三苄基膦 | 7650-89-7

• 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
• 中文名称: 三苄基膦
• 英文名称: tribenzylphosphine
• 英文别名: tris(benzyl)phosphine；tribenzylphosphane
• CAS: 7650-89-7
• 化学式: C₂₁H₂₁P
• mdl: MFCD00014439
• 分子量: 304.371
• InChiKey: IFXORIIYQORRMJ-UHFFFAOYSA-N

物化性质

• 熔点：
  96-101 °C (lit.)
• 沸点：
  183-185°C/0.2mm
• 闪点：
  183-185°C/0.2mm
• 稳定性/保质期：
  如果按照规定使用和储存，则不会分解。请避免接触氧化物及空气。

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• TSCA：
  Yes
• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• RTECS号：
  SZ3865000
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338
• 储存条件：
  在干性保护气体中处理，并确保贮藏容器密封。将容器存放在阴凉、干燥处。

SDS

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Section 1: Product Identification
Chemical Name: Tribenzylphosphine, 98%
CAS Registry Number: 7650-89-7
Formula: C21H21P
EINECS Number: 231-608-6
Chemical Family: organophosphorus ligand
Synonym: none

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 7650-89-7 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: Irritating to skin, eyes and respiratory tract. May be harmful if swallowed.
Primary Routes of Exposure: Ingestion, inhalation
Eye Contact: Causes moderate irritation of the eyes.
Skin Contact: Causes slight to mild irritation of the skin.
Inhalation: Irritating to the nose, mucous membranes and respiratory tract.
Ingestion: No specific information is 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 available 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: not applicable
Autoignition Temperature: no data
Explosion Limits: no data
Extinguishing Medium: dry chemical, carbon dioxide, water, or foam.
Fire fighters should be equipped with a NIOSH approved positive pressure self-contained breathing apparatus
Special Fire Fighting Procedures:
and full protective clothing.
Hazardous Combustion and In a fire material may emit toxic organic fumes, carbon monoxide, carbon dioxide, and phosphorous pentoxide.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

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SECTION 6: Accidental Release Measures
Spillage in areas not adequately ventilated may require evacuation of area. Emergency response teams will
Spill and Leak Procedures: require self contained breathing apparatus. Small spills may be adsorbed into diatomaceous earth, sand, or
other suitable adsorbents, and swept up.

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SECTION 7: Handling and Storage
Store in a cool, dry, area away from heat. Material must be handled and stored under an inert atmosphere of
Handling and Storage:
nitrogen or 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. Consult with glove manufacturer to determine the proper type of glove.
Ventilation: Material has a pungent odor and may form a fine dust. Always handle 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: Material has a pungent odor and may form a fine dust. Always handle 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: white pwdr.
Molecular Weight: 304.37
Melting Point: 96-101°
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: pungent odor
Solubility in Water: insoluble

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SECTION 10: Stability and Reactivity
Stability: air sensitive
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: contact with air
Incompatibility: oxidizing agents and halogens
Decomposition Products: carbon dioxide, carbon monoxide, organic fumes, and phosphorus pentoxide.

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

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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 federal, state, and local 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：

  三苄基膦 在 lithium aluminium tetrahydride 作用下， 生成 1,2-乙烷二基二(二苄基膦)
  参考文献：
  名称：

  Aksnes, Gunnar, Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 103, # 1-4, p. 55 - 62

  摘要：

  DOI：
• 作为产物：
  描述：

  苄基双(羟甲基)膦 在 三乙胺 作用下， 生成 三苄基膦
  参考文献：
  名称：

  Petrov,K.A. et al., Journal of general chemistry of the USSR, 1962, vol. 32, # 2, p. 542 - 545

  摘要：

  DOI：
• 作为试剂：
  描述：

  2-甲基-3-丁炔-2-醇 、 4-bromo-2,6-bis(hydroxymethyl)-1-dodecyloxybenzene 在 copper(l) iodide 、 dichloro{bis(tribenzylphosphine)}palladium(II) 、 三乙胺 、 三苄基膦 作用下， 反应 36.0h， 以81.5%的产率得到1-dodecyloxy-2,6-bis(hydroxymethyl)-4-(3-hydroxy-3-methyl-1-butynyl)benzene
  参考文献：
  名称：

