二乙基膦 | 627-49-6

• 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
• 中文名称: 二乙基膦
• 中文别名: 二乙膦
• 英文名称: Diethylphosphine
• 英文别名: diethylphosphane
• CAS: 627-49-6
• 化学式: C₄H₁₁P
• 分子量: 90.1051
• InChiKey: VZZJVOCVAZHETD-UHFFFAOYSA-N

物化性质

• 沸点：
  85°C
• 密度：
  0,786 g/cm3
• 稳定性/保质期：
  远离空气、水和氧化剂。

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  5
• 可旋转键数：
  2
• 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

• 危险类别码：
  R17,R34
• 危险品运输编号：
  UN 2924
• 海关编码：
  2931900090

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Diethylphosphine
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 627-49-6
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Pyrophoric liquids (Category 1), H250
Acute toxicity, Inhalation (Category 4), H332
Acute toxicity, Dermal (Category 4), H312
Acute toxicity, Oral (Category 4), H302
Skin corrosion (Category 1B), H314
Serious eye damage (Category 1), H318
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
F, C Highly flammable, Corrosive R17, R34, R20/21/22
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Danger
Hazard statement(s)
H250 Catches fire spontaneously if exposed to air.
H302 Harmful if swallowed.
H312 Harmful in contact with skin.
H314 Causes severe skin burns and eye damage.
H332 Harmful if inhaled.
Precautionary statement(s)
P222 Do not allow contact with air.
P231 Handle under inert gas.
P280 Wear protective gloves/ protective clothing/ eye protection/ face
protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P310 Immediately call a POISON CENTER or doctor/ physician.
P422 Store contents under inert gas.
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C4H11P
Molecular Weight : 90,10 g/mol
CAS-No. : 627-49-6
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
Diethylphosphine
Pyr. Liq. 1; Acute Tox. 4; Skin -
Corr. 1B; Eye Dam. 1; H250,
H302, H312, H314, H332
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
Diethylphosphine
F, C, R17 - R34 - R20/21/22 -
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Take off contaminated clothing and shoes immediately. Wash off with soap and plenty of water. Consult a
physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with
water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, Oxides of phosphorus
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapours, mist or gas. Ensure adequate ventilation.
Evacuate personnel to safe areas.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and
place in container for disposal according to local regulations (see section 13).
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Keep away from sources of ignition - No smoking.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Handle and store under inert gas. Air sensitive. Stench.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Tightly fitting safety goggles. Faceshield (8-inch minimum). Use equipment for eye protection
tested and approved under appropriate government standards such as NIOSH (US) or EN
166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands. Protective gloves against thermal risks
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, Flame retardant antistatic protective clothing, The type
of protective equipment must be selected according to the concentration and amount of the
dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: liquid
b) Odour pungent
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and 85 °C
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density 0,782 g/cm3
n) Water solubility insoluble
o) Partition coefficient: n- log Pow: 1,950
octanol/water
p) Auto-ignition Catches fire spontaneously if exposed to air.
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
Reacts violently with water.
Conditions to avoid
Heat. Air Air sensitive.
Incompatible materials
Organic materials, Oxidizing agents, Halogens
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
Inhalation of vapors may cause:, Headache, Dizziness

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SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting
as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal
company.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: 2845 IMDG: 2845 IATA: 2845
UN proper shipping name
ADR/RID: PYROPHORIC LIQUID, ORGANIC, N.O.S. (Diethylphosphine)
IMDG: PYROPHORIC LIQUID, ORGANIC, N.O.S. (Diethylphosphine)
IATA: Pyrophoric liquid, organic, n.o.s. (Diethylphosphine)
Passenger Aircraft: Not permitted for transport
Cargo Aircraft: Not permitted for transport
Transport hazard class(es)
ADR/RID: 4.2 IMDG: 4.2 IATA: 4.2
Packaging group
ADR/RID: I IMDG: I IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Acute Tox. Acute toxicity
Eye Dam. Serious eye damage
H250 Catches fire spontaneously if exposed to air.
H302 Harmful if swallowed.
H312 Harmful in contact with skin.
H314 Causes severe skin burns and eye damage.
H318 Causes serious eye damage.
H332 Harmful if inhaled.
Pyr. Liq. Pyrophoric liquids
Skin Corr. Skin corrosion
Full text of R-phrases referred to under sections 2 and 3
C Corrosive
F Highly flammable
R17 Spontaneously flammable in air.
R20/21/22 Harmful by inhalation, in contact with skin and if swallowed.
R34 Causes burns.
Further information
Copyright 2013 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

制备方法

由二乙基氯化膦与四氢铝锂反应制得。

合成制备方法

同样地，由二乙基氯化膦与四氢铝锂反应制得。

用途简介

它是制备有机磷化合物的基本原料。

用途

它同样是制备有机磷化合物的基本原料。

反应信息

• 作为反应物：
  描述：

  二乙基膦 在 [Cp*₂Zr((PPh)₂)H][K(thf)₄] 作用下， 以 氘代甲苯 为溶剂， 反应 168.0h， 以10%的产率得到1,1,2,2-tetraethyldiphosphane
  参考文献：
  名称：

