[p-phenylenebis(methylene)]bis[triphenylphosphonium] dichloride | 1519-47-7

• 物质功能分类: 有机原料 - 有机膦化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [p-phenylenebis(methylene)]bis[triphenylphosphonium] dichloride
• 英文别名: 1,4-bis[(methyl)triphenylphosphonium chloride]benzene；p-xylylene bis(triphenyl phosphonium chloride)；Phosphonium, dichloride；triphenyl-[[4-(triphenylphosphaniumylmethyl)phenyl]methyl]phosphanium;chloride
• CAS: 1519-47-7
• 化学式: C₄₄H₃₈P₂*2Cl
• 分子量: 699.639
• InChiKey: RIUKHCIFOGYXIO-UHFFFAOYSA-M

物化性质

• 熔点：
  >300°C
• 稳定性/保质期：
  如果按照规格使用和储存，就不会分解，没有已知的危险反应。请避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• TSCA：
  Yes
• 危险等级：
  6.1
• 危险品标志：
  Xn
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/22,R36/37/38
• 危险品运输编号：
  UN 3278
• RTECS号：
  TA3580000
• 包装等级：
  III
• 危险类别：
  6.1
• 储存条件：
  请将贮藏器保持密封，并存放在阴凉干燥处。确保工作环境中具有良好的通风或排气设施。

SDS

Name:	p-Xylylenebis(triphenylphosphoniumchloride) Material Safety Data Sheet
Synonym:
CAS:	1519-47-7

Section 1 - Chemical Product MSDS Name:p-Xylylenebis(triphenylphosphoniumchloride) Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1519-47-7	p-Xylylenebis(triphenylphosphoniumchlo		216-184-2

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.Hygroscopic (absorbs moisture from the air).
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
Not available.

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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.
Ingestion:
Get medical aid. 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:

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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.
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. Avoid generating dusty conditions.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
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# 1519-47-7: Personal Protective Equipment Eyes: Not available.
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: C44H38Cl2P2
Molecular Weight: 699.64

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, oxides of phosphorus, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1519-47-7: TA3580000 LD50/LC50:
Not available.
Carcinogenicity:
p-Xylylenebis(triphenylphosphoniumchloride) - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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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: ORGANOPHOSPHORUS COMPOUND, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3278
Packing Group: III
IMO
Shipping Name: ORGANOPHOSPHORUS COMPOUND, TOXIC, N.O.S. , SOLID
Hazard Class: 6.1
UN Number: 3278
Packing Group: III
RID/ADR
Shipping Name: ORGANOPHOSPHORUS COMPOUND, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3278
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
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 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 1519-47-7: No information available.
Canada
CAS# 1519-47-7 is listed on Canada's NDSL List.
CAS# 1519-47-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1519-47-7 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  [p-phenylenebis(methylene)]bis[triphenylphosphonium] dichloride 在 乙醇锂 作用下， 以 乙醇 为溶剂， 生成 1,4-bis[4'-vinylstyryl]benzene
  参考文献：
  名称：

  Drefahl,G. et al., Chemische Berichte, 1961, vol. 94, p. 2002 - 2010

  摘要：

  DOI：
• 作为产物：
  描述：

  1,4-苯二乙酸 、 Diphenylphosphine oxide 在 sodium persulfate 、 copper(II) bis(trifluoromethanesulfonate) 、 silver carbonate 、 四甲基二硅氮烷 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 4.0h， 生成 [p-phenylenebis(methylene)]bis[triphenylphosphonium] dichloride
  参考文献：
  名称：

  一种芳甲基膦酰化物的制备方法

  摘要：

  本发明公开了一种芳甲基膦酰化物的制备方法。本发明使用（杂）芳基乙酸为起始物，原料易得，种类很多；利用本发明方法得到的产物类型多样，用途广泛；芳甲基膦酰化物可以简方便地转化为二（杂）芳基乙烯衍生物，该类化合物可用于染料、荧光剂、增白剂、发光二极管及其他器件的制备中。此外，本发明公开的方法，原料易得、稳定且毒性较低，反应条件温和、目标产物的收率高、污染小、反应操作和后处理过程简单，适合于工业化生产。

  公开号：

  CN110229188B
• 作为试剂：
  描述：

  2，5-二氯甲苯 在 chromium(VI) oxide 、 四(三苯基膦)钯 、 硫酸 、 [p-phenylenebis(methylene)]bis[triphenylphosphonium] dichloride 、 sodium carbonate 、 溶剂黄146 作用下， 以 水 、 二甲基亚砜 为溶剂， 110.0 ℃ 、101.33 kPa 条件下， 反应 42.5h， 生成 1-oxo-1,3-dihydro-3-hydroxy-2-benzofuran-5-carboxylic acid
  参考文献：
  名称：

  一种合成1-氧代-1,3-二氢-3-羟基苯并呋喃- 5-甲酸的方法

  摘要：

  本发明公开了一种合成1‑氧代‑1,3‑二氢‑3‑羟基苯并呋喃‑5‑甲酸的方法，该合成方法包括：取2,5‑二卤甲苯、冰醋酸、醋酸酐、浓硫酸混合，加入三氧化铬氧化反应制得2,5‑二卤‑二乙酸基甲基苯，2,5‑二卤‑二乙酸基甲基苯经钯催化剂催化制得4‑卤‑3‑甲酰基苯甲酸，4‑卤‑3‑甲酰基苯甲酸再经钯催化剂催化制得1‑氧代‑1,3‑二氢‑3‑羟基苯并呋喃‑5‑甲酸。本发明的制备方法对仪器设备要求简单，原料易得，便于规模化制备，经济效益好，产物产率较高，反应后处理简单。

