四-[(N,N-二甲氨基)甲基]-25,26,27,28-四羟基杯[4]芳烃对L-丙氨酸的差异识别（ 3）。本研究的另一个特点是使用甲基橙作为紫外-可见分光光度计探针，采用竞争包合法测定主客体包合物的稳定性常数，并通过 Benesi-Hildebrand 方程确定了 1:1 的络合比。已经评估了识别的热力学，提供了两种异构体，即 d 和 l-丙氨酸的显着区别，并且已经推断化合物 3 可以在色谱柱中用于它们的分离。因此，该研究在分析和制药科学的不同领域提供了广泛的应用。已经
• Silvanols: Water-soluble calixarenes
  作者：George R. Newkome、Yuefei Hu、Mary Jane Saunders、Frank R. Fronczek

  DOI：10.1016/s0040-4039(00)92026-4

  日期：1991.2

  The synthesis of calixarenes possessing a water-solubilizing arborol surface on the upper rim is reported. The “cone” isomer for calix[4]arene 5a is confirmed by X-ray crystal data.

  据报道，杯状芳烃的合成在上缘具有水溶性的硼烷表面。杯[4]芳烃5a的“圆锥”异构体通过X射线晶体数据证实。
• Water-soluble calix[ n ]arenes as receptor molecules for non-polar substrates and inverse phase transfer catalysts
  作者：Marion Baur、Markus Frank、Jürgen Schatz、Frank Schildbach

  DOI：10.1016/s0040-4020(01)00653-6

  日期：2001.8

  Water-soluble calix[n]arenes are powerful receptors for non-polar substrates in aqueous solution. The inclusion of the guests is studied by H-1 NMR titration experiments and molecular modeling studies combined with ab initio NMR shift calculations. The complexation is mainly enthalpically driven. The tested water-soluble calix[n]arenes are promising:candidates for carrier molecules for the transport of non-polar substrates through bulk water as well as inverse phase transfer catalysts as proven for the Suzuki coupling of iodobenzene with phenyl boronic acid. In all cases the efficiency of the tested macrocycles is higher than that for beta -cyclodextrin. (C) 2001 Elsevier Science Ltd. All rights reserved.