  Ti和Zr催化剂催化P-H活化。

  摘要：

  使用三氧化锆茂金属盐[Cp * 2Zr（mu-H）3Li] 3（1a）或[Cp * 2Zr（mu-H）3K（thf）4]（1b）研究了膦的催化脱氢偶联。金属环[CpTi（NPtBu3）（CH2）4]（6）和[Cp * M（NPtBu3）（CH2）4]（M = Ti 20，Zr 21）作为催化剂前体。伯膦RPH2（R = Ph，C6H2Me3，Cy，C10H7）的脱氢偶联反应既产生了脱氢偶联的二聚体RP（H）P（H）R或环状低聚膦酸（RP）n（n = 4，5），而tBu3C6H2PH2的反应则给出了磷吲哚tBu2（Me2CCH2）C6H2PH 9.这些催化剂前体与伯膦的化学计量反应得到[Cp * 2Zr（（PR）2）H] [K（thf）4]（R = Ph 2，Cy 3，C6H2Me3 4），[ Cp * 2Zr（（PPh）3）H] [K（thf）4]（5），[CpTi（NPtBu3）（PPh

  DOI：

  10.1002/chem.200600429
• 作为产物：
  描述：

  二乙基硫代膦酰-二乙基-硫代膦烷 在 lithium aluminium tetrahydride 作用下， 生成 二乙基膦
  参考文献：
  名称：

  Issleib; Tzschach, Chemische Berichte, 1959, vol. 92, p. 704,710

  摘要：

  DOI：
• 作为试剂：
  描述：

  四氰基乙烯 在 二乙基膦 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以89%的产率得到1,1,2,2-乙烷四甲腈
  参考文献：
  名称：

  Reaction ofsym-Tetracyanoethane with Isothiocyanates. Synthesis of bis(2-amino-1-aryl-3,4-dicyanopyrrol-5-yl)disulphide

  摘要：

  DOI：

  10.1002/prac.199633801108

文献信息

• Gold(<scp>I</scp>) complexes derived from secondary phosphines: [{Au(µ-PR₂)}_n],[(AuBr)₂(µ-PPh₂)]^–, [AuX(PHR₂)], and [{Au(PHR₂)_n}]⁺. Crystal structure of [AuBr(PHPh₂)]
  作者：David B. Dyson、R. V. Parish、Charles A. McAuliffe、Robin G. Pritchard、Roy Fields、Brian Beagley

  DOI：10.1039/dt9890000907

  日期：——

  The interaction of secondary phosphines with a variety of gold(I) compounds has been studied. In the presence of bases or polar solvents, polymeric gold(I) phosphides [Au(µ-PR2)}n] are formed. When these are obtained in the absence of additional ligands they are soluble, presumably with ring structures. More usually, insoluble forms are found, presumably with chain structures. The probable formation

  已经研究了次膦与各种金（I）化合物的相互作用。在碱或极性溶剂的存在下，形成聚合的金（I）磷化物[Au（µ-PR 2）} n ]。当在没有其他配体的情况下获得它们时，它们是可溶的，大概具有环结构。更通常地，发现不溶形式，大概具有链结构。讨论了由[AuX（PH R 2）]型配合物形成这些物质的可能性，并分离了后者的配合物（X = Cl或Br，R = Ph或对甲苯基）和新型单体磷酸酯桥联阴离子[（AuBr）2（µ-PPh 2）] –描述。在非极性溶剂中，会形成一系列仲膦配合物，[Au（PHPh 2）n ] +（n = 2-4），但是对于n = 3而言，似乎歧化不稳定。该化合物的特征在于31 P nmr和197 AuMössbauer光谱学，[AuBr（PH Ph 2）]情况下的X射线晶体学。
• Synthesis, structure, dynamic behavior, and reactivity of rhenium phosphido complexes (.eta.5-C5H5)Re(NO)(PPh3)(PR2): the gauche effect in transition-metal chemistry
  作者：William E. Buhro、Bill D. Zwick、Savas. Georgiou、John P. Hutchinson、J. A. Gladysz

  DOI：10.1021/ja00216a015

  日期：1988.4

  (η 5 -C 5 H 5 )Re(NO)(PPh 3 )(PPh 2 ) cristallise dans le systeme monoclinique, groupe d'espace P2 1 /a et sa structure est affinee jusqu'a R=0,055. (η 5 -C 5 H 5 )Re(NO)(PPh 3 )(P(t-Bu) 2 ) cristallise dans le systeme triclinique, groupe d'espace P1 avec R=0,057

  (η 5 -C 5 H 5 )Re(NO)(PPh 3 )(PPh 2 ) 结晶 dans le systeme monoclinique, groupe d'espace P2 1 /a et sa structure est affinee jusqu'a R=0,055。(η 5 -C 5 H 5 )Re(NO)(PPh 3 )(P(t-Bu) 2 ) cristallise dans le systeme triclinique, groupe d'espace P1 avec R=0,057
• New cyclic phosphonium salts derived from the reaction of phosphine-aldehydes with acid
  作者：Alexandre A. Mikhailine、Paraskevi O. Lagaditis、Peter E. Sues、Alan J. Lough、Robert H. Morris

