二甲基苯基磷 | 672-66-2

• 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: 二甲基苯基磷
• 中文别名: 二甲基苯基膦；二甲基苯膦
• 英文名称: Dimethyl(phenyl)phosphine
• 英文别名: phosphine, dimethylphenyl-dimethyl-phenyl-phosphine；phenyldimethylphosphine；PMe2Ph；DMPP；PPhMe₂；Dimethylphenylphosphine；dimethyl(phenyl)phosphane
• CAS: 672-66-2
• 化学式: C₈H₁₁P
• mdl: MFCD00008509
• 分子量: 138.149
• InChiKey: HASCQPSFPAKVEK-UHFFFAOYSA-N

物化性质

• 熔点：
  126-127℃
• 沸点：
  74-75 °C12 mm Hg(lit.)
• 密度：
  0.971 g/mL at 25 °C(lit.)
• 闪点：
  122 °F
• 溶解度：
  易溶于有机溶剂。
• 稳定性/保质期：
  远离氧化物，空气。

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：
  6.1
• 危险品标志：
  Xi
• 安全说明：
  S16,S26,S36
• 危险类别码：
  R10
• WGK Germany：
  3
• 海关编码：
  2902909090
• 危险品运输编号：
  UN 1993 3/PG 3
• 包装等级：
  II
• 危险类别：
  6.1
• 危险标志：
  GHS02,GHS07
• 危险性描述：
  H226,H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338
• 储存条件：
  应将存放在充满干燥惰性气体的容器中，并置于阴凉、干燥处。避免接触氧化剂和空气。

SDS

Name:	Dimethylphenylphosphine 97% Material Safety Data Sheet
Synonym:	None
CAS:	672-66-2

Section 1 - Chemical Product MSDS Name:Dimethylphenylphosphine 97% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
672-66-2	Dimethylphenylphosphine	97%	211-595-3

Hazard Symbols: None Listed.
Risk Phrases: 10

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Flammable.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Vapors may cause dizziness or suffocation.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. 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:

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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. Vapors may form an explosive mixture with air.
Vapors can travel to a source of ignition and flash back. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Will burn if involved in a fire. Use water spray to keep fire-exposed containers cool. Containers may explode in the heat of a fire. Flammable liquid and vapor. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Extinguishing Media:
For small fires, use dry chemical, carbon dioxide, water spray or alcohol-resistant foam. For large fires, use water spray, fog, or alcohol-resistant foam. Use water spray to cool fire-exposed containers. Water may be ineffective. Do NOT use straight streams of water.

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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. Remove all sources of ignition. Use a spark-proof tool. Provide ventilation. A vapor suppressing foam may be used to reduce vapors.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame. Avoid ingestion and inhalation. 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 sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Flammables-area.

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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# 672-66-2: Personal Protective Equipment Eyes: 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 to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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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: 74 - 75 deg C @ 12.00mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 50 deg C ( 122.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: .9710g/cm3
Molecular Formula: C8H11P
Molecular Weight: 138.15

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, ignition sources, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of phosphorus, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 672-66-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Dimethylphenylphosphine - 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: III
IMO
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3.3
UN Number: 1993
Packing Group: III
RID/ADR
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
R 10 Flammable.
Safety Phrases:
S 9 Keep container in a well-ventilated place.
S 16 Keep away from sources of ignition - No
smoking.
S 27 Take off immediately all contaminated clothing.
S 28A After contact with skin, wash immediately with
plenty of water.
S 33 Take precautionary measures against static
discharges.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 672-66-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 672-66-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 672-66-2 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

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	dimethylphenylphosphine sulfide	1707-00-2	C8H11PS	170.215
  二甲基磷酰苯	dimethyl(phenyl)phosphine oxide	10311-08-7	C8H11OP	154.148

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	trans-di-iodobis(dimethylphenylphosphine)palladium(II)	15616-86-1	C16H22I2P2Pd	636.527
  ——	dimethylphenylphosphine sulfide	1707-00-2	C8H11PS	170.215
  二甲基磷酰苯	dimethyl(phenyl)phosphine oxide	10311-08-7	C8H11OP	154.148

反应信息

• 作为反应物：
  描述：

  二甲基苯基磷 在 2,6-二甲基吡啶 、 ferrocenium trifluoromethanesulfonate 、 水 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成 二甲基磷酰苯
  参考文献：
  名称：

  可见光照射下水和二茂铁（III）阳离子对磷化氢的氧化作用

  摘要：

  以2,6-二甲基吡啶为质子受体，在乙腈中可见光照射下，分别以水和二茂铁（III）阳离子为氧原子源和氧化剂对膦进行化学计量氧化。该反应需要光照射，在该照射下观察到二茂铁（III）阳离子的乙腈溶液的荧光。

  DOI：

  10.1002/chem.201805129
• 作为产物：
  描述：

  Dimethyl-phenyl-phosphonium 在 methane 、 三甲基膦 作用下， 47.0 ℃ 、1.33 Pa 条件下， 生成 二甲基苯基磷
  参考文献：
  名称：

  Basicities of methyl-, methylphenyl-, and phenylphosphines in the gas phase

  摘要：

  DOI：

  10.1021/ja00386a009
• 作为试剂：
  描述：

  3-甲酰基吲哚酸-1-羧酸 t-丁基酯 在 三乙烯二胺 、 二甲基苯基磷 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 (E)-propyl 12-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)-1-tosyl-1,2,4,9-tetrahydro-9,3-(epoxymethano)pyrazolo[5,1-b]quinazoline-3(3aH)-carboxylate
  参考文献：
  名称：

