三(2,5-二甲苯基)膦 | 115034-38-3

• 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
• 中文名称: 三(2,5-二甲苯基)膦
• 中文别名: 三(2,5-二甲基苯基)膦
• 英文名称: tris(2,5-dimethylphenyl)phosphine
• 英文别名: tris(2,5-dimethylphenyl)phosphane
• CAS: 115034-38-3
• 化学式: C₂₄H₂₇P
• 分子量: 346.452
• InChiKey: KAAYGTMPJQOOGY-UHFFFAOYSA-N

物化性质

• 熔点：
  154-158 °C
• 沸点：
  467.2±45.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 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
• 危险类别码：
  R22
• 海关编码：
  29310099

SDS

Name:	Tris(2 5-dimethylphenyl)phosphine Material Safety Data Sheet
Synonym:	Tris(2,5-xylyl)phosphin
CAS:	115034-38-3

Section 1 - Chemical Product MSDS Name:Tris(2 5-dimethylphenyl)phosphine Material Safety Data Sheet
Synonym:Tris(2,5-xylyl)phosphin

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
115034-38-3	Tris(2,5-dimethylphenyl)phosphine		unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
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.
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.
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.

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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# 115034-38-3: 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: Powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 157 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:
Specific Gravity/Density:
Molecular Formula: C24H27P
Molecular Weight: 346.45

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 115034-38-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Tris(2,5-dimethylphenyl)phosphine - 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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 115034-38-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 115034-38-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 115034-38-3 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：

  三(2,5-二甲苯基)膦 在 二硫化碳 、 sulfur 作用下， 生成 tris-(2,5-dimethyl-phenyl)-phosphine sulfide
  参考文献：
  名称：

  Michaelis, Justus Liebigs Annalen der Chemie, 1901, vol. 315, p. 100

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-dimethylphenylmagnesium bromide 在 三氯化磷 作用下， 以 四氢呋喃 为溶剂， 以56%的产率得到三(2,5-二甲苯基)膦
  参考文献：
  名称：

  Anodic behavior of crowded triarylphosphines. ESR study of triarylphosphoniumyl radicals, Ar3P.bul.+

  摘要：

  A large number of triarylphosphines exhibiting different steric hindrance has been prepared. The pyramidalization angle alpha of these compounds was calculated with use of the MM2 force field and was shown to depend almost exclusively on the number of ortho substituents on the phenyl rings. In a series of isosteric (same alpha) phosphines, the oxidation potential correlates with the sum of the sigma+ Hammett parameters of the phenyl substituents. In the absence of oxygen, anodic oxidation of all the triarylphosphines bearing two o-methyl substituents on each phenyl ring is reversible and yields very persistent phosphoniumyl radicals. These radicals are easily detected by ESR in liquid solution and were shown to retain a pyramidal geometry that is significantly flattened compared to that of the parent phosphine.

  DOI：

  10.1021/jo00011a018
• 作为试剂：
  描述：

  2-(2-苯基乙炔基)吡啶 、 2-(hex-1-yn-1-yl)phenol 在 [Rh(OH)(cod)]2 、 三(2,5-二甲苯基)膦 、 水 、 lithium bromide 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以30%的产率得到(E)-2-(2-(2-butylbenzofuran-3-yl)-2-phenylvinyl)pyridine
  参考文献：
  名称：

  多米诺铑（I）催化的反应可有效合成取代的苯并呋喃和吲哚

  摘要：

  铑（I）催化剂促进邻炔基苯酚和苯胺转化为相应的苯并[ b ]呋喃和吲哚。假定该反应通过过渡的3-铑杂环中间体进行，该中间体可以用合适的亲电试剂捕获以得到多取代的杂环。在单取代的吸电子亲电体的情况下，与Heck-Mizoroki反应相比，可以获得优异的收率和选择性。在2-炔基吡啶亲电试剂的情况下，形成新的2-（苯并呋喃-3-基）乙烯基吡啶。

