氯化2,4,6-三苯基吡喃嗡 | 40836-01-9

• 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: 氯化2,4,6-三苯基吡喃嗡
• 中文别名: 氯化2,4,6-三苯基吡(喃)
• 英文名称: 2,4,6-triphenylpyrylium chloride
• 英文别名: 2,4,6-triphenylpyrylium;chloride
• CAS: 40836-01-9
• 化学式: C₂₃H₁₇O*Cl
• 分子量: 344.84
• InChiKey: HBOJAJCANMJVFP-UHFFFAOYSA-M

物化性质

• 熔点：
  220-225 °C(Solv: isopropanol (67-63-0))
• 沸点：
  461.14°C (rough estimate)
• 密度：
  1.0722 (rough estimate)
• 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)：
  3.57
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2932999099

SDS

Name:	2 4 6-Triphenylpyrylium Chloride 90% Material Safety Data Sheet
Synonym:	None Known
CAS:	40836-01-9

Section 1 - Chemical Product MSDS Name:2 4 6-Triphenylpyrylium Chloride 90% Material Safety Data Sheet
Synonym:None Known

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
40836-01-9	2,4,6-Triphenylpyrylium Chloride	90	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.
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. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. Use agent most appropriate to extinguish fire.

---

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.

---

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.

---

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# 40836-01-9: 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 minimize contact with skin.
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: yellow
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: C23H17ClO
Molecular Weight: 344.5714

---

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:
Hydrogen chloride, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 40836-01-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,4,6-Triphenylpyrylium Chloride - 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# 40836-01-9: No information available.
Canada
CAS# 40836-01-9 is listed on Canada's NDSL List.
CAS# 40836-01-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 40836-01-9 is listed on the TSCA inventory.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  氯化2,4,6-三苯基吡喃嗡 在 sodium sulfide 、 silver tetrafluoroborate 、 tetrafluoroboric acid 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 生成 2,4,6-triphenylthiopyrylium tetrafluoroborate
  参考文献：
  名称：

  氧与硫的给电子特性。一些pyrylium和thiapyrylium盐的氧化还原电位

  摘要：

  通过循环伏安法测量两个系列的pyrylium和thiapyrylium盐的氧化还原水平。该信息用于提供最高占据 (HOMO) 和最低未占据分子轨道 (LUMO) 的定量比较，这是衡量氧与硫与碳阳离子、自由基和阴离子中心相邻的电子转移的热力学稳定性的指标。单一系统。在其中一个系列（即 4-(4'-二乙基氨基苯基)-2,6-二苯基吡喃 (thiapyrylium) 系统）中，比较了双阳离子、阳离子、自由基和阴离子中心。除了当 HOMO 和/或 LUMO 能级位于二乙氨基苯基部分时，离子和自由基物质在每种情况下在硫类似物中的热力学更稳定（在氧类似物中不稳定）。对于 HOMO 和 LUMO 能级，最大的硫偏好或最后的氧偏好的顺序如下：阴离子 > 自由基和自由基 > 阳离子。分子内电荷转移带的波长和电化学还原电位表明，thiapyrylium 部分比pyrylium 更吸电子。5个数字，2个表格。

  DOI：

  10.1021/ja00521a047
• 作为产物：
  描述：

  1,3,5-三苯基-3-戊烯-1,5-二酮 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 以85%的产率得到氯化2,4,6-三苯基吡喃嗡
  参考文献：
  名称：

  2,4,6-三苯基吡咯氯化物的合成、光谱和激光电位

  摘要：

  报道了 2,4,6-三苯基吡咯氯化物 (PyCl) 的合成、光谱特性和激光电位。该合成涉及将 Py-甲苯磺酸盐（而不是常用的 Py-高氯酸盐）转化为假碱，然后通过与 HCl 反应将其转化为 PyCl。盐在不同溶剂中的溶液在蓝-近紫外吸收并在蓝-绿色光谱范围内发射，在乙腈中的荧光量子产率为 0.84。在强烈的超短激光泵浦下，乙腈、乙醇和甲醇中的盐溶液表现出受激发射和具有标称反馈的激光作用。还观察到双光子激发荧光。

  DOI：

  10.1016/j.cplett.2022.139927

文献信息

• Kinetics and mechanisms of nucleophilic displacements with heterocycles as leaving groups. Part 10. Reactions of s-alkyl primary amines with pyryliums
  作者：Alan R. Katritzky、Jorge Marquet、Jeremy M. Lloyd、James G. Keay

  DOI：10.1039/p29830001435

  日期：——

  α-phenylbenzylamine forms the corresponding carbonium ions which may be trapped by nucleophiles. Isolated 1-cycloalkylbenzoquinoliniums (2) solvolyse but the SN1 mechanism (for five-, six-, and seven-membered rings): for the cyclobutyl case an SN2 reaction is also found.

