三乙基膦 | 554-70-1

• 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 - 有机磷化合物 - 有机膦及其衍生物
• 中文名称: 三乙基膦
• 中文别名: 三乙基磷
• 英文名称: triethylphosphine
• 英文别名: triethylphosphane；PEt3；triethylphosphorus
• CAS: 554-70-1
• 化学式: C₆H₁₅P
• mdl: MFCD00009256
• 分子量: 118.159
• InChiKey: RXJKFRMDXUJTEX-UHFFFAOYSA-N

物化性质

• 熔点：
  -88°C
• 沸点：
  127-128 °C(lit.)
• 密度：
  0.88 g/mL at 20 °C
• 闪点：
  1 °F
• 物理描述：
  Colorless liquid with an odor of hyacinths; [Merck Index] Pungent odor; [Alfa Aesar MSDS]
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与不相容的材料接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  7
• 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

ADMET

毒理性

• 毒性数据

小鼠（肺）> 1000 mg/m³/10分钟

LC (mouse) > 1,000 mg/m3/10min

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• TSCA：
  Yes
• 危险等级：
  4.2
• 危险品标志：
  F,C
• 安全说明：
  S16,S26,S33,S36/37/39,S45,S7/9
• 危险类别码：
  R17,R34,R11
• WGK Germany：
  3
• 危险品运输编号：
  UN 2924 3/PG 2
• 危险类别：
  4.2
• RTECS号：
  SZ3400000
• 包装等级：
  I
• 危险标志：
  GHS02,GHS05,GHS07,GHS08
• 危险性描述：
  H225,H250,H302,H314,H335,H351
• 危险性防范说明：
  P210,P231,P280,P305 + P351 + P338,P370 + P378,P422
• 储存条件：
  密封储存于阴凉、干燥的库房，并常用惰性气体保护。应远离氧化剂和易燃物质。

SDS

Name:	Triethylphosphine 99% Material Safety Data Sheet
Synonym:
CAS:	554-70-1

Section 1 - Chemical Product MSDS Name:Triethylphosphine 99% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
554-70-1	Triethylphosphine	99%	209-068-8

Hazard Symbols: Not available.
Risk Phrases:

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
The toxicological properties of this material have not been investigated. Use appropriate procedures to prevent opportunities for direct contact with the skin or eyes and to prevent inhalation.

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Section 4 - FIRST AID MEASURES
Eyes: Not available.
Skin:
Not available.
Ingestion:
Not available.
Inhalation:
Not available.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
Not available.
Extinguishing Media:
Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
NFPA Rating: Not published.
Explosion Limits, Lower: Not available.
Upper: Not available.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Not available.

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Section 7 - HANDLING and STORAGE
Handling:
Not available.
Storage:
Flammables-area.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Personal Protective Equipment Eyes: Not available.
Skin:
Not available.
Clothing:
Not available.
Respirators:
Not available.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Not available.
Appearance: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Vapor Density: Not available.
Evaporation Rate: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Decomposition Temperature: Not available.
Solubility: Not available.
Specific Gravity/Density: Not available.
Molecular Formula: Not available.
Molecular Weight: Not available.

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Not available.
Incompatibilities with Other Materials:
Not available.
Hazardous Decomposition Products:
Not available.
Hazardous Polymerization: Not available.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 554-70-1: SZ3400000 LD50/LC50:
Not available.
Carcinogenicity:
Triethylphosphine - Not listed by ACGIH, IARC, NIOSH, NTP, or OSHA.
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION
For further information, contact Fisher Scientific.

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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

CDG/CPL
IMO
Not regulated as a hazardous material.
IATA
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.
Canadian TDG
No information available.

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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:
WGK (Water Danger/Protection)
CAS# 554-70-1:
Canada
CAS# 554-70-1 is listed on Canada's DSL/NDSL List.
WHMIS: Not available.
CAS# 554-70-1 is not listed on Canada's Ingredient Disclosure List.
Exposure Limits
US FEDERAL
TSCA
CAS# 554-70-1 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途

三乙基膦广泛用于活化和络合过渡金属离子，在有机金属催化的化学反应中表现出良好的应用价值。此外，三乙基膦自身也可作为有机膦催化剂使用，有研究显示在特定条件下，它能够催化不饱和键的硼化反应。

反应信息

• 作为反应物：
  描述：

  三乙基膦 在 六氯环三磷腈 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以94.7%的产率得到
  参考文献：
  名称：

  一种基于六氯环三磷腈的超支化离子液体及 其作为阻燃剂的应用

  摘要：

  本发明提供了一种合成基于HCCP的超支化离子液体阻燃剂的方法，该方法利用HCCP与三烷基叔胺、三烷基磷、N‑烷基咪唑反应实现离子化，然后利用含有不同阴离子的盐如四氟硼酸钠、六氟磷酸钾、双三氟甲基磺酰亚胺锂等进行离子交换得到不同阴离子的超支化离子液体阻燃剂，实现HCCP与离子液体的协同阻燃。本发明所合成的基于HCCP的超支化离子液体可用于各类聚合物中作为阻燃剂使用。