  DOI：

  10.1016/j.tet.2010.05.106

文献信息

• An Interrupted Pummerer/Nickel-Catalysed Cross-Coupling Sequence
  作者：Miles H. Aukland、Fabien J. T. Talbot、José A. Fernández-Salas、Matthew Ball、Alexander P. Pulis、David J. Procter

  DOI：10.1002/anie.201805396

  日期：2018.7.26

  An interrupted Pummerer/nickel‐catalysed cross‐coupling strategy has been developed and used in the elaboration of styrenes. The operationally simple method can be carried out as a one‐pot process, involves the direct formation of stable alkenyl sulfonium salt intermediates, utilises a commercially available sulfoxide, catalyst, and ligand, operates at ambient temperature, accommodates sp‐, sp2‐, and

  已经开发了一种中断的Pummerer /镍催化的交叉偶联策略，并将其用于苯乙烯的精制。操作简单的方法可以作为一个锅法进行，涉及直接形成稳定的烯基sulf盐中间体，利用市售的亚砜，催化剂和配体，在环境温度下操作，可容纳sp‐，sp 2‐，和sp 3杂交的有机锌偶联伙伴，并通过两个步骤以高收率提供官能化的苯乙烯产品。中断的Pummerer /环化方法也已用于获得碳和杂环烯基sulf盐进行交叉偶联。
• METHOD FOR PRODUCING 2,7-OCTADIEN-1-OL
  申请人：KURARAY CO., LTD.

  公开号：US20160046549A1

  公开（公告）日：2016-02-18

  Provided is a simple and industrially advantageous method for producing 2,7-octadien-1-ol, in which an expensive palladium catalyst is recovered in high efficiency and the reaction rate per atom of palladium is enhanced. Specifically, provided is a method for producing 2,7-octadien-1-ol by subjecting butadiene and water to a telomerization in the presence of a palladium catalyst containing a water-soluble triarylphosphine having two or more sulfonate groups in the molecule and a palladium compound, a tertiary amine, and carbon dioxide, including a step of mixing the telomerization solution obtained by the telomerization with an organic solvent having a dielectric constant at 25° C. of 2 to 18, followed by carrying out phase separation in the presence of carbon dioxide, thereby obtaining 2,7-octadien-1-ol from an organic phase while recovering an aqueous phase including the palladium catalyst. By this production method, the selectivity for 2,7-octadien-1-ol is enhanced.

  提供了一种简单且在工业上具有优势的生产2,7-辛二烯-1-醇的方法，其中昂贵的钯催化剂以高效率回收，并且增强了每个钯原子的反应速率。具体而言，提供了一种通过在存在包含具有两个或更多磺酸基团的水溶性三芳基膦和钯化合物、三级胺和二氧化碳的钯催化剂的情况下，使丁二烯和水经过缩聚反应来生产2,7-辛二烯-1-醇的方法，包括将通过缩聚反应获得的缩聚溶液与在25°C时具有介电常数为2到18的有机溶剂混合的步骤，然后在二氧化碳的存在下进行相分离，从而从有机相中获得2,7-辛二烯-1-醇，同时回收包括钯催化剂的水相。通过这种生产方法，对2,7-辛二烯-1-醇的选择性得到增强。
• 1,3,5-TRIAZINE DERIVATIVE, PRODUCTION METHOD THEREOF AND ORGANIC ELECTROLUMINESCENCE DEVICE COMPRISING THIS AS A COMPOSING COMPONENT
  申请人：Yamakawa Tetsu

  公开号：US20090281311A1

  公开（公告）日：2009-11-12

  Since the conventional electron transporters have low thermal stability, the organic electroluminescent devices using them are not sufficient in terms of the compatibility of their luminance and luminous efficiency with device lifetime. A 1,3,5-triazine derivative of formula (1) is obtained by a metal catalyst-aided coupling reaction of a compound of formula (2) with a compound of formula (3), and this is used as a composing component of an organic electroluminescent device. [In the formulae, Ar 1 and Ar 2 represent phenyl group or the like, R 1 and R 2 represent hydrogen atom or the like, R 3 represents methyl or the like, m is an integer of 0 to 2, X represents 2,4-pyridylene or the like, p is 1 or 2, a and b are 1 or 2, a+b is 3, q is 0 or an integer of p or less, M represents —MgR 4 group or the like, R 4 represents chlorine atom or the like, r is p-q, and Y represents a leaving group.]