  2,4,6-三苯基吡啶与仲烷基胺可制得可分离的吡啶鎓（吡啶鎓被亲核试剂取代为S N 2并消除为烯烃）。与1-苯基乙胺和α-苯基苄基胺形成的2,4,6-三苯基吡啶鎓形成相应的碳离子，这些碳离子可能被亲核试剂捕获。分离的1-环烷基苯并喹啉鎓盐（2）溶剂分解但具有S N 1机理（对于五元，六元和七元环）：对于环丁基，还会发现S N 2反应。
• Designing Multifunctional Expanded Pyridiniums: Properties of Branched and Fused Head-to-Tail Bipyridiniums
  作者：Jérôme Fortage、Cyril Peltier、Francesco Nastasi、Fausto Puntoriero、Fabien Tuyèras、Sophie Griveau、Fethi Bedioui、Carlo Adamo、Ilaria Ciofini、Sebastiano Campagna、Philippe P. Lainé

  DOI：10.1021/ja108668h

  日期：2010.11.24

  synthesized and fully characterized. The branched (B) family is made up of 2,6-diphenyl-4-aryl-1,4'-bipyridin-1-ium (or 1,1'-diium) species, denoted 1B and 2B for monocationic EPs (with aryl = phenyl and biphenyl, respectively) and 1B(Me) and 2B(Me) for related quaternarized dicationic species. The series of fused (F) analogues comprises 9-aryl-benzo[c]benzo[1,2]quinolizino[3,4,5,6-ija][1,6]naphthyridin-15-ium

  基于一个带有 4-吡啶基或 4-吡啶鎓作为 N-吡啶鎓基团的吡啶鎓核，扩展吡啶鎓 (EPs) 的多方面潜力在实验和理论水平上都得到了证实。设计了两类头对尾 (htt) EP，合成并充分表征了它们的第一个代表性元素。支链 (B) 家族由 2,6-二苯基-4-芳基-1,4'-bipyridin-1-ium（或 1,1'-diium）物质组成，单阳离子 EP 用 1B 和 2B 表示（与芳基 = 苯基和联苯基）和 1B(Me) 和 2B(Me) 用于相关的季铵化双阳离子物种。稠合 (F) 类似物系列包括 9-芳基-苯并[c]苯并[1,2]喹啉并[3,4,5,6-ija][1,6]萘啶-15-鎓种类，表示为1F和2F，以及它们的 2,15-二鎓衍生物，称为 1F(Me) 和 2F(Me)。电化学（在 MeCN 与 SCE 中）表明，支化 EP 在约 1B/2B 为 -0.92 V，1B(Me)/2B(Me)
• Synthesis, optical spectroscopy and laser potential of pyrylium tosylates
  作者：Jung Jae Koh、Christina Inbok Lee、Mihaela Alexa Ciulei、Haesook Han、Pradip Kumar Bhowmik、Vladimir Kartazaev、Swapan Kumar Gayen

  DOI：10.1016/j.molstruc.2018.06.025

  日期：2018.11

  structures of these salts were established using FTIR, 1H and 13C NMR spectroscopic techniques and elemental analysis. Thermogravimetric analysis (TGA) showed that these salts have good thermal stability, and differential scanning calorimetry (DSC) analysis showed that they have lower melting transitions than the corresponding tetrafluoroborate and perchlorate salts. Solutions of the salts in organic solvents

  摘要 报道了合成一系列具有不同取代基的四种取代的 2,4,6-三苯基甲苯磺酸盐的安全且廉价的方法。该合成方法使用对甲苯磺酸一水合物代替传统的酸催化剂，包括高氯酸或三氟化硼乙醚合物，这些催化剂分别具有爆炸危险和难以储存的问题。这些盐的化学结构是使用 FTIR、1H 和 13C NMR 光谱技术和元素分析确定的。热重分析 (TGA) 表明这些盐具有良好的热稳定性，差示扫描量热法 (DSC) 分析表明它们比相应的四氟硼酸盐和高氯酸盐具有更低的熔融转变。这些盐在有机溶剂（如乙腈和甲醇）中的溶液在蓝色-近紫外光谱范围内强烈吸收，并在蓝-绿色光谱范围内有效发射，具体取决于苯基的 2 位和 6 位取代基。盐的荧光量子产率范围为 0.33 至 0.56。在强超短激光泵浦下，具有最高量子产率的盐 2,4,6-三苯基吡喃甲苯磺酸盐的乙腈溶液显示受激发射和激光作用，仅具有标称反馈。
• Pchelintseva, N. V.; Chalaya, S. N.; Kharchenko, V. G., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 9.1, p. 1603 - 1605
  作者：Pchelintseva, N. V.、Chalaya, S. N.、Kharchenko, V. G.

  DOI：——

  日期：——
• Novel synthesis of the 2,3-benzindolizine ring system. Mechanism of formation, redox, electronic absorption, and fluorescence behavior
  作者：Franklin D. Saeva、Henry R. Luss

  DOI：10.1021/jo00243a039

  日期：1988.4