  通过膦催化直接活化未修饰的森田-贝利斯-希尔曼醇，从而快速构建三维杂环化合物

  摘要：

  Morita–Baylis–Hillman（MBH）醇与偶氮甲亚胺的膦催化串联环化反应已实现，用于合成生物学上重要的（环氧甲氧基）-吡唑并[5,1- b ]喹唑啉衍生物。在温和的反应条件下，多种MBH醇和甲亚胺亚胺具有良好的耐受性，从而以高收率提供了具有出色的非对映选择性的新型3D杂环化合物。这是首次实现了未改性的MBH醇作为新的氧杂合成子的直接活化。

  DOI：

  10.1021/acs.orglett.9b01783

文献信息

• Mössbauer and nuclear magnetic resonance spectroscopic studies on ‘Myocrisin’, ‘Solganol’, ‘Auranofin’, and related gold(<scp>I</scp>) thiolates
  作者：Ali K. H. Al-Sa'ady、Karen Moss、Charles A. McAuliffe、R. V. (‘Dick’) Parish

  DOI：10.1039/dt9840001609

  日期：——

  pentameric, polymeric rings. The 197Au Mössbauer spectra are consistent with linear co-ordination of the gold by two sulphur ligands and, in agreement with the n.m.r. data, show broadening indicative of the presence of non-equivalent gold atoms. The therapeutic compounds appear to be structurally similar to the other gold(I) thiolates.

  已经制备了许多硫醇金（I）[Au（SR）]，其中R基团是烷基，芳基，羧酸，氨基酸或杂环。大多数在所有常用的溶剂高度不溶，但[AU（SC 6 H ^ 4 R'- p）]（R'=乙基，丙基我，卜小号，或卜吨）在有机溶剂中溶解。可溶性化合物的1 H和13 C nmr光谱显示了几组信号，这些信号在高温下会聚结为一组信号，这与流动的，可能是五聚体的聚合物环的存在相一致。在197AuMössbauer光谱与两个硫配体对金的线性配位相一致，并且与nmr数据一致，显示出加宽的迹象表明存在不等价的金原子。治疗化合物似乎在结构上类似于其他硫醇金（I）。
• Methyleneamido-complexes of rhenium
  作者：Joseph Chatt、Raymond J. Dosser、Fiona King、G. Jeffery Leigh

  DOI：10.1039/dt9760002435

  日期：——

  Alkylimido-complexes [ReCl3(NR)(PR′3)2](PR′3= tertiary phosphine) react with bases such as pyridine to yield methyleneamido-complexes, which contain the group –NCHR (R = H or alkyl). Acids reconvert the methylene-amido-complexes into alkylimido-complexes.

  Alkylimido络合物[RECL 3（NR）（PR' 3）2 ]（PR' 3 =叔膦）与碱反应，如吡啶，以收率methyleneamido-复合物，其含有基团-N CHR（R = H或烷基） 。酸将亚甲基-酰胺基复合物转化为烷基亚酰胺基复合物。
• THIOL-ENE CLICK CHEMISTRY FOR DRUG CONJUGATES
  申请人：SYSCHEM, INC.

  公开号：US20130323169A1

  公开（公告）日：2013-12-05

  The present invention relates to linker molecules that readily conjugate cellular recognition ligand at one end and drug payload at the other, and are useful in treating or preventing cancer, an autoimmune disease, an inflammatory condition, a central nervous system disorder or an infection. The linker inker molecules of the invention are represented by Formula I, II and III; Linker-Drug compounds represented by Formula IV, V and VI; and Ligand-Linker-Drug conjugates represented by Formula VII, VIII and IX:

  本发明涉及易于在一端结合细胞识别配体和在另一端结合药物载荷的连接分子，并且在治疗或预防癌症、自身免疫疾病、炎症症状、中枢神经系统紊乱或感染方面具有用处。该发明的连接分子由公式I、II和III表示；由公式IV、V和VI表示的连接-药物化合物；以及由公式VII、VIII和IX表示的配体-连接-药物共轭物。
• 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
• Direct Conversion of Phosphonates to Phosphine Oxides: An Improved Synthetic Route to Phosphines Including the First Synthesis of Methyl JohnPhos
  作者：Alexander J. Kendall、Chase A. Salazar、Patrick F. Martino、David R. Tyler

  DOI：10.1021/om500854u

  日期：2014.11.10

  reaction intermediate. A diverse array of phosphonates was converted to phosphine oxides using a variety of Grignard reagents for direct carbon–phosphorus functionalization. This new methodology especially simplifies the synthesis of dimethylphosphino (RPMe2)-type phosphines by using air-, water-, and silica-stable intermediates. To highlight this reaction, a new Buchwald-type ligand ([1,1′-biphenyl]-

  使用化学计量的烷基或芳基格氏试剂和三氟甲烷磺酸钠（NaOTf），可以可靠地实现由膦酸酯合成叔膦氧化物，并以优异的收率获得良好的收率。在没有NaOTf添加剂的情况下，镁和磷物种的共价配位低聚物占主导地位，产生了非常低的氧化膦收率，但是膦酸酯原料的转化率很高。机理研究表明，五配位的磷物质（不是次膦酸盐）是反应的中间体。使用多种用于直接碳-磷官能化的格氏试剂，将各种各样的膦酸酯转化为氧化膦。这种新方法特别简化了二甲基膦基（RPMe 2）型膦通过使用对空气，水和二氧化硅稳定的中间体。为了突出该反应，以优异的产率合成了新的布赫瓦尔德型配体（[1,1'-联苯] -2-基二甲基膦或甲基JohnPhos）和经典的双齿膦双（二苯基膦基）丙烷（dppp）。

表征谱图