  由于传统的电子传输体具有低热稳定性，使用它们的有机电致发光器件在亮度和发光效率与器件寿命的兼容性方面不足。通过化合物（2）和化合物（3）的金属催化偶联反应获得式（1）的1,3,5-三嗪衍生物，并将其用作有机电致发光器件的组成部分。[在公式中，Ar1和Ar2代表苯基或类似基团，R1和R2代表氢原子或类似原子团，R3代表甲基或类似基团，m为0至2的整数，X代表2,4-吡啶基或类似基团，p为1或2，a和b为1或2，a+b为3，q为0或小于等于p的整数，M代表-MgR4基团或类似基团，R4代表氯原子或类似原子团，r为p-q，Y代表离去基团。]
• 1,3,5-TRIAZINE DERIVATIVE, PROCESS FOR PRODUCING SAME, AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING SAME
  申请人：Aihara Hidenori

  公开号：US20110288295A1

  公开（公告）日：2011-11-24

  A 1,3,5-triazine derivative represented by formula (1): wherein R 1 is hydrogen, C 1-4 alkyl group or substituted or unsubstituted phenyl group; n is an integer of 1-3, Ar is a substituted or unsubstituted aromatic hydrocarbon group, provided that Ar is different from two substituted quarterarylenyl groups bonded to the 1,3,5-triazine ring; and V and Y are nitrogen or carbon, provided that a case where both of V and Y are carbon atoms is excluded. The organic electroluminescent device comprising the 1,3,5-triazine derivative as an electron transport material has a long lifetime.

  公式（1）所表示的是1,3,5-三嗪衍生物，其中R1是氢、C1-4烷基或取代或未取代的苯基；n是1-3的整数，Ar是取代或未取代的芳香族碳氢基团，但Ar不同于与1,3,5-三嗪环结合的两个取代季芳基基团；而且V和Y是氮或碳，但排除了V和Y均为碳原子的情况。将1,3,5-三嗪衍生物作为电子传输材料的有机电致发光装置具有长寿命。
• 1,3,5-TRIAZINE DERIVATIVE, PROCESS FOR PRODUCING SAME, AND ORGANIC ELECTROLUMINESCENT ELEMENT COMPRISING SAME AS CONSTITUENT COMPONENT
  申请人：Aihara Hidenori

  公开号：US20110190494A1

  公开（公告）日：2011-08-04

  A 1,3,5-triazine derivative represented by the formula (1): wherein R 1 , R 2 and R 3 each independently represent a hydrogen atom or a methyl group; X represents a carbon atom or a nitrogen atom; Ar 1 represents a substituted or unsubstituted aromatic hydrocarbon group; Ar 2 represents an C 1-4 alkyl-substituted or unsubstituted aromatic 6-membered heterocyclic group having one or two nitrogen atoms, which may be a condensed ring compound. An organic electroluminescent device comprising the 1,3,5-triazine derivative exhibits low power consumption and long lifetime.

  一种由式（1）表示的1,3,5-三嗪衍生物： 其中R1、R2和R3各自独立地表示氢原子或甲基基团；X表示碳原子或氮原子；Ar1表示取代或未取代的芳香烃基团；Ar2表示具有一个或两个氮原子的取代或未取代的芳香族6元杂环基团，可以是一个缩合环化合物。含有1,3,5-三嗪衍生物的有机电致发光器件具有低功耗和长寿命。