  公开号：

  CN110526886B

文献信息

• <i>Wittig</i>-Reaktionen von sulfonierten Phosphoniomethylstrylaromaten mit aromatischen und heteroaromatischen Aldehyden
  作者：Michael Märky

  DOI：10.1002/hlca.19810640403

  日期：1981.6.10

  WittigReactions of Phosphoniomethylaryl Compounds with Sulfonated Aromatic and Heteroaromatic Aldehydes

  磷甲基芳基化合物与磺化芳族和杂芳族醛的Wittig反应
• Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 16. Model studies for the construction of conjugated polymers
  作者：R.Alan Aitken、Martin J Drysdale、Lawrence Hill、Keith W Lumbard、James R MacCallum、Shirley Seth

  DOI：10.1016/s0040-4020(99)00611-0

  日期：1999.9

  Reaction of a range of bis(ylides) with acid chlorides has been used to prepare the bis(oxoylides) 11–15. Similarly a range of simple ylides react with bis(acid chlorides) to give bis(oxoylides) 19–27 with the isomeric structure. Flash vacuum pyrolysis (FVP) of one example of the first type results in extrusion of Ph3P rather than the expected Ph3PO while six examples of the second type do extrude

  一系列双（酰化物）与酰氯的反应已用于制备双（氧酰化物）11-15。同样，一系列简单的叶立德与双（酰氯）反应，生成具有异构体结构的双（氧酰）19-27。第一种类型的快速真空热解（FVP）导致Ph 3 P挤出，而不是预期的Ph 3 PO挤出，而第二种类型的六个实例确实在500°C的FVP压力下挤出Ph 3 PO以获得双（炔烃）28。还已经制备了相应的双（三丁基phosph）的实例，但是使用逐步方法构建四（氧代酰）31的尝试是失败的。完全分配给出了其中的六个双（氧酰化物）的13 C NMR光谱。
• Catalytic, oxidant-free, direct olefination of alcohols using Wittig reagents
  作者：E. Khaskin、D. Milstein

  DOI：10.1039/c5cc02902c

  日期：——

  Catalytic acceptorless coupling of alcohols with in situ generated phosphonium ylides forms olefins and H2, with significant stereospecificity.

  醇与原位生成的磷鎓叶立德的催化无受体偶联形成具有显着立体特异性的烯烃和H 2。
• Understanding the structural properties of <i>p</i>-xylylenebis(triphenylphosphonium) cation under different pH and anion conditions
  作者：Irene Ling、Alexandre N. Sobolev、Brian W. Skelton、Colin L. Raston

  DOI：10.1039/d0ce01274b

  日期：——

  p-sulfonatocalix[4]arene, 1-methyl-3-butylimidazolium and aquated gadolinium(III) has been investigated using single crystal X-ray diffraction studies. Striking changes in the dication conformations (cis- and trans-) that contribute to the different crystal packings of the dication (two-dimensional layerings and three-dimensional scaffoldings) have been established for five different compounds. The

  对苯二甲撑双（三苯基phosph）阳离子的固态组织，在各种条件下，不同的pH值下，在THF和其他潜在的构建基团（包括对-磺基杯[4]芳烃）存在下形成1已经使用单晶X射线衍射研究了-甲基-3-丁基咪唑鎓和水合（（III）。指示构型的显着变化（顺式和反式-）对五种不同的化合物建立了有助于指示的不同晶体堆积（二维分层和三维脚手架）的-）。药物与其他结合成分的相互作用和自组装阵列以及整体非共价相互作用已使用Hirshfeld表面分析进行了定量。
• α,ω-Bis(thioacetyl)oligophenylenevinylene Chromophores from Thioanisol Precursors
  作者：Dwight S. Seferos、David A. Banach、Norma A. Alcantar、Jacob N. Israelachvili、Guillermo C. Bazan

  DOI：10.1021/jo035664g

  日期：2004.2.1

  The selective cleavage of arylmethyl thioethers provides a convenient protocol for the synthesis of all-E isomers of α,ω-bis(thioacetyl)oligophenyenevinylene molecules (OPVs). The S-methyl group is tolerant of Wittig-type and Heck-type reactions for forming OPV structures and can be converted to the S-acetyl group by treatment with sodium thiomethoxide and acetyl chloride. The thermal conditions of

  芳甲基硫醚的选择性切割提供了一个方便的方案用于合成所有- Ë α的同分异构体，ω -双（硫代乙酰基）oligophenyenevinylene分子（OPV中）。该小号-甲基组是维蒂希型的耐受性和用于形成OPV结构的Heck型反应，可以转化为小号通过与甲硫醇钠和乙酰氯处理乙酰基。脱保护/重新保护步骤的热条件同时异构化共轭发色团向全- ë异构体，与起始烯烃的立体化学无关。该方法已用于多种线性和[2.2]对环环烷烃的OPV，这些均已通过电化学和光谱技术进行了表征。另外，这些S-乙酰基封端的OPV在金表面上自组装。包含这些分子的单分子层通过水接触角测量，椭圆偏振法和X射线光电子能谱进行了表征。