二苯基[3-(三乙氧基甲硅烷基)丙基]膦 | 52090-23-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 二苯基[3-(三乙氧基甲硅烷基)丙基]膦
• 中文别名: 二苯基[3-（三乙氧基甲硅烷基）丙基]膦；二苯基(3-乙氧基硅基丙基)膦
• 英文名称: 3-(diphenylphosphino)propyltriethoxysilane
• 英文别名: Diphenyl[3-(triethoxysilyl)propyl]phosphine；diphenyl(3-triethoxysilylpropyl)phosphane
• CAS: 52090-23-0
• 化学式: C₂₁H₃₁O₃PSi
• 分子量: 390.535
• InChiKey: HXUIUZCAALFHJD-UHFFFAOYSA-N

物化性质

• 沸点：
  190°C / 1
• 闪点：
  >110°C (>230°F)

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2931900090

SDS

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Section 1: Product Identification
Chemical Name: Diphenyl[3-(triethoxysilyl)propyl]phosphine, 98%
CAS Registry Number: 52090-23-0
Formula: (C6H5)2P(CH2)3Si(OCH2CH3)3
EINECS Number: none
Chemical Family: organophosphine ligand
Synonym: none

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 52090-23-0 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: Irritating to skin, eyes and respiratory tract.
Primary Routes of Exposure: Ingestion, inhalation, skin, eyes
Eye Contact: Causes irritation of the eyes.
Skin Contact: Causes irritation of the skin.
Inhalation: Irritating to the nose, mucous membranes and respiratory tract.
Ingestion: No information available on the physiological effects of ingestion. May be harmful if swallowed.
Acute Health Affects: Irritating to skin, eyes and respiratory tract.
Chronic Health Affects: No information on long-term chronic effects.
NTP: No
IARC: No
OSHA: No

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SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area with water. Remove contaminated clothes if necessary. Seek medical assistance if
Skin Exposure:
irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

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SECTION 5: Fire Fighting Measures
Flash Point: none
Autoignition Temperature: none
Explosion Limits: none
Extinguishing Medium: carbon dioxide, dry powder or foam
If this product is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self-contained breathing apparatus and full protective clothing.
Hazardous Combustion and If involved in a fire this material may emit toxic organic fumes and vapors of phosphorus pentoxide.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

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SECTION 6: Accidental Release Measures
Spill and Leak Procedures: Small spills can be mixed with vermiculite or sodium carbonate and swept up.

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SECTION 7: Handling and Storage
Material may degrade over time on exposure to air. Handle and store under an inert atmosphere of nitrogen or
Handling and Storage:
argon.

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SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves.
Ventilation: Handle the material in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: Handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

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SECTION 9: Physical and Chemical Properties
Color and Form: colorless, oily liquid
Molecular Weight: 390.53
Melting Point: no data
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: not determined
Solubility in Water: insoluble

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SECTION 10: Stability and Reactivity
Stability: air sensitive, moisture sensitive
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: prolonged exposure to air
Incompatibility: oxidizing agents and halogens
Decomposition Products: carbon monoxide, carbon dioxide, phosphorous oxides and organic fumes

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: No data
Mutagenic Effects: No data
Tetratogenic Effects: No data

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SECTION 12: Ecological Information
Ecological Information: No information available

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SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations.

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SECTION 14: Transportation
Shipping Name (CFR): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory
SARA (Title 313): Title compound not listed
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 二苯基[3-(三乙氧基甲硅烷基)丙基]膦 以 四氢呋喃 为溶剂， 反应 4.0h， 以82%的产率得到
  参考文献：
  名称：

