氘代3-氨基-5-吗啉-4-甲基-恶唑-2-啉酮 | 15573-38-3

• 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 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 氘代3-氨基-5-吗啉-4-甲基-恶唑-2-啉酮
• 中文别名: 三(三甲硅烷基)膦；三（三甲基甲硅烷基）膦；三(三甲硅基)膦；[三(三甲硅基)]磷
• 英文名称: Tris(trimethylsilyl)phosphane
• 英文别名: tris(trimethylsilyl)phosphine
• CAS: 15573-38-3
• 化学式: C₉H₂₇PSi₃
• mdl: MFCD00015487
• 分子量: 250.544
• InChiKey: OUMZKMRZMVDEOF-UHFFFAOYSA-N

物化性质

• 熔点：
  24 °C
• 沸点：
  243-244 °C(lit.)
• 密度：
  0.863 g/mL at 25 °C(lit.)
• 闪点：
  -18°C
• 溶解度：
  pentane, hexanes, methylene chloride, benzene, toluene, and acetonitrile.
• 稳定性/保质期：
  常温常压下稳定，避免与氧化物和空气接触。

计算性质

• 辛醇/水分配系数(LogP)：
  4.47
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• TSCA：
  No
• 危险等级：
  4.2
• 危险品标志：
  F,Xi
• 安全说明：
  S16,S26,S27,S28,S36,S36/37/39,S37,S39
• 危险类别码：
  R17
• WGK Germany：
  3
• 海关编码：
  29310099
• 危险品运输编号：
  UN 2845 4.2/PG 1
• 包装等级：
  I
• 危险类别：
  4.2
• 危险标志：
  GHS02,GHS07
• 危险性描述：
  H250,H315,H319,H335
• 危险性防范说明：
  P210,P280,P302 + P334,P305 + P351 + P338,P370 + P378,P422
• 储存条件：
  常温条件下应保持密闭、避光、通风和干燥，并在惰性气体环境中存放。

SDS

Name:	[tris(trimethylsilyl)]phosphine 98% Material Safety Data Sheet
Synonym:
CAS:	15573-38-3

Section 1 - Chemical Product MSDS Name:[tris(trimethylsilyl)]phosphine 98% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
15573-38-3	[Tris(trimethylsilyl)]phosphine, 98%	98	unlisted

Hazard Symbols: F
Risk Phrases: 17

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Spontaneously flammable in air.Highly flammable.
Potential Health Effects
Eye:
May cause chemical conjunctivitis and corneal damage.
Skin:
May cause irritation and dermatitis. May cause cyanosis of the extremities.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. Ingestion of large amounts may cause CNS depression.
Inhalation:
Aspiration may lead to pulmonary edema. Vapors may cause dizziness or suffocation. May cause burning sensation in the chest.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.
Skin:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
Evacuate area and fight fire from a safe distance. As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Vapors may form an explosive mixture with air. Vapors can travel to a source of ignition and flash back. May burn with invisible flame. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water spray to keep fire-exposed containers cool. Water may be ineffective. Material is lighter than water and a fire may be spread by the use of water. Spontaneously ignitable in air. Will be easily ignited by heat, sparks or flame.
Containers may explode if exposed to fire.
Extinguishing Media:
Use dry sand or earth to smother fire. For small fires, use dry chemical, carbon dioxide, water spray or alcohol-resistant foam. In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. Water may be ineffective. Water may spread fire. If water is the only media available, use in flooding amounts.
For large fires, use water spray, fog or alcohol-resistant foam. Do NOT use straight streams of water. Contact professional fire-fighters immediately. Cool containers with flooding quantities of water until well after fire is out.

