反式-4,5-二硝基二苯并-18-冠-6 | 32082-45-4

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 反式-4,5-二硝基二苯并-18-冠-6
• 中文别名: 反-4,5'-二硝基二苯并-18-冠-6；反-4,5"-二硝基二苯并-18-冠-6
• 英文名称: trans-di(nitrobenzo)-18-crown-6
• 英文别名: Dibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecin, 6,7,9,10,17,18,20,21-octahydro-2,13-dinitro-；11,24-dinitro-2,5,8,15,18,21-hexaoxatricyclo[20.4.0.09,14]hexacosa-1(22),9(14),10,12,23,25-hexaene
• CAS: 32082-45-4
• 化学式: C₂₀H₂₂N₂O₁₀
• mdl: MFCD00068492
• 分子量: 450.402
• InChiKey: JLRXOTNWTNNRCW-UHFFFAOYSA-N

物化性质

• 熔点：
  210-212 °C(Solv: chloroform (67-66-3))
• 沸点：
  621.3±55.0 °C(Predicted)
• 密度：
  1.291±0.06 g/cm3(Predicted)
• 稳定性/保质期：

  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  32
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  147
• 氢给体数：
  0
• 氢受体数：
  10

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38

SDS

Name:	Trans-4 5 -Dinitrodibenzo-18-Crown-6 Material Safety Data Sheet
Synonym:	None Known
CAS:	32082-45-4

Section 1 - Chemical Product MSDS Name:Trans-4 5 -Dinitrodibenzo-18-Crown-6 Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
32082-45-4	Trans-4,5'-Dinitrodibenzo-18-Crown-6	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.Hygroscopic (absorbs moisture from the air).
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.
Store protected from moisture.

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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# 32082-45-4: 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: Solid
Color: Not available.
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: C20H22N2O10
Molecular Weight: 450.1614

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions. Hygroscopic: absorbs moisture or water from the air.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 32082-45-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Trans-4,5'-Dinitrodibenzo-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
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# 32082-45-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 32082-45-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 32082-45-4 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：

  反式-4,5-二硝基二苯并-18-冠-6 在 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以89.3%的产率得到20,24-diamino-2,3,11,12-dibenzo-1,4,7,10,13,16-hexaoxacyclooctadeca-2,11-diene
  参考文献：
  名称：

  多环冠醚异构二硝基和二氨基衍生物的合成：Dibenzo-18-crown-6和Dibenzo-24-crown-8

  摘要：

  研究了多环冠醚二苯并18-18-crown-6和二苯并24-24-crown-8及其二硝基和二氨基衍生物的合成的特定特征。获得并分离了二苯并冠醚衍生物的异构体的混合物。邻苯二酚与1-氯-2- [2-（2-（2-氯乙氧基）乙氧基]乙烷的邻苯二酚二组分缩合反应合成的化合物的光谱和热学特征以及合成动力学的动力学。研究了在KOH模板剂存在下的酒精性介质。

  DOI：

  10.1134/s1070363218080078
• 作为产物：
  描述：

  二苯并-18-冠醚-6 在 硝酸 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 生成 反式-4,5-二硝基二苯并-18-冠-6
  参考文献：
  名称：

  冠醚功能化聚苯并恶嗪用于金属离子吸附

  摘要：

  在这项研究中，我们通过还原由二苯并[18]冠-6二胺衍生物和水杨醛制得的席夫碱，并随后将其反应，以高收率和纯度合成了一种新的冠醚官能化苯并恶嗪单体（冠醚BZ）。所得ø用CH -hydroxybenzylamine物种2 O.我们使用差示扫描量热法（DSC），傅里叶变换红外光谱（FTIR），和热重分析来检查期间各种类型的热开环聚合和冠醚BZ单体的热稳定性热处理。DSC显示，该冠醚BZ单体具有较低的固化温度（210°C；典型的Pa型3-苯基-3,4-二氢-2 H）-苯并恶嗪单体：263°C），因为主链主链结构上冠醚部分的柔韧性催化了开环聚合。我们还使用DSC，FTIR光谱和离子电导率测量来研究冠醚BZ / LiClO 4配合物的特定金属-冠醚相互作用。Li +离子的存在将固化温度显着降低至186°C，这表明金属离子可作为有效的催化剂和促进剂，促进冠醚BZ单体的开环聚合。冠醚BZ / LiClO

  DOI：

  10.1021/acs.macromol.9b02519

文献信息

• A Macrobicyclic Receptor with Versatile Recognition Properties:  Simultaneous Binding of an Ion Pair and Selective Complexation of Dimethylsulfoxide
  作者：Martin J. Deetz、Maoyu Shang、Bradley D. Smith

  DOI：10.1021/ja994487r

  日期：2000.7.1

  affinities are enhanced in the order: K+ (9-fold enhancement) > Na+ (8-fold enhancement) ≫ Cs+ (no enhancement). An X-ray crystal structure shows that the receptor binds sodium chloride as a solvent-shared ion pair. The receptor has very weak affinity for acetonitrile, nitromethane, or acetone in chloroform solvent, whereas the association constant for dimethylsulfoxide is 160 M-1 at 295 K. An X-ray crystal