  具有烷氧基硅烷基团官能化 N,N'-二胺和膦配体的钌 (II) 配合物的合成、结构和固定

  摘要：

  摘要 在室温下在四氢呋喃中用 N-(β-氨基乙基)-γ-氨基丙基甲基二甲氧基硅烷 (L1) 处理 [RuCl2(PPh3)3] 得到单核钌 (II) 配合物 [Ru(PPh3)2Cl2 (κ​​2-N,N -L1)] (1)。γ-氨基丙基三乙氧基硅烷和二苯基膦钾在四氢呋喃中以 1:1 的摩尔比缩合得到带有乙氧基硅烷基团的膦 (PPh2)(CH2)3Si(OEt)3 (L2)。[Ru(η6-p-cymene)Cl2]2 与 L2 在回流的四氢呋喃中反应得到钌 (II) 膦配合物 [Ru(η6-p-cymene)Cl2(κ-P-L2)] (2)。配合物 1 和 2 通过微量分析、FT-IR 和 NMR 光谱系统地表征。它们的结构已通过单晶 X 射线衍射明确确定。通过透射电子显微镜 (TEM)、FT-IR 和低压 N2 吸附/解吸测量研究了 1 和 2 在 SBA-15 上的固定和这些混合多相催

  DOI：

  10.1080/00958972.2020.1763969
• 作为产物：
  描述：

  3-氯丙基三乙氧基硅烷 、 二苯基氯化膦 在 lithium 作用下， 以 四氢呋喃 为溶剂， 反应 19.5h， 生成 二苯基[3-(三乙氧基甲硅烷基)丙基]膦
  参考文献：
  名称：

  用于羰基化合物转移氢化的多相威尔金森型催化剂

  摘要：

  Wilkinson 的催化剂 [RhCl(PPh3)3] 通过使用接枝/锚定技术在普通二氧化硅上异质化。固定化催化剂在转移氢...

  DOI：

  10.1002/ejoc.201100339

文献信息

• Immobilized rhodium hydrogenation catalysts
  作者：Christof Merckle、Simone Haubrich、Janet Blümel

  DOI：10.1016/s0022-328x(01)00696-9

  日期：2001.5

  However, TON and maximal yield are the same for 1, 2, and 2i. In contrast to 1 and 2, the immobilized catalyst 2i can be recycled seven times, 4i three times. Catalysts 3 and 3i give maximal TOF for the hydrogenation of 7, followed by 8 and 9. The yields are below 100% for the homogeneous catalyst 3, but immobilization (3i) gives maximum yields for all substrates.

  用于烯烃加氢的展示催化剂是威尔金森的络合物ClRh（PPh 3）3（1）。在此，威尔金森型催化剂ClRh [Ph 2 P（CH 2）3 Si（OEt）3 ] 3（2），反式-ClRh（CO）[Ph 2 P（CH 2）3 Si（OEt）3 ] 2（3）和螯合物ClRh（PPh 3）[Ph 2 PCH 2 CHOHCH 2 PPh 2 ]（4）已使用双功能配体Ph 2 P（CH 2）3 Si（OEt）3（5）和Ph 2 PCH 2 CHOHCH 2 PPh 2（6）合成，并进行了充分表征。二氢配合物4（H）2已就地生成并通过NMR表征。复合物2，3和4已经被固定化在硅胶上，给2I，3I和4I分别通过固态NMR进行了研究。的催化活性2I - 4I为1-十二烯（氢化7），2-环己烯-1-酮（8），和4-溴苯乙烯（9）与这些均相类似物相比2和3，以及与1一样。尽管TON和TOF在1和2之间没有实质性
• Nanostructured Dioxomolybdenum(VI) Catalyst for the Liquid‐Phase Epoxidation of Olefins
  作者：Alichandra Castro、João C. Alonso、Anabela A. Valente、Patrícia Neves、Paula Brandão、Vitor Félix、Paula Ferreira

  DOI：10.1002/ejic.200901093

  日期：2010.3

  (HM-Mo) is an active and selective catalyst in the liquid-phase epoxidation of olefins [cis-cyclooctene, (R)-(+)-limonene, trans-2-octene, 1-octene] with tBuOOH at 55 °C and gives comparable epoxide yields to those observed for the free complex [MoCl 2 (O) 2 OP(CH 2 CH 3 )(Ph) 2 } 2 ] (1), under similar reaction conditions: the crystal structure of complex 1 remains the same after reaction with tBuOOH

