苄基三苯基碘化膦 | 15853-35-7

• 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: 苄基三苯基碘化膦
• 中文别名: 三苯基磷苯基碘
• 英文名称: benzyltriphenylphosphonium cation
• 英文别名: Benzyltriphenylphosphonium；Triphenyl-benzyl-phosphonium；benzyl(triphenyl)phosphanium
• CAS: 15853-35-7
• 化学式: C₂₅H₂₂P
• 分子量: 353.423
• InChiKey: BNQRPLGZFADFGA-UHFFFAOYSA-N

物化性质

• 熔点：
  261-263°C
• 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)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  Xn,F,C
• 危险类别码：
  R22,R35
• 海关编码：
  2931900090
• 安全说明：
  S26,S36/37/39,S45
• 储存条件：
  存于阴凉干燥处

SDS

Name:	Benzyltriphenylphosphonium iodide 98% Material Safety Data Sheet
Synonym:
CAS:	15853-35-7

Section 1 - Chemical Product MSDS Name:Benzyltriphenylphosphonium iodide 98% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
15853-35-7	Benzyltriphenylphosphonium iodide	98%	239-977-5

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.Light sensitive.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
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 extinguishing media most appropriate for the surrounding 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.

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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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 15853-35-7: 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: Crystalline powder
Color: cream
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 261 - 263 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: insoluble
Specific Gravity/Density:
Molecular Formula:
Molecular Weight: 480.33

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, light.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of phosphorus, carbon dioxide, hydrogen iodide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 15853-35-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Benzyltriphenylphosphonium iodide - 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# 15853-35-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 15853-35-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 15853-35-7 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：

  苄基三苯基碘化膦 在 溴 、 sodium amide 、 六甲基二硅氮烷 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 0.5h， 生成 α-bromobenzyl trifluoromethyl ketone
  参考文献：
  名称：

  新合成三氟甲基丙酮等

  摘要：

  我们报告了一种制备三氟甲基酮的新方法，作为使用有机金属的替代方法。磷酰基yl与三氟乙酸三甲基甲硅烷基酯的缩合提供甲硅烷氧基烯醇醚，其水解导致形成三氟甲基酮。相同的甲硅烷氧基烯醇醚的溴化也是γ-溴三氟甲基酮的方便制备。

  DOI：

  10.1016/s0022-1139(00)82782-7
• 作为产物：
  描述：

  溴甲苯 、 三苯基膦 以 甲苯 为溶剂， 反应 12.0h， 生成 苄基三苯基碘化膦
  参考文献：
  名称：

  苯丙烯类化合物的电化学二聚作用和所得醌类甲基化二聚体的惊人的抗氧化活性。

  摘要：

  据报导一种简单的方法使苯丙烯类衍生物二聚。它利用对位不饱和酚的电化学氧化，以仿生方式进入二聚体材料。转化的温和性质提供了出色的官能团耐受性，从而形成了一种统一的方法，用于合成一系列具有出色区域控制能力的天然产物和相关类似物。该方法操作简单，可以提高合成复杂天然产物的效率。有趣的是，醌甲基二聚体中间体是有效的自由基捕获抗氧化剂。尽管它们不具有不稳定的H原子转移到传播自氧化的过氧自由基上，但比衍生或转化它们的酚更重要。

  DOI：

  10.1002/anie.201810870

文献信息

• Conformational and structural analysis of exocyclic olefins and ketimines by multinuclear magnetic resonance
  作者：Rubén Montalvo-González、J. Ascención Montalvo-González、Armando Ariza-Castolo

  DOI：10.1002/mrc.2259

  日期：2008.10

  The 1H, 13C, and 15N NMR spectra of 5 exocyclic alkenes and 15 different ketimines obtained from cyclohexanone and derivatives using benzyl bromide and primary amines—are analyzed. Relative stereochemical and preferential conformations are determined by analyzing both the homonuclear coupling and the chemical shifts of the protons and carbon atoms in the aliphatic rings, which are directly related