  具有两个羟基的苯乙炔新型聚合物经不同长度的间隔基的合成和透氧

  摘要：

  合成并聚合了通过在两个羟基和苄基之间的不同种类的间隔基而具有两个羟基的三个新颖的苯基乙炔。所得的在羟基和苄基之间具有氧化烯间隔基的两种聚合物具有良好的成膜能力，较高的透氧选择性和较高的透氧性。通过引入氧化烯间隔基，提高了膜形成能力和氧渗透选择性。氧选择性（PØ2个/Pñ2个=2.67）具有最长间隔物的聚合物膜的“膜”比没有任何间隔物的聚合物的（2.19）高。可能是因为当顺式-顺式构象变为顺式-反式构象时，柱状含量和缺陷减少了。此外，通过降低无任何间隔基的聚合物的膜的柱状含量（可以通过制膜条件控制），可以有效提高成膜能力和透氧选择性（从2.19降至2.61），而不会降低透氧率。

  DOI：

  10.1016/j.polymer.2014.11.042

文献信息

• 31P and 195Pt NMR characteristics of new binuclear complexes of [Pt2X4](PR3)2] cis/trans isomers and of mononuclear analogs
  作者：Ibrahim M. Al-Najjar

  DOI：10.1016/s0020-1693(00)84701-5

  日期：1987.4

  for complexes of binuclear platinum(II) of the type [Pt2(μ-X)2(X)2(PR3)2]. These were identified as intermediate from the reaction of the [PtX2COD)] complex with different tertiary phosphines (where X may be Cl or I and PR3 may be PBz3, PCy3, PCyPh2, PCy2Ph or PPh2C6F5). In addition, cis and trans-[PtX2(PR3)2] were produced in the final step, and their 31P and 195Pt are also described (X = Cl or I;

  摘要首次报道了[Pt2（μ-X）2（X）2（PR3）2]型双核铂（II）配合物的31P和195Pt化学位移。从[PtX2COD）]配合物与不同的叔膦（其中X可以是Cl或I，PR3可以是PBz3，PCy3，PCyPh2，PCy2Ph或PPh2C6F5）的反应中鉴定出这些为中间体。此外，在最终步骤中还生成了顺式和反式[PtX2（PR3）2]，并描述了它们的31P和195Pt（X = Cl或I； PR3 = PBz3，PCy3，PPhCy2，PPh2Cy，PPh2iPr，PPh2C6F5， PPh3，P（间甲苯基）3，P（对甲苯基）3，PBu3，PPhMe2，PPh2Me，（bis-1,2-Ph2P）-C6H4，Ph2PCH2PPh2或Ph2PCH2CH2PPh2）。研究表明，铂195的化学位移对复杂几何形状的性质相对敏感。非对称（不对称）顺式异构体的吸收频率（高场）比对称（对称）异构体低。）的
• Metal dimers as catalysts
  作者：Neil J. Coville、Elisabeth A. Darling、Andrew W. Hearn、Peter Johnston

  DOI：10.1016/0022-328x(87)80253-x

  日期：1987.7

  The reaction between [η5-C5H5)Fe(CO)2I] (I) and 1 equivalent of L (group 15 donor ligand) in the presence of catalysts (e.g. Pd/CaCO3, PdO, [η5-C5H5)Fe(CO)2]2 (II)) yields [η5-C5H5)Fe(CO)(L)I] (phosphines, diphosphines, phosphite), [η5-C5H5)Fe(CO)2L]I (phosphines) and [η5-C5H5)Fe(CO)(LL)]I (diphosphines). [η5-C5H5)Fe(CO)2L]I can be converted into [η5-C5H5)Fe(CO)(L)I] in the presence of II. The reaction