  公开号：

  CN104558046B
• 作为产物：
  描述：

  trans-chlorohydridobis(triethylphosphine)platinum(II) 在 TlNO₃ 作用下， 以 四氢呋喃 、 水 、 乙腈 、 苯 为溶剂， 生成 三乙基膦
  参考文献：
  名称：

  Syntheses, reactions, and molecular structures of trans-hydrido(phenylamido)bis(triethylphosphine)platinum(II) and trans-hydridophenoxobis(triethylphosphine)platinum(II)

  摘要：

  DOI：

  10.1021/ja00195a031
• 作为试剂：
  描述：

  2-苯基丙酸 在 [双(2-甲氧基乙基)胺]三氟化硫 sodium azide 、 TEA 、 三乙基膦 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 30.0h， 以85%的产率得到α-甲基苯腈
  参考文献：
  名称：

  Controlled conversion of phenylacetic acids to phenylacetonitriles or benzonitriles using bis(2-methoxyethyl)aminosulfur trifluoride

  摘要：

  A mild, efficient, and practical method for the one-step synthesis of benzonitriles from phenylacetic acids using bis(2-methoxyethyl)aminosulfur trifluoride is described. The reaction was easily extended to the synthesis of the corresponding phenylacetonitriles by inclusion of triethylphosphine. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.090

文献信息

• Co-ordination chemistry of higher oxidation states. Part 23. Synthesis and properties of tetrahalogenoiridium(IV) complexes, [IrL2X4][X = Cl or Br; L = pyridine, PR3, AsR3, SbR3, SR2, or SeR2]. Crystal and molecular structure of trans-[Ir(AsEt3)2Br4]
  作者：Robert A. Cipriano、William Levason、Derek Pletcher、Nigel A. Powell、Michael Webster

  DOI：10.1039/dt9870001901

  日期：——

  them from chemical syntheses. Cyclic voltammograms for [RhL2Cl4]–(L = PEt3, SMe2, SeMe2, or py) show that oxidation occurs at more positive potentials, but the rhodium(IV) complexes are unstable. Neutral iridium(III) complexes [IrL3X3] are not oxidised by X2 or HNO3, and possible reasons for this and the crucial role of the [IrL2X4]– intermediates in the preparation of [IrL2X4] are discussed.

  铱（III）阴离子的反式- [IRL 2氯4 ] - [L =吡啶（PY），PET 3，PET 2 PH，PEtPh 2，ASET 3，ASME 2 PH，SMe的2，或SEME 2 ]已制备并用氯氧化为紫色铱（IV）反式-[IrL 2 Cl 4 ]。深绿色反式-[IrL 2 Br 4 ]（L = py ，PEt 3，PMe 2 Ph，AsEt 3，AsMe 2从反式-[IrL 2 Br 4 ] -和Br 2或HNO 3相似地获得Ph或SMe 2）。[IrL 2 Cl 4 ]（L = PPh 3 AsPh 3或SbPh 3）直接由IrCl 3 · n H 2 O + 2L制备，然后氯化生成的中间体[（IrL 2 Cl 3）n ]；顺式-[IrL 2 Cl 4 ]（L = py或SbMe 3）和还描述了反式-[IrL 2 X 4 ] –（L = TeMe 2，X = Cl； L = SeMe
• [EN] OXIME ESTER PHOTOINITIATORS<br/>[FR] PHOTO-INITIATEURS À BASE D'ESTER D'OXIME
  申请人：BASF SE

  公开号：WO2021175855A1

  公开（公告）日：2021-09-10

  Disclosed are α-oxo oxime ester compounds based on carbazole derivatives which have specific substituent groups useful as a photoinitiator, as well as photopolymerizable compositions comprising said photoinitiator and ethylenically unsaturated compounds. The photopolymerizable compositions are useful, for example, in photoresist formulations for display applications, e.g. liquid crystal display (LCD), organic light emitting diode (OLED) and touch panel.