  合成了一种双环受体，并评估了它在有机溶剂中结合碱金属卤化物盐和极性中性分子的能力。受体设计相对简单，因为它是二苯并 18-冠 6 和桥连 1,3-苯基二甲酰胺的组合。在 1 mol 当量的金属阳离子存在下，氯化物亲和力按以下顺序增强：K+（9 倍增强）> Na+（8 倍增强）≫ Cs+（无增强）。X 射线晶体结构显示受体结合氯化钠作为溶剂共享离子对。该受体对氯仿溶剂中的乙腈、硝基甲烷或丙酮的亲和力非常弱，而二甲基亚砜的缔合常数在 295 K 时为 160 M-1。X 射线晶体结构显示二甲基亚砜深深地结合在受体腔中，并通过桥接水分子与受体形成氢键。还有证据表明 CH-O 相互作用。固液萃取研究表明，受体...
• Synthesis and characterization of <i>trans</i>-di(nitrobenzo)- and di(aminobenzo)-18-crown-6 derivatives with high selectivity
  作者：Dongyun Wu、Chunhai Yi、Beibei Zhang、Bolun Yang

  DOI：10.1080/00397911.2017.1402350

  日期：2018.2.1

  ABSTRACT The dibenzo-18-crown-6 derivatives such as di(nitrobenzo)-18-crown-6 and di(aminobenzo)-18-crown-6 were synthesized by nitration reaction and catalytic hydrogenation with high selectivity. The chemical structures were determined by FTIR, 1H NMR, 13C NMR, and UV. Regarding the mixture of Ac2O and HNO3 as nitrating agent, the reaction exhibited commendable trans-isomer selectivity. Effects of

  摘要 通过硝化反应和催化加氢反应，高选择性合成了二苯并18-冠6衍生物，如二(硝基苯并)-18-冠-6和二(氨基苯并)-18-冠-6。化学结构由FTIR、1H NMR、13C NMR和UV确定。Ac2O和HNO3的混合物作为硝化剂，反应表现出良好的反式异构体选择性。考察了硝化剂配比、反应温度和反应时间对反式二(硝基苯并)-18-冠-6产率的影响。当硝化剂比为1/1、反应温度为50℃、反应时间为5h时，反式二(硝基苯并)-18-冠-6的产率为62.9%。此外，还研究了反应时间对 trans-di(aminobenzo)-18-crown-6 的影响。图形概要
• SYNTHESIS AND AMMONIUM CRYPTATE OF DISSYMMETRIC CYLINDRICAL MACROTRICYCLE CONTAINING CROWN ETHER AND CYCLOPHANE UNITS
  作者：Kazuhiko Saigo、Ru-Jang Lin、Masataka Kubo、Akira Youda、Masaki Hasegawa

  DOI：10.1246/cl.1986.519

  日期：1986.4.5

  A new type of dissymmetric macrotricyclic cryptand, which contains dibenzo-18-crown-6 and cyclophane sub-units as substrate selective binding sites, was synthesized. The cryptand formed inclusion complex with 4-phenylbutylammonium picrate. Complex formation was ascertained by 1H NMR spectroscopy in a CDCl3/CD3OD (4/1) solution.

  合成了一种新型的不对称大三环穴状配体，其含有二苯并18-冠6和环芳亚基作为底物选择性结合位点。穴状配体与 4-苯基丁基苦味酸铵形成包合物。通过 1H NMR 光谱在 CDCl3/CD3OD (4/1) 溶液中确定复合物的形成。
• Synthesis of Crown Ether Dyes
  作者：Toshiro Yamashita、Hiroshi Nakamura、Makoto Takagi、Keihei Ueno

  DOI：10.1246/bcsj.53.1550

  日期：1980.6

  Crown ether dyes were synthesized in order to develop photometric reagents which are highly selective to alkali and alkaline earth metals. They contain dissociable protons attached to the chromophores of crown ether molecule. Their extraction behavior for alkali and alkaline earth metal ions as neutral complex was examined. The dyes extract potassium and alkaline earth metals, respectively. Dyes with

  合成冠醚染料是为了开发对碱金属和碱土金属具有高度选择性的光度试剂。它们包含附着在冠醚分子发色团上的可解离质子。考察了它们对碱金属和碱土金属离子作为中性络合物的萃取行为。染料分别提取钾和碱土金属。带有苦基氨基发色团的染料对于钾的萃取光度测定是有效的。在冠醚的基础上讨论了比色试剂的分子设计。
• Synthesis and Mesomorphic Properties of Novel Crown Ether Schiff Bases
  作者：Vrajesh B. Parikh、Shobhana K. Menon

  DOI：10.1080/15421400701832074

  日期：2008.3.20

  polarizing optical microscopy (POM) attached with a hot stage. Most of the compounds are thermotropic liquid crystals. Different phases such as smectic, (SmC, SmA) and nematic (N) were shown by crown ether Schiff bases containing azomethine and hydroxy group which are characteristic of rodlike liquid crystals.

  不同的冠醚席夫碱是通过将不同的醛与反式二氨基二苯并 18-crown-6 缩合而制备的。这些化合物的物理性质和化学配方来自微量分析和光谱方法。相变温度和热参数由差示扫描量热法 (DSC) 获得。在带有热台的偏光光学显微镜（POM）下进行纹理观察。大多数化合物是热致液晶。不同的相如近晶相、(SmC、SmA) 和向列相 (N) 由含有偶氮甲碱和羟基的冠醚席夫碱显示，这是棒状液晶的特征。