  [η之间的反应5 -C 5 H ^ 5）的Fe（CO）2在催化剂的存在下（例如钯/碳酸钙I]（I）和1当量升（组15供体配体）3，PDO，[η 5 -C 5 ħ 5）的Fe（CO）2 ] 2（II））的产率[η 5 -C 5 H ^ 5）的Fe（CO）（L）I]（膦，二膦，亚磷酸盐），[η 5 -C 5 ħ 5）的Fe（CO）2 L] I（膦）和[η 5 -C 5 H ^ 5）的Fe（CO）（LL）] I（二膦）。[η 5-C 5 ħ 5）的Fe（CO）2 L] I可以转变成[η 5 -C 5 H ^ 5）的Fe（CO）（L）I]中II的存在。之间[η反应5 -C 5 H ^ 5）的Fe（CO）（PMePh 2）I]或[η 5 -C 5 H ^ 5）的Fe（CO）2（PMePh 2）] I和PMePh 2也由催化II和在这两种情况下的产率[η 5 -C 5 H ^ 5）的Fe（CO）（PMePh
• Method for preparing sertraline
  申请人：ORION CORPORATION FERMION

  公开号：US20030050509A1

  公开（公告）日：2003-03-13

  (1S-cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine (sertraline) may be prepared by hydrogenating of N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine in the presence of a dehalogenation inhibitor, e.g., triphenylphosphite or trimethylphosphite and a catalyst.

  (1S-cis)-4-(3,4-二氯苯基)-1,2,3,4-四氢-N-甲基-1-萘胺（舍曲林）可以通过在存在去卤化抑制剂（例如三苯基膦酸酯或三甲基膦酸酯）和催化剂的情况下，氢化N-[4-(3,4-二氯苯基)-3,4-二氢-1(2H)-萘基亚甲基]甲胺来制备。
• CATALYTIC SYSTEM FOR CROSS-COUPLING REACTIONS
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.)

  公开号：US20160130205A1

  公开（公告）日：2016-05-12

  The present invention concerns a process for creating a Carbon-Carbon bond (C—C) or a Carbon-Heteroatom bond (C—HE) by reacting a compound carrying a leaving group with a nucleophilic compound carrying a carbon atom or a heteroatom (HE) that can substitute for the leaving group, creating a C—C or C—HE bond, wherein the reaction takes place in the presence of an effective quantity of a. a catalytic system comprising a ligand and at least a metal-based catalyst, such a metal catalyst being chosen among iron or copper compounds proviso that only a single metal is present.

  本发明涉及一种通过使带有离去基团的化合物与带有可以替代离去基团的碳原子或杂原子（HE）的亲核化合物反应，从而形成碳-碳键（C—C）或碳-杂原子键（C—HE）的过程，其中反应在存在有效量的a.包含配体和至少基于金属的催化剂的催化系统的条件下进行，这样的金属催化剂是从铁或铜化合物中选择出来的，前提是只存在单一金属。
• Single component cationic palladium proinitiators for the latent polymerization of cycloolefins
  申请人：Bell Andrew

  公开号：US20050187398A1

  公开（公告）日：2005-08-25

  Palladium compound compositions are provided in accordance with Formulae [((R) 3 E) a Pd(Q)(LB) b ] p [WCA] r , where ((R) 3 E) is a Group 15 electron donor ligand, Q is an anionic ligand, LB is a Lewis base, WCA is a weakly coordinating anion, a is 1, 2 or 3, b is 0, 1 or 2, the sum of a and b is 1, 2 or 3 and each of p and r is an integer such that the molecular charge is zero, or [(E(R) 3 )(E(R) 2 R*)Pd(LB)] p [WCA] r where E(R) 2 R* represents a Group 15 neutral electron donor ligand and where R* is an anionic hydrocarbyl containing moiety, bonded to the Pd and having a β hydrogen with respect to the Pd center. Such compound composition exhibits latent polymerization activity in the presence of polycyclic olefins.

  钯化合物组成按照以下公式提供：[((R)3E)aPd(Q)(LB)b]p[WCA]r，其中((R)3E)是第15族电子供体配体，Q是阴离子配体，LB是路易斯碱，WCA是弱配位阴离子，a为1、2或3，b为0、1或2，a和b的总和为1、2或3，p和r各自为整数，使得分子电荷为零，或[(E(R)3)(E(R)2R*)Pd(LB)]p[WCA]r，其中E(R)2R*代表第15族中性电子供体配体，R*是与Pd键合的含有阴离子烃基的部分，并且相对于Pd中心具有β氢。这种化合物组成在多环烯烃存在时表现出潜在的聚合活性。

表征谱图