  分析了使用苄基溴和伯胺从环己酮和衍生物获得的 5 种环外烯烃和 15 种不同的酮亚胺的 1H、13C 和 15N NMR 光谱。相对立体化学和优先构象是通过分析脂族环中质子和碳原子的同核偶联和化学位移来确定的，这些化学位移与双键的几何形状以及外环基团的空间和电子效应直接相关。此外，N-(4-甲基亚环己基)吡啶-3-胺衍生物的外消旋混合物被拆分。版权所有 © 2008 John Wiley & Sons, Ltd.
• Isomerisation de diènes-1,5 fonctionnalisés par le fer pentacarbonyle
  作者：J. Rodriguez、P. Brun、B. Waegell

  DOI：10.1016/0022-328x(89)88097-0

  日期：1989.1

  conjugated cyclohexadiene tricarbonyliron complexes, of which the 2-substituted derivative is the predominant. When ferrous chloride is used as the co-catalyst, the isomerisation proceeds under kinetic control to give the 1-substituted cyclohexadienetricarbonyliron complex as the major derivative. Reaction mechanisms, have been proposed for these isomerisation processes, which provide a new selective

  由五羰基铁在加热的热力学控制下，将一系列在外环双键上被吸电子或供电子基团取代的，功能化的4-乙烯基环己烯衍生物异构化成共轭环己二烯三羰基铁配合物的混合物。主要是2-取代的衍生物。当氯化亚铁用作助催化剂时，异构化在动力学控制下进行，得到1-取代的环己二烯三羰基铁配合物作为主要衍生物。已经提出了用于这些异构化方法的反应机理，其为此类衍生物提供了新的选择性途径。η的形成4-1,4- cyclohexadienetricarbonyl配合物作为中间体已被排除，并且，示出了经由η热异构化前进2个由连续1,3-氢转移而形成-complexes。
• Nucleation ability of nonmetallic organophosphate derivatives in isotactic polypropylene
  作者：Lijuan Long、Wentao He、Juan Li、Shuhao Qin、Jie Yu

  DOI：10.1007/s10973-016-5790-2

  日期：2017.3

  Nonmetallic organophosphate derivatives of ammonium (An), triethylammonium (CAn), and quaternary phosphonium (SP) salts of 2,2′-methylene-bis-(4,6-di-tert-butylphenyl) phosphate were synthesized and characterized. Their nucleation effects on isotactic poly(propylene) (iPP) were investigated in detail. The melting temperature of An, CAn, and SP was 262, 208, and 271 °C, respectively, which was near to the processing temperature of iPP (220 °C). Their particle morphologies revealed a great difference. An with a glossy rod-like structure can be uniformly dispersed in iPP matrix, while the bulk-like and layer structures of CAn and SP cannot play the same role. Moreover, with the incorporation of these derivatives at the same mass (0.15 mass%), iPP/An possesses an increased crystallization peak temperature of 15 °C and significant enhanced optical property as compared to neat iPP, but iPP/CAn and iPP/SP do not showed an overall enhanced property. Furthermore, nucleation effects of the compound nucleating agent consisting of these derivatives and sodium laurate (SNa) (a conventional compounded composition) on iPP were examined to clarify the role of particle morphology on the dispersibility in iPP. The results demonstrated that SP-SNa presented the most uniform dispersion in iPP, and the haze value of iPP/SP-SNa (concentration of 0.15 mass% of SP-SNa) was decreased to 11.8 %, showing the best synergistic effect of layer shape of SP with SNa.

