二烯丙基苯磷化氢 | 29949-75-5

• 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: 二烯丙基苯磷化氢
• 中文别名: 二烯丙基苯基膦
• 英文名称: diallyl-phenyl-phosphane
• 英文别名: Diallyl-phenyl-phosphin；diallylphenylphosphine；phenyl-bis(prop-2-enyl)phosphane
• CAS: 29949-75-5
• 化学式: C₁₂H₁₅P
• mdl: MFCD00014955
• 分子量: 190.225
• InChiKey: NDIFDGDMWAZLDH-UHFFFAOYSA-N

物化性质

• 沸点：
  127 °C14 mm Hg(lit.)
• 密度：
  0.969 g/mL at 25 °C(lit.)
• 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)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险等级：
  4.2
• 危险品标志：
  F,Xi
• 危险类别码：
  R17
• 危险品运输编号：
  UN 2845 4.2/PG 1
• 包装等级：
  I
• 危险类别：
  4.2
• 安全说明：
  S16,S26,S27,S28,S36/37/39,S37/39
• 储存条件：
  存于阴凉干燥处

SDS

Name:	Diallylphenylphosphine Material Safety Data Sheet
Synonym:
CAS:	29949-75-5

Section 1 - Chemical Product MSDS Name:Diallylphenylphosphine Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
29949-75-5	Diallylphenylphosphine		unlisted

Hazard Symbols: XI F
Risk Phrases: 17 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Spontaneously flammable in air. Irritating to eyes, respiratory system and skin.Air sensitive.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes 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. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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. Material can spontaneously ignite (pyrophoric) when exposed to air at normal or slightly elevated temperatures.
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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Remove all sources of ignition.
Use a spark-proof tool.

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Section 7 - HANDLING and STORAGE
Handling:
Use spark-proof tools and explosion proof equipment. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use and store under nitrogen. Use only in a chemical fume hood.
Storage:
Keep away from sources of ignition. Do not store near combustible materials. Store in a cool, dry place. Store in a tightly closed container. Flammables-area. Store under nitrogen.

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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# 29949-75-5: 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: Liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 127 deg C @ 14 mmHg
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: .9690g/cm3
Molecular Formula: C12H15P
Molecular Weight: 190.23

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, ignition sources, exposure to air.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of phosphorus, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 29949-75-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Diallylphenylphosphine - 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
Shipping Name: PYROPHORIC LIQUID, ORGANIC, N.O.S.*
Hazard Class: 4.2
UN Number: 2845
Packing Group: I
IMO
Shipping Name: PYROPHORIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 4.2
UN Number: 2845
Packing Group: I
RID/ADR
Shipping Name: PYROPHORIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 4.2
UN Number: 2845
Packing group: I

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI F
Risk Phrases:
R 17 Spontaneously flammable in air.
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# 29949-75-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 29949-75-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 29949-75-5 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：

  二烯丙基苯磷化氢 在 双氧水 作用下， 以 四氢呋喃 为溶剂， 以4%的产率得到diallylphenylphosphine oxide
  参考文献：
  名称：

  锂化烯丙基膦和氧化膦的合成，结构和溶液研究

  摘要：

  这项研究报告了一系列新的12种α-锂化的烯丙基膦和氧化膦。通过掺入路易斯碱供体，包括二乙醚（Et 2 O），四氢呋喃（THF），N，N，N '，N '，-四甲基乙二胺（TMEDA）和N，N，N'，N '，N '' ，-五甲基二亚乙基三胺（PMDETA），九个配合物通过单晶X射线晶体学表征。这包括新型的双锂化烯丙基膦4 [PhP {CHCHCH 2 Li（TMEDA）} 2 ]和稀有的半溶剂化锂化氧化膦6 [{Ph 2 P（O）CHC（Me）CH 2 Li} 2（TMEDA）]。有趣的是，与锂原子的亲氧性占主导的P（V）配合物相比，在固态状态下，P（III）配合物利用了Li-π相互作用与新形成的离域系统。通过多核NMR光谱对所有12种络合物在溶液状态下进行了充分表征。DFT计算的单体锂化配合物3 [Ph 2 PCHC（Me）CH 2 Li（PMDETA）]的异构体描述了烯丙基链微细离域的过渡步骤之间的低能垒。