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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. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Remove all sources of ignition. Use a spark-proof tool. Isolate area and deny entry. Place under an inert atmosphere. Do not use combustible materials such as paper towels to clean up spill. A vapor suppressing foam may be used to reduce vapors.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use only in a well-ventilated area. Minimize dust generation and accumulation. Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Avoid contact with eyes, skin, and clothing. Avoid contact with skin and eyes. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep away from heat, sparks and flame. Avoid ingestion and inhalation. Handle under an inert atmosphere. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
Storage:
Keep away from heat, sparks, and flame. Keep away from heat and flame. Keep away from sources of ignition. Store in a cool, dry place. Keep container closed when not in use. Flammables-area. Keep refrigerated. (Store below 4C/39F.) Keep containers tightly closed. Do not expose to air. Store under an inert atmosphere.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use explosion-proof ventilation equipment. Use adequate ventilation to keep airborne concentrations low. Use adequate general or local exhaust ventilation to keep airborne concentrations below the permissible exposure limits. Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels. Use adequate general or local explosion-proof ventilation to keep airborne levels to acceptable levels.
Exposure Limits CAS# 15573-38-3: United Kingdom, WEL - TWA: (listed as silica, amorphous): 6 mg/m3 (inhalable dust); 2.4 mg/m3 TWA (respirable dust) United Kingdom, WEL - STEL: (listed as silica, amorphous): 18 mg/ STEL (inhalable dust); 7.2 mg/m3 STEL (respirable dust) Russia: (listed as silica, amorphous): 1 mg/m3 TWA Personal Protective Equipment Eyes: Wear safety glasses and chemical goggles if splashing is possible. Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves and clothing to prevent skin exposure. Wear appropriate gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
Respirators:
Wear a NIOSH/MSHA or European Standard EN 149 approved full-facepiece airline respirator in the positive pressure mode with emergency escape provisions. 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: Clear liquid
Color: clear, colorless
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 243.0 - 244.0 deg C
Freezing/Melting Point: 24 deg C
Autoignition Temperature: 20 deg C ( 68.00 deg F)
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: .8630g/cm3
Molecular Formula: C9H27PSi3
Molecular Weight: 250.54

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures. Powder or liquid is pyrophoric.
Conditions to Avoid:
Incompatible materials, ignition sources, dust generation, exposure to air, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 15573-38-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
[Tris(trimethylsilyl)]phosphine, 98% - 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: FLAMMABLE LIQUID, N.O.S.*
Hazard Class: 3
UN Number: 1993
Packing Group: II
IMO
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3.2
UN Number: 1993
Packing Group: II
RID/ADR
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: F
Risk Phrases:
R 17 Spontaneously flammable in air.
Safety Phrases:
S 9 Keep container in a well-ventilated place.
S 16 Keep away from sources of ignition - No
smoking.
S 33 Take precautionary measures against static
discharges.
WGK (Water Danger/Protection)
CAS# 15573-38-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 15573-38-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 15573-38-3 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：

  氘代3-氨基-5-吗啉-4-甲基-恶唑-2-啉酮 在 甲醇 作用下， 反应 10.0h， 以70%的产率得到bis(trimethylsilyl)phosphine
  参考文献：
  名称：

  磷环烷基二酮：6和7员环二酮膦基的合成和配位行为。

  摘要：

  戊二酰氯和己二酰氯与双（甲硅烷基）膦RP（SiMe3）2（R = Me，nBu，tBu，Ph，Mes）容易缩合，仅得到磷环烷基二酮（CH2）n（C [双键，长度为m -破] O）2 PR（n ＝ 3、4）。在光谱上表征，对于R = Ph，在结晶学上为Mes（n = 3）表征，大环在溶液中呈构象流动，并且对水分敏感。尽管看似对磷的化学氧化具有抗性，但很容易实现配位，如反式-[Pt（PEt3）{P（Ph）（CO）2（CH2）3} Cl2]和一系列五羰基钨配合物的分离所示，通过结晶学，红外光谱和NMR光谱对其进行表征。这些数据共同表明，大环是相对弱的σ供体，没有明显的π受体特征。

  DOI：

  10.1039/d0dt00864h
• 作为产物：
  描述：

  三甲基氯硅烷 在 磷化氢 、 NaK alloy 作用下， 以 乙二醇二甲醚 为溶剂， 生成 氘代3-氨基-5-吗啉-4-甲基-恶唑-2-啉酮
  参考文献：
  名称：

  新型四甲基phosph二氯二甲基铝酸酯的合成及X射线晶体结构

  摘要：

  三（三甲基甲硅烷基）膦与二甲基氯化铝在1,2-二甲氧基乙烷（一甘醇二甲醚）中的反应显示出重要的结构作用，导致新型四甲基phospho二氯二甲基铝酸盐和已知的二聚化合物（bis（2,2-甲氧基-乙醇基-O，O'）-四甲基-二铝）。新形成的四甲基phospho二氯二甲基铝酸盐[（CH 3）4 P] + [（CH 3）2 AlCl 2 ] -在单斜空间群P2 1中结晶。/ c，具有晶格常数a = 7.522，b = 11.644，c = 14.841Å和β= 99.32°的晶胞包括四个公式单位。键长的平均值为PC 1.787Å，Al-Cl 2.224Å和Al-C 1.966Å。磷和铝都被有机he基阳离子和有机铝基阴离子四面体包围。二氯二甲基铝酸酯阴离子的几何形状显示变形的四面体。