  合成了非金属有机膦酸铵（An）、三乙基铵（CAn）和季臄盐（SP）的2,2′-亚甲基双（4,6-二叔丁基苯基）磷酸盐衍生物，并对其进行了表征。详细研究了它们对等规聚丙烯（iPP）的成核效应。An、CAn和SP的熔点分别为262°C、208°C和271°C，接近iPP的加工温度（220°C）。它们的颗粒形态表现出很大差异。具有光泽棒状结构的An可以在iPP基质中均匀分散，而CAn和SP的块状和层状结构无法发挥相同作用。此外，在相同质量（0.15质量%）下加入这些衍生物，iPP/An的结晶峰温度提高了15°C，光学性能显著增强，但iPP/CAn和iPP/SP并未显示出整体增强的性能。此外，还考察了这些衍生物与月桂酸钠（SNa，一种常规复合成分）组成的复合成核剂对iPP的成核效果，以阐明颗粒形态对在iPP中分散性的作用。结果表明，SP-SNa在iPP中表现出最均匀的分散性，iPP/SP-SNa（SP-SNa浓度为0.15质量%）的雾度值降至11.8%，显示出SP的层状结构与SNa的最佳协同效应。
• Anti-influenza activity of phenethylphenylphthalimide analogs derived from thalidomide
  作者：Yuma Iwai、Hitoshi Takahashi、Dai Hatakeyama、Kazunori Motoshima、Minoru Ishikawa、Kazuyuki Sugita、Yuichi Hashimoto、Yuichi Harada、Shigeyuki Itamura、Takato Odagiri、Masato Tashiro、Yoshihisa Sei、Kentaro Yamaguchi、Takashi Kuzuhara

  DOI：10.1016/j.bmc.2010.05.035

  日期：2010.7

  subunits. We identified potential novel anti-influenza agents from a screen of 34 synthesized phenethylphenylphthalimide analogs derived from thalidomide (PPT analogs). For this screen we used a PA endonuclease inhibition assay, a PB2 pathogenicity-determinant domain-binding assay, and an anti-influenza A virus assay. Three PPT analogs, PPT-65, PPT-66, and PPT-67, were found to both inhibit PA endonuclease

  源自猪的甲型流感病毒已在​​全世界引起大流行，甲型流感被认为是严重的全球健康问题。因此，非常需要靶向这些病毒的新型药物。甲型流感病毒表达对其转录和复制必不可少的RNA聚合酶，该酶包含PA，PB1和PB2亚基。我们从34种合成的来自沙利度胺的苯乙基苯基邻苯二甲酰亚胺类似物（PPT类似物）的筛选中鉴定出潜在的新型抗流感药。对于此筛选，我们使用了PA核酸内切酶抑制测定，PB2致病性决定域结合测定和抗A型流感病毒测定。发现三种PPT类似物PPT-65，PPT-66和PPT-67均能抑制PA核酸内切酶活性并延缓甲型流感的生长，表明它们的活性之间存在相关性。还发现PPT-28抑制甲型流感的生长。这四个类似物共有3,4-二羟基苯乙基。我们还讨论了3,4-二羟基苯乙基柔韧性可能在PA核酸内切酶抑制中起重要功能作用的可能性。另一个带有二甲氧基苯乙基的类似物PPT-62具有PB2致病性决定域结合活性，但没有抑
• Enantioselective Synthesis of Cyclohepta[<i>b</i>]indoles via Pd-Catalyzed Cyclopropane C(sp³)–H Activation as a Key Step
  作者：Maximilian Häfner、Yevhenii M. Sokolenko、Paul Gamerdinger、Erik Stempel、Tanja Gaich

  DOI：10.1021/acs.orglett.9b02687

  日期：2019.9.20

  An enantioselective synthesis of functionalized cyclohepta[b]indoles via Pd-catalyzed cyclopropane C–H activation followed by olefination and indole–vinylcyclopropane rearrangement is reported. The design of the chiral cyclopropane precursor was such that both enantiomeric cyclohepta[b]indoles were accessed from a single compound exhibiting a “hidden” symmetry plane. The scope of the method was demonstrated

  据报道，通过Pd催化的环丙烷C–H活化，然后进行烯化和吲哚–乙烯基环丙烷重排，可以对官能化的环庚[ b ]吲哚进行对映选择性合成。手性环丙烷前体的设计应使两个对映体环庚[ b ]吲哚均从具有“隐藏”对称平面的单一化合物中获得。该方法的范围通过改变环丙烷以及杂环本身上的取代基来证明。