  揭示了基于咔唑衍生物的α-氧代肟酯化合物，其具有特定取代基，可用作光引发剂，以及包括所述光引发剂和乙烯不饱和化合物的光聚合组合物。这些光聚合组合物可用于例如显示应用的光阻配方，例如液晶显示器（LCD）、有机发光二极管（OLED）和触摸面板。
• Cucurbit[7]urilhost–guest complexes of cholines and phosphonium cholines in aqueous solution
  作者：Ian W. Wyman、Donal H. Macartney

  DOI：10.1039/b917610a

  日期：——

  The neutral host cucurbit[7]uril forms very stable complexes with a series of cationic cholines (R3NCH2CH2OR′+) and their phosphonium analogues (R3PCH2CH2OR′+) (R3 = Me3, Et3, or Me2Bz, or R3N = quinuclidinium, and R′ = H, COCH3, CO(CH2)2CH3, or PO3H), and (±)-carnitine, in aqueous solution. The complexation behaviour has been investigated using 1H and 31P NMR spectroscopies, and ESI mass spectrometry. The complexation-induced chemical shift changes of the guests clearly indicate the effects of replacing the N(CH3)3+ end group by P(CH3)3+, and changing the nature of R on the position of the guest with respect to the CB[7] cavity and its polar portal-lining carbonyl groups. This study demonstrates that molecular recognition of cholines in aqueous solution is achievable with a neutral host without the need for aromatic walls for cation–π interactions.

  中性主体瓜环[7]与一系列阳离子胆碱（R3NCH2CH2OR' +）及其膦鎓类似物（R3PCH2CH2OR' +）（R3 = Me3、Et3、Me2Bz，或R3N =奎宁环鎓，R' = H、COCH3、CO(CH2)2CH3、或PO3H）以及（±）-肉碱在水溶液中形成非常稳定的复合物。利用1H和31P核磁共振波谱学以及ESI质谱法研究了复合行为。客体分子的复合诱导化学位移变化清楚地表明了通过P(CH3)3+取代N(CH3)3+末端基团以及改变R的性质对客体相对于CB[7]腔体及其极性门户面羰基位置的影响。这一研究表明，无需利用芳香壁进行阳离子-π相互作用，即可实现水溶液中对胆碱的分子识别。
• [EN] AGENT FOR PREVENTING OR TREATING NEUROPATHY<br/>[FR] AGENT POUR LA PRÉVENTION OU LE TRAITEMENT DE NEUROPATHIE
  申请人：TAKEDA CHEMICAL INDUSTRIES LTD

  公开号：WO2004039365A1

  公开（公告）日：2004-05-13

  The present invention provides an agent for preventing or treating neuropathy having superior action and low toxicity. This agent comprises a compound represented by the formula:wherein ring A is a 5-membered aromatic heterocycle containing 2 or more nitrogen atoms, which may further have substituent(s);B is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group;X is a divalent acyclic hydrocarbon group;Z is -O-, -S-, -NR2-, -CONR2- or -NR2CO- (R2 is a hydrogen atom or an optionally substituted alkyl group);Y is a bond or a divalent acyclic hydrocarbon group;R1 is an optionally substituted cyclic group, an optionally substituted amino group or an optionally substituted acyl group, provided that when the 5-membered aromatic heterocycle represented by ring A is imidazole, then Z should not be -O-, or a salt thereof.

  本发明提供了一种具有优越作用和低毒性的预防或治疗神经病的药剂。该药剂包括一个由以下式表示的化合物：其中环A是含有2个或更多氮原子的5元芳香杂环，可能进一步具有取代基；B是一个可选择取代的碳氢基团或可选择取代的杂环基团；X是二价的无环碳氢基团；Z是-O-，-S-，-NR2-，-CONR2-或-NR2CO-（R2是氢原子或可选择取代的烷基基团）；Y是键或二价的无环碳氢基团；R1是可选择取代的环基团，可选择取代的氨基团或可选择取代的酰基团，但当环A表示的5元芳香杂环是咪唑时，Z不应为-O-，或其盐。
• Synthesis of 4-ketocyclopentene and cyclopentadiene compounds
  申请人：——

  公开号：US20020002308A1

  公开（公告）日：2002-01-03

  A process for forming 4-ketocyclopentene and substituted 4-ketocyclopentene compounds starting from the corresponding 1-carbohydrocarbyloxy-2-keto-4-hydroxy-5-cyclopentene by reduction followed by decarboxylation using zinc dichloride or zinc dibromide. The ketone may thereafter be converted to a cyclopentadiene compound by reducing the ketone to form an alcohol, replacing the hydroxyl functionality of the alcohol under substitution conditions with a leaving group, and deprotonating the resulting product under base induced elimination conditions to form the cyclopentadiene compound. Alternatively functionalized cyclopentadienyl compounds can be produced without isolation of an unsubstituted cyclopentadienyl compound by combining the elimination and deprotonation steps with a replacement step in a single unit operation.

  从相应的1-碳氢烷氧基-2-酮-4-羟基-5-环戊烯开始，通过还原后脱羧，使用氯化锌或溴化锌形成4-酮环戊烯和取代的4-酮环戊烯化合物的过程。然后，可以通过将酮还原形成醇，用取代条件下的离去基取代醇的羟基官能团，并在碱诱导的消除条件下去质子化所得产物以形成环戊二烯化合物。或者，可以通过将消除和去质子化步骤与替换步骤结合在单个单元操作中，而无需分离未取代的环戊二烯基化合物来生产功能化的环戊二烯基化合物。

表征谱图