  DOI：

  10.1021/acs.organomet.0c00144
• 作为产物：
  描述：

  氯丙烯镁 、 苯基二氯化磷 以 四氢呋喃 为溶剂， 以46%的产率得到二烯丙基苯磷化氢
  参考文献：
  名称：

  带有两个酸位点的分子内路易斯对-P和N基体系之间的反应性差异†

  摘要：

  双酸官能化的苯胺PhN [（CH 2）3 B（C 6 F 5）2 ] 2在中心碱基功能处显示快速交换的硼酸基团，并且由于两个路易斯酸的协同氢化物结合而成为活性的受阻路易斯对。在这里，我们报告了对中心氮原子上不同取代基的影响以及与磷交换氮的影响的研究。用一当量的HB（C 6 F 5）2处理二烯丙基叔丁基苯胺导致形成一个七元氢硼化亚胺基环；单氢硼化后，在闭环作用下，中间形成的受阻的路易斯对与第二烯丙基胺官能团反应。通过二烯丙基苯基膦和二烯丙基叔丁基膦的氢硼化反应制备了具有两个酸位的磷基路易斯对。与苯胺PhN [（CH 2）3 B（C 6 F 5）2 ] 2不同，双氢硼化物种（t Bu / Ph）P [（CH 2）3 B（C 6 F 5）2 ] 2在溶液中未显示出硼路易斯酸官能团的动态交换，并且在H / D加扰和氢化反应方面均没有催化活性。量子化学研究表明，B–P键解离的吉布斯自由能比氮类似物大

  DOI：

  10.1039/c6dt03490j

文献信息

• 2, 3-Bis(dialkylphosphino)pyrazine derivative, process of producing the same, and metal complex having the same as ligand
  申请人：Imamoto Tsuneo

  公开号：US20070021610A1

  公开（公告）日：2007-01-25

  An optically active 2,3-bis(dialkylphosphino)pyrazine derivative represented by formula (1) is disclosed. The pyrazine derivative is preferably a quinoxaline derivative represented by formula (2). In formula (1) and (2), R 1 is preferably a t-butyl or adamantyl group, and R 2 is preferably a methyl group. wherein R 1 is a substituted or unsubstituted, straight chain or branched alkyl group having 2 to 10 carbon atoms; R 2 is a substituted or unsubstituted, straight chain or branched alkyl group having fewer carbon atoms than R 1 ; and R 3 and R 4 , which may be the same or different, are each a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, or R 3 and R 4 are taken together to form a saturated or unsaturated ring. wherein R 1 and R 2 are as defined above; and R 5 is a monovalent substituent.

  公开了一种由式（1）表示的光学活性的2,3-双(二烷基膦基)吡嗪衍生物。该吡嗪衍生物最好是由式（2）表示的喹啉衍生物。在式（1）和（2）中，R1最好是叔丁基或金刚烷基，R2最好是甲基。 其中，R1是取代或未取代的，具有2至10个碳原子的直链或支链烷基基团；R2是取代或未取代的，碳原子比R1少的直链或支链烷基基团；R3和R4，可以相同也可以不同，分别是氢原子或具有1至6个碳原子的烷基基团，或者R3和R4一起形成饱和或不饱和环。 其中，R1和R2如上所定义；R5是一价取代基。
• Aspects of the coordination chemistry of rac-trans-1,2-diphosphinocyclohexane and the preparation of reinforced 9aneP₃ and 9anePN₂ macrocycles
  作者：Peter G. Edwards、Benson M. Kariuki、Paul D. Newman、Huw A. Tallis、Craig Williams

  DOI：10.1039/c4dt02239d

  日期：——

  Rac,trans-1,2-diphosphinocyclohexane (t-chxnP₂) has been prepared and coordinated to Cu(i), Ag(i), Fe(ii) and Mn(i) and the latter two metals used as templates for the formation of structurally reinforced 9aneP₃ and 9anePN₂ macrocycles.

