4-乙烯基苯并-18-冠醚-6 | 39557-71-6

• 物质功能分类: 化学试剂 - 有机试剂 - 冠醚
• 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-乙烯基苯并-18-冠醚-6
• 中文别名: 4-乙烯基苄-18-冠醚-6
• 英文名称: 4'-Vinylbenzo-18-crown-6 ether
• 英文别名: 4'-vinylbenzo-18-crown-6；4-vinylbenzo-18-crown-6；4'-Vinylbenzo-18-krone-6；20-ethenyl-2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-triene
• CAS: 39557-71-6
• 化学式: C₁₈H₂₆O₆
• 分子量: 338.401
• InChiKey: WMBFARVSOWVDII-UHFFFAOYSA-N

物化性质

• 熔点：
  56-60 °C
• 沸点：
  434.54°C (rough estimate)
• 密度：
  1.1634 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  29329900

SDS

Name:	4-Vinylbenzo-18-Crown-6 97% Material Safety Data Sheet
Synonym:
CAS:	39557-71-6

Section 1 - Chemical Product MSDS Name:4-Vinylbenzo-18-Crown-6 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
39557-71-6	4-Vinylbenzo-18-Crown-6	97	unlisted

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

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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.

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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. 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.
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:

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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. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use agent most appropriate to extinguish fire.

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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:
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 ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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 process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 39557-71-6: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 57.00 - 60.00 deg C
Autoignition Temperature: Not available.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: 80 deg C
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C18H26O6
Molecular Weight: 338.39

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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, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 39557-71-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Vinylbenzo-18-Crown-6 - 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
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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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# 39557-71-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 39557-71-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 39557-71-6 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-乙烯基苯并-18-冠醚-6 以 乙腈 为溶剂， 反应 9.0h， 以40%的产率得到20-[(1R,2S)-2-(2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-20-yl)cyclobutyl]-2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-triene
  参考文献：
  名称：

  排列在环丁烷环体系中的两个苯并冠醚部分的络合特性

  摘要：

  通过分子间[2 + 2]乙烯基化苯并冠醚的光环加成反应，制备了排列在环丁烷环上的双冠醚2a – c和3a – c。通过ESI-MS分析，液-液萃取以及络合稳定性常数的比较，评估了2a – c对碱金属阳离子的络合行为。通过ESI-MS分析，在竞争系统中观察到分子内三明治型1：1（宿主/客体）络合物，其中2a -Na +，2b -K +和2c -Cs +是有选择地组成的。然而，在液-液萃取中，2a几乎不萃取任何阳离子，而2b和2c均有效地萃取出较大的阳离子，例如K +，Rb +和Cs +。发现2a -Na +的络合稳定性常数低于苯并-15-皇冠-5-Na +的络合稳定性常数，尽管与18b相比，2b -K +和2c -Cs +络合物的络合常数非常高。 -crown-6-K +和dibenzo- 24-crown-8-Cs +配合物。因此，通过使用环丁烷环获得了优异的络合能力，该环丁烷环对于较大的

  DOI：

  10.1016/j.tet.2003.12.064
• 作为产物：
  描述：

  苯并-18-冠-6-醚 在 4-甲基苯磺酸吡啶 sodium tetrahydroborate 、 PPA 作用下， 以 乙醇 、 溶剂黄146 、 苯 为溶剂， 反应 36.0h， 生成 4-乙烯基苯并-18-冠醚-6
  参考文献：
  名称：

  Synthesis of 4′-Vinylbenzo-3n-crown-n Ethers (4 ≦ n ≦ 10)

  摘要：

  DOI：

  10.1055/s-1986-31749

文献信息

• Crown-ether functionalised second coordination sphere palladium catalysts by molecular imprinting
  作者：Florian Viton、Peter S. White、Michel R. Gagné

  DOI：10.1039/b309072h

  日期：——

  Functionalisation of the second coordination sphere of a molecularly imprinted Pd complex was achieved by localising within the polymeric cavity a crown-ether receptor capable of altering the catalytic activity of the reactive site.

  通过在聚合物腔体内定位能够改变反应位点催化活性的冠醚受体，可以实现分子印迹Pd配合物的第二配位域的功能化。
• USE OF POLYMERIZABLE MACROCYCLIC POLYETHERS AND MACROCYCLIC HETEROANALOGOUS POLYETHERS IN DENTAL MATERIALS
  申请人：MOSZNER Norbert

  公开号：US20110054066A1

  公开（公告）日：2011-03-03

  Radically polymerizable macrocyclic polyethers or macrocyclic heteroanalogous polyethers, preferably crown ethers, heteroanalogous crown ethers and cryptands for use in dental materials is disclosed.

  本发明揭示了用于牙科材料的根本聚合的大环聚醚或大环杂原聚醚，优选的为冠醚，杂原冠醚和cryptands。
• TALMA A. G.; VOSSEN H. VAN; SUDHOLTER E. J. R.; EERDEN J. VAN; REINHOUDT +, SYNTHESIS,(1986) N 8, 680-683
  作者：TALMA A. G.、 VOSSEN H. VAN、 SUDHOLTER E. J. R.、 EERDEN J. VAN、 REINHOUDT +

  DOI：——

  日期：——
• SMID J.; EL HAJ B.; MAJEWICZ T.; NONNI A.; SINTA R., ORG. PREP. AND PROCED. INT., 1976, 8 NO 4, 193-196
  作者：SMID J.、 EL HAJ B.、 MAJEWICZ T.、 NONNI A.、 SINTA R.

  DOI：——

  日期：——
• Improved Syntheses of 4′-Vinylbenzo-3<i>n</i>-Crown-<i>n</i> Ethers (<i>n</i> = 5–7)
  作者：Liulei Ma、Jesus Daniel Loya、Michael Findlater、Kristin M. Hutchins

  DOI：10.1021/acs.joc.2c01862

  日期：2022.11.4

  A convenient, high-yielding, and scalable synthetic approach to the construction of 4′-vinylbenzocrown ethers has been developed, which employs a decarboxylation and cyclization strategy. Using this method, a wide-ranging class of vinylbenzocrown ethers can be efficiently obtained. The identity of the crown ethers was further established using single-crystal X-ray diffraction studies. Two of the vinylbenzocrown