  通过4-双（三乙氧基甲硅烷基）苯和（二苯基膦基）丙基三乙氧基硅烷的“双”有机硅烷模板共缩合，然后对磷烷表面进行合成后氧化，制备了一种含有氧化膦表面基团的新型有机二氧化硅杂化介孔材料（HM）组。HM材料用于固定[Mo(O) 2 Cl 2 ]复合物。所得材料 (HM-Mo) 在烯烃 [顺式环辛烯、(R)-(+)-柠檬烯、反式-2-辛烯、1-辛烯] 与 tBuOOH 的液相环氧化中是一种活性和选择性催化剂55 °C 并给出与观察到的游离络合物 [MoCl 2 (O) 2 OP(CH 2 CH 3 )(Ph) 2 } 2 ] (1) 相当的环氧化物产率，在类似的反应条件下：与 tBuOOH 反应后，复合物 1 保持不变。氧化剂主要在 HM-Mo 或 1 催化的烯烃环氧化中消耗。在柠檬烯（具有环内和环外 C=C 键）的情况下，1,2-环氧-对薄荷烷-8-烯/1,2-8,9-二环氧-对薄荷烷在约. 90%
• Rhodium–phosphine complex catalysts tethered on silica-supported heterogeneous metal catalysts: arene hydrogenation under atmospheric pressure
  作者：Hanrong Gao、Robert J. Angelici

  DOI：10.1016/s1381-1169(99)00182-x

  日期：1999.12

  free Rh–P complex. These heterogenized complex catalysts consisting of a tethered complex on a supported metal (TCSM) were used to catalyze the hydrogenation of arenes under the mild conditions of 40°C and 1 atm of H2. The most active TCSM catalyst Rh–P/Pd–SiO2 is not only much more active than the homogeneous Rh–P complex and Pd–SiO2 but also much more active than the rhodium–phosphine complex tethered

  铑-膦配合物RhCl（CO）[Ph 2 P（CH 2）3 Si（OC 2 H 5）3 ] 2（Rh-P）被束缚在二氧化硅负载的金属多相催化剂Pd-SiO 2上， Ni–SiO 2和Au–SiO 2，得到束缚的复合催化剂Rh–P / Pd–SiO 2，Rh–P / Ni–SiO 2和Rh–P / Au–SiO 2。IR（DRIFTS）研究表明，所有这些组合催化剂中的束缚铑-膦配合物（Rh-P）的结构与游离Rh-P配合物的结构相同。这些由负载金属上的束缚配合物（TCSM）组成的杂化配合物催化剂用于在40°C和1 atm H 2的温和条件下催化芳烃的氢化反应。最具活性的TCSM催化剂Rh–P / Pd–SiO 2不仅比均相Rh–P配合物和Pd–SiO 2具有更高的活性，而且比拴在SiO 2（Rh– P / SiO 2）。Rh–P / Pd–SiO 2催化剂具有最大的转换频率（TOF，mol H 2/
• Immobilization of Carbonylnickel Complexes:  A Solid-State NMR Study
  作者：K. D. Behringer、J. Blümel

  DOI：10.1021/ic950756c

  日期：1996.1.1

  Silica is commonly modified with bifunctional phosphines like PPh(2)CH(2)CH(2)Si(OEt)(3) prior to immobilization of catalysts. Here, besides PPh(2)(CH2)(3)Si(OEt)(3), ligands that are more stable toward oxidation, namely PPh(2)(C6H4)Si(OEt)(3), PPh(2)(C6H4)SiMe(2)(OEt), and PPh(2)(CH2)(4)OH, are applied. The di- and tricarbonylnickel complexes of these ligands are synthesized, characterized by Ni-61, (31)p, C-13, and H-1 NMR and IR spectroscopy, and immobilized on silica. Alternatively, the corresponding phosphine-modified silicas are treated with Ni(CO)(4). The obtained materials are investigated by P-31 and C-13 solid-state NMR spectroscopy. Di- and tricarbonylnickel species can be distinguished by their different chemical shift anisotropies and also by their IR data. While the first route allows immobilization of both di- and tricarbonylnickel complexes, reaction of surface-bound phosphines with Ni(CO)(4) gives the tricarbonyl species exclusively. Among the different ligands, PPh(2)(CH2)(4)OH has optimal qualities: It gives high surface coverages without oxidation or cross-linking, and therefore narrow NMR lines, and it allows C-13 CP/MAS NMR spectroscopy.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Rh: SVol.B3, 4.23.3, page 122 - 123
  作者：

  DOI：——

  日期：——