  Rac，trans-1,2-二膦环己烷（t-chxnP2）已经制备并与Cu(I)，Ag(I)，Fe(II)和Mn(I)配位，并且后两种金属被用作结构加固9aneP3和9anePN2大环形成的模板。
• Synthesis, structure and butadiene polymerization behavior of CoCl2(PRxPh3−x)2 (R=methyl, ethyl, propyl, allyl, isopropyl, cyclohexyl; x=1, 2). Influence of the phosphorous ligand on polymerization stereoselectivity
  作者：Giovanni Ricci、Alessandra Forni、Aldo Boglia、Anna Sommazzi、Francesco Masi

  DOI：10.1016/j.jorganchem.2005.02.012

  日期：2005.3

  cobalt(II) phosphine complexes have been synthesized by reacting cobalt(II) chloride with various mono- and diphenylalkylphosphines (PRxPh3 − x; R = methyl, ethyl, allyl, propyl, isopropyl, cyclohexyl; x = 1, 2). For some of these complexes single crystals were obtained and their molecular structure, were determined by X-ray diffraction method. All the complexes were then used in association with MAO for

  通过使氯化钴（II）与各种单和二苯基烷基膦（PR x Ph 3-  x ; R =甲基，乙基，烯丙基，丙基，异丙基，环己基; x = 1、2）。对于其中的一些配合物，获得了单晶，并通过X射线衍射法确定了它们的分子结构。然后将所有的配合物与MAO一起用于1，3-丁二烯的聚合反应，发现它们具有极高的活性。根据结合到钴原子上的膦配体的类型，主要得到具有不同立规度（主要是间同或间同立构）的1,2种聚合物。报告了基于先前提出的二烯聚合机理对该特定行为的解释。
• Macrocyclic ligands and their complexes for bifunctional molecular catalysis
  申请人：Los Alamos National Security, LLC

  公开号：US10487100B1

  公开（公告）日：2019-11-26

  Disclosed herein are embodiments of chiral and achiral macrocyclic polydentate ligands and methods of preparing the same. Disclosed herein are also embodiments of metal coordination complexes derived from these macrocyclic polydentate ligands and methods of preparing the same. The metal coordination complexes described herein, can be used for a variety of catalytic reactions, including hydrogenation and transfer hydrogenation of unsaturated organic compounds, dehydrogenation of alcohols and boranes, an asymmetric Michael-type addition reaction, or an aerobic oxidative kinetic resolution of an organic compound, dehydrogenative couplings and other catalytic transformations.

  本文揭示了手性和无手性的大环多齿配体的实施方式以及其制备方法。本文还揭示了从这些大环多齿配体衍生的金属配位络合物的实施方式以及其制备方法。本文描述的金属配位络合物可用于各种催化反应，包括不饱和有机化合物的加氢和转移加氢、醇和硼烷的脱氢、不对称的迈克尔加成反应，或有机化合物的氧化动力学分辨、脱氢偶联和其他催化转化。
• Chiral porphyrins, chiral metalloporphyrins, and methods for synthesis of the same
  申请人：Zhang Peter X.

  公开号：US20050124596A1

  公开（公告）日：2005-06-09

  Novel methods of synthesizing heteroatom-containing chiral porphyrins and chiral metalloporphyrins and the novel chiral porphyrins and chiral metalloporphyrins themselves are disclosed. Metal complexes of the chiral porphyrins are prepared in high yields and shown to be active catalysts for highly enantioselective and diastereoselective cyclopropanation, aziridination, and epoxidation of alkenes under a practical one-pot protocol.

  揭示了合成含杂原子手性卟啉和手性金属卟啉的新方法，以及这些新型手性卟啉和手性金属卟啉本身。手性卟啉的金属配合物以高产率制备，并被证明是高度对映选择性和顺反异构选择性的催化剂，可在实用的一锅法协议下用于烯烃的环丙烷化、环氧化和环氧化反应。