  DOI：10.1016/j.jorganchem.2010.04.016

  日期：2010.6

  Various cyclic phosphonium structures are formed in high yield by the deprotection of unstable phosphine-aldehydes in acidic solution. When there is a methylene spacer between the phosphine and the aldehyde, a phosphonium ion [PHR2CH2CH(OEt)2]Br2, R=iPrOH, Et is obtained. Reaction of these phosphonium salts with water produces the dimers [–PR2CH2CH(OH)–]2[Br]2 R = iPr, Et. When there is an ethylene

  通过将不稳定的膦醛在酸性溶液中脱保护，可以高产率形成各种环状结构。当在膦和醛之间存在亚甲基间隔基时，获得ion离子[PHR 2 CH 2 CH（OEt）2 ] Br 2，R ＝ iPrOH，Et。这些phospho盐与水反应生成二聚体[–PR 2 CH 2 CH（OH）–] 2 [Br] 2  R =  i Pr，Et。如PPh 2 CH 2 CH 2 CH（OCH 2 CH 2O），一种具有16元环[-PPh 2 CH 2 CH 2 CH（OH）–] 4 [Cl] 4的显着四聚体，在盐酸溶液中形成为一种非对映异构体。HCl与受保护的膦醛与丙烯间隔基（PPh 2 CH 2 CH 2 CH 2 CH（OCH 2 CH 2 O））的反应导致形成单体phospho盐[–PPh 2 CH 2 CH 2 CH 2具有5元环的CH（OH）–] Cl。使用X射线衍射实验确定了不同环类型的固态结构。
• Synthesis and Structure of Intermediates in Copper-Catalyzed Alkylation of Diphenylphosphine
  作者：Matthew F. Cain、Russell P. Hughes、David S. Glueck、James A. Golen、Curtis E. Moore、Arnold L. Rheingold

  DOI：10.1021/ic100816u

  日期：2010.9.6

  or 17 with PHPh2 to yield equilibrium mixtures containing 12 and the tertiary phosphines 4 or 7; equilibrium constants for these reactions were 8(2) and 7(2), favoring complexation of the smaller secondary phosphine in both cases. These observations are consistent with a proposed mechanism for catalytic P−C bond formation involving deprotonation of the cationic diphenylphosphine complex [Cu(triphos)(PHPh2)][PF6]

  开发了用于烷基化二苯膦的Cu（I）催化剂。用螯合配体处理[Cu（NCMe）4 ] [PF 6 ]（1）得到[CuL（NCMe）] [PF 6 ]（2 ; L = MeC（CH 2 PPh 2）3（triphos），3 ; L ＝ 9，9-二甲基-4，5-双（二苯基膦基）氧杂蒽（XantPhos））。这些配合物催化PHPh的烷基化2与物理信道2的Br基NaOSiMe的存在3，得到PPH 2 CH 2 Ph（上4）。前体Cu（dtbp）（X）（dtbp = 2,9-di- t丁基丁基菲咯啉，X = Cl（5）或OTf（6）），CuCl和1也催化了该反应，但dtbp在催化过程中从5和6解离。既2和3 PHPh也催化烷基化2与物理信道2 CL / NaOSiMe 3时被观察到，但解离XANTPHOS 3而使用。当CH 2 Cl 2用作溶剂将PhCH 2 Cl与前体2或3或PhCH（Me）Br与2进行烷基化时，经竞争性烷基化生成PPh
• Ruthenium-catalysed hydrogenation of esters using tripodal phosphine ligands
  作者：Martin J. Hanton、Sergey Tin、Brian J. Boardman、Philip Miller

  DOI：10.1016/j.molcata.2011.06.010

  日期：2011.7

  The synthesis of a new tripodal phosphine ligand, N(CH2PEt2)3, N-TriPhosEt is reported, and the use of tripodal ligands of this type, N(CH2PR2)3 (R = Ph, Et), in conjunction with ruthenium for the catalysed hydrogenation of dimethyl oxalate (DMO) is reported and contrasted with catalysis using the MeC(CH2PPh2)3 (TriPhosPh) ligand. A different order of reaction with respect to the DMO substrate is found

  据报道合成了新的三脚架膦配体N（CH 2 PEt 2）3 N-TriPhos Et，并使用了这种三脚架配体N（CH 2 PR 2）3（R = Ph，Et）报道了与钌一起用于草酸二甲酯（DMO）的催化加氢反应，并与使用MeC（CH 2 PPh 2）3（TriPhos Ph）配体的催化反应进行了对比。发现相对于DMO底物的反应顺序不同，并且速率较慢。Ru（acac）3 / TriPhos Ph加氢DMO的动力学和机理研究描述了不同的添加剂以及对系统的影响。探索了具有未活化酯底物的Ru（acac）3 / TriPhos Ph / Zn系统的性能，发现其进行的速度明显慢。最后，基于实验观察，提出了使用具有三脚架膦配体的钌催化剂进行酯加氢的机理。

表征谱图