  DOI：

  10.1080/24701556.2020.1729192
• 作为试剂：
  描述：

  N,N-二乙基-4-氟苯磺酰胺 在 氘代3-氨基-5-吗啉-4-甲基-恶唑-2-啉酮 、 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以94%的产率得到tris[4,4',4''-(N,N-diethylbenzenesulfonamido)phenyl]phosphine
  参考文献：
  名称：

  Fluoride catalyzed P–aryl-coupling—a mild approach to functionalized arylphosphines

  摘要：

  经过温和的氟化物催化磷-碳偶联反应，可以从氟代芳烃和硅烷化的膦高效地获得高产率的官能化三芳基膦和二芳基烷基膦。该反应所需的溶剂最少，并且可以在不遇到问题的情况下应用于公斤级规模的多种官能化膦的合成。与在超碱介质中进行的膦合成不同，反应过程中没有盐的形成，从而简化了后续处理流程。

  DOI：

  10.1039/c1nj20448c

文献信息

• Radical synthesis of trialkyl, triaryl, trisilyl and tristannyl phosphines from P4
  作者：Brandi M. Cossairt、Christopher C. Cummins

  DOI：10.1039/c0nj00124d

  日期：——

  A reaction scheme has been devised according to 3 RX + 3 Ti(III) + 0.25 P4 → PR3 + 3 XTi(IV), wherein RX = PhBr, CyBr, Me3SiI or Ph3SnCl, with contrasting results in the case of more hindered RX. The scheme accomplishes the direct radical functionalization of white phosphorus without the intermediacy of PCl3.

  已设计出一种反应方案：3 RX + 3 Ti(III) + 0.25 P4 → PR3 + 3 XTi(IV)，其中RX = PhBr、CyBr、Me3SiI或Ph3SnCl，针对空间位阻更大的RX情况，反应结果有显著差异。该方案实现了白磷的直接自由基功能化，无需经过PCl3中间体。
• Reactivity of R₂AlH (R = Me, Buⁱ) and Me₃M (M = Al, Ga, In) toward the Silylphosphines P(SiMe₃)₃ and HP(SiMe₃)₂
  作者：Larry K. Krannich、Charles L. Watkins、Steven J. Schauer、Charles H. Lake

  DOI：10.1021/om9604177

  日期：1996.9.17

  The reactivities of Me2AlH with P(SiMe3)3 and of Me3M (M = Al, Ga, In) and Bui2AlH with P(SiMe3)3 and HP(SiMe3)2 were monitored with multinuclear NMR to determine the trend for adduct formation and establish the role that the Me and Bui moieties and M play in influencing the nature of the possible 1,2-elimination product. 1:1 adducts were obtained in the Me3M/P(SiMe3)3 systems with no tendency toward

  用多核监测了Me 2 AlH与P（SiMe 3）3和Me 3 M（M = Al，Ga，In）和Bu i 2 AlH与P（SiMe 3）3和HP（SiMe 3）2的反应性。 NMR确定加合物形成的趋势，并确定Me和Bu i部分和M在影响可能的1,2-消除产物的性质中所起的作用。在Me 3 M / P（SiMe 3）3中获得1：1的加合物系统没有趋向于室温，1,2-消除反应性的趋势。在100°C下进行热解可得到以下反应，以消除SiMe 4：Me 3 In·P（SiMe 3）3 > Me 3 Ga·P（SiMe 3）3 >> Me 3 Al·P（SiMe 3）3。对于Me 3 M / HP（SiMe 3）2系统，只有Me 3 Al产生可分离的加合物，加热后消除CH 4形成[Me 2 AlP（SiMe 3）2 ] 2。。尽管NMR光谱数据表明在Me 3 Ga和Me 3 In系统中形成了加合物，但是这些经过CH
• Cation Exchange Induced Transformation of InP Magic-Sized Clusters
  作者：Jennifer L. Stein、Molly I. Steimle、Maxwell W. Terban、Alessio Petrone、Simon J. L. Billinge、Xiaosong Li、Brandi M. Cossairt

  DOI：10.1021/acs.chemmater.7b03075

  日期：2017.9.26

  Magic-sized clusters (MSCs) can provide valuable insight into the atomically precise progression of semiconductor nanocrystal transformations. We report the conversion of an InP MSC to a Cd3P2 MSC through a cation exchange mechanism and attempt to shed light on the evolution of the physical and electronic structure of the clusters during the transformation. Utilizing a combination of spectroscopic (NMR/UV–vis) and structural characterization (ICP-OES/MS/PXRD/XPS/PDF) tools, we demonstrate retention of the original InP MSC crystal lattice as Z-type ligand exchange initially occurs. Further cation exchange induces lattice relaxation and a significant structural rearrangement. These observations contrast with reports of cation exchange in InP quantum dots, indicating unique reactivity of the InP MSC.

  魔法尺寸簇（MSC）可以为半导体纳米晶体转变的原子级精确进程提供宝贵的见解。我们报告了通过阳离子交换机制将InP MSC转化为Cd3P2 MSC，并尝试阐明转变过程中簇的物理和电子结构演变。利用光谱（NMR/紫外–可见光）和结构表征（ICP-OES/MS/PXRD/XPS/PDF）工具的结合，我们表明在Z型配体交换最初发生时，原始InP MSC晶格得以保留。进一步的阳离子交换会导致晶格松弛和显著的结构重排。这些观察结果与关于InP量子点阳离子交换的报告形成对比，表明InP MSC具有独特的反应性。
• 1-Heteroakylation of tris(trimethylsilyl)phosphine
  作者：Andrey A. Prishchenko、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Valery S. Petrosyan

  DOI：10.1002/hc.20636

  日期：——

  1-heteroalkylation of the tris-(trimethylsilyl)phosphine was thoroughly investigated using heterosubstituted methylamines, chloromethyl alkyl ethers, methyl chloroformate, paraformaldehyde, and dialkylformamides. Convenient methods for the synthesis of tris(dialkylaminomethyl)phosphines, tris(alkoxymethyl)phosphines, tris(methoxycarbonyl) phosphine, and several phosphaethylenes were proposed on the basis

  使用杂取代的甲胺、氯甲基烷基醚、氯甲酸甲酯、多聚甲醛和二烷基甲酰胺对三（三甲基甲硅烷基）膦的 1-杂烷基化进行了彻底研究。合成三（二烷基氨基甲基）膦、三（烷氧基甲基）膦、三（甲氧基羰基）膦和几种膦亚乙基的便捷方法基于三（三甲基甲硅烷基）膦作为一种有价值的合成子的 1-杂烷基化被提出。© 2010 Wiley Periodicals, Inc. 杂原子化学 21:441–445, 2010; 在 wileyonlinelibrary.com 上在线查看这篇文章。DOI 10.1002/hc.20636
• Sterically Encumbered Tris(trialkylsilyl) Phosphine Precursors for Quantum Dot Synthesis
  作者：Hashini B. Chandrasiri、Eun Byoel Kim、Preston T. Snee

  DOI：10.1021/acs.inorgchem.0c02440

  日期：2020.11.2

  improved, but not to the levels realized in CdSe QDs. Regardless, these reagents have other positive attributes; they are less pyrophoric and can be applied toward the synthesis of II–V semiconductors and organophosphorus compounds. Concerning safe practices, we demonstrate that ammonium bifluoride is an effective replacement for highly toxic HF for the post-treatment of III–V semiconductor quantum

  具有窄尺寸分布的纳米材料的合成具有挑战性，特别是对于III–V半导体纳米颗粒（也称为量子点）。关于磷化物，这个问题主要归因于反应过度的前体的使用。由于用于III–V半导体合成的有效试剂范围狭窄，问题变得更加严重。我们报道了在InP量子点（QD）合成中使用空间受限的三（三乙基甲硅烷基）膦和三（三丁基甲硅烷基）膦。假设是这些试剂的反应性不如近乎普遍的前体三（三甲基甲硅烷基）膦，可用于制造更均匀的材料。发现InP产品的量子产率和发射色饱和度（fwhm）有所提高，但未达到CdSe量子点中实现的水平。而不管，这些试剂还有其他积极特性；它们的自发性较低，可用于II-V半导体和有机磷化合物的合成。关于安全实践，我们证明了氟化氢可以有效替代高毒性的HF，用于III-V半导体量子点的后处理。