6-氯-2-二苯基膦基吡啶 | 162753-00-6

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 6-氯-2-二苯基膦基吡啶
• 中文别名: (6-氯吡啶-2-基)二苯基膦
• 英文名称: 2-chloro(6-diphenylphosphino)pyridine
• 英文别名: 2-Chloro-6-(diphenylphosphino)pyridine；(6-chloropyridin-2-yl)-diphenylphosphane
• CAS: 162753-00-6
• 化学式: C₁₇H₁₃ClNP
• 分子量: 297.724
• InChiKey: GUAOHJUHXGGUHI-UHFFFAOYSA-N

物化性质

• 熔点：
  74 °C
• 沸点：
  410.7±30.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

SDS

Name:	2-Chloro-6-(diphenylphosphino)pyridine Material Safety Data Sheet
Synonym:
CAS:	162753-00-6

Section 1 - Chemical Product MSDS Name: 2-Chloro-6-(diphenylphosphino)pyridine Material Safety Data Sheet
Synonym:

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
162753-00-6	2-Chloro-6-(diphenylphosphino)pyridine		unlisted

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Hazard Symbols: XI

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Irritating to eyes, respiratory system and skin. 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.
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:
Vacuum or sweep up material and place into a suitable disposal container.

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SECTION 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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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# 162753-00-6: 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: Powder
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
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:
Molecular Formula: C17H13ClNP
Molecular Weight: 297.72

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong acids, acid chlorides.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, oxides of phosphorus, carbon dioxide.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 162753-00-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Chloro-6-(diphenylphosphino)pyridine - 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 Not regulated as a hazardous material. IMO Not regulated as a hazardous material. RID/ADR Not regulated as a hazardous material.

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SECTION 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
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# 162753-00-6: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 162753-00-6 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 162753-00-6 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 4/03/2003 Revision #0 Date: Original. The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  6-氯-2-二苯基膦基吡啶 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 bis[6-(diphenylphosphino)-2-pyridylphenylphosphino]methane
  参考文献：
  名称：

  一类多齿吡啶基膦的单锅合成路线

  摘要：

  摘要 提出了一种方便制备二-2-吡啶基苯基膦（Py2PPh，1）、二[（2-吡啶基）苯基膦基]甲烷（DPyPM，2）和两种新型长链多齿吡啶基膦的一锅法合成路线：二[2-(6-二苯基膦基)吡啶基]苯基膦(P3N2, 3)和双[2-(6-二苯基膦基)苯基膦基]甲烷(P4N2, 4)。

  DOI：

  10.1081/scc-200064921
• 作为产物：
  描述：

  苄基二苯膦 在 15-冠醚-5 、 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 6-氯-2-二苯基膦基吡啶
  参考文献：
  名称：

  通过钠选择性裂解C-P键从ArCl制备有机膦的方法

  摘要：

  研究了磷化钠R 2 PNa和其他碱金属磷化物R 2 PM（M = Li和K）的制备，应用和反应机理。R 2 PNa可以通过SD（精细分散在矿物油中的钠）与次膦酸酯R 2 POR'和氯膦R 2 PC1的反应准确而选择性地制备。R 2 PNa也可以通过选择性裂解C–P键由三芳基膦和二芳基膦制备。在这些反应中，Na优于Li和K。R 2 PNa与多种ArCl反应以有效产生R 2PAr。ArCl优于ArBr和ArI，因为它们只会降低产品收率。另外，Ph 2 PNa优于Ph 2 PLi和Ph 2 PK，因为Ph 2 PLi不产生与PhCl的偶联产物，而Ph 2 PK仅产生低产率的产物。ArCl苯环上的吸电子基团极大地促进了与R 2 PNa的反应，而烷基降低了反应活性。氯乙烯和烷基氯RC1也有效地反应。当t-BuCl没有产生相应的产物，金刚烷基卤化物可以高产率得到相应的膦。通过这种方法，由相应的氯化物制备了多种膦。还可以方便地从Ph

  DOI：

  10.1021/acs.organomet.0c00295
• 作为试剂：
  描述：

  一氧化碳 、 苯乙炔 在 palladium diacetate 、 对甲苯磺酸 、 6-氯-2-二苯基膦基吡啶 作用下， 以 甲醇 为溶剂， 60.0 ℃ 、4.5 MPa 条件下， 反应 0.25h， 生成 2-苯基丙烯酸甲酯
  参考文献：
  名称：

  用P，钯催化的烷氧羰基炔的N-螯合配体重新：一个密度泛函理论研究†往最‡

  摘要：

  经修订的原位炔烷氧羰基的基机构通过与hemilabile P上的Pd催化剂，N配体（PyPPh 2，PY = 2-吡啶基）已被充分表征在密度泛函理论的B3PW91-D3 / PCM电平。这条路线的关键中间体是丙烯酰基和η 3 -丙烯-1-酰基配合物容易进行甲醇。使用两个半不稳定的P，N配体并且其中一个或两个都质子化，计算得出的总势垒为16.8 kcal mol -1。这一新机理与所有有关取代基对相对反应速率和支链/线性选择性的影响的实验数据一致，包括使用（4-Me 2N-Py）PPh 2和（6-Cl-Py）PPh 2配体。发现该配体降低了对PyPPh 2的催化活性，从而使先前表征的原位基础机理无效。

  DOI：

  10.1039/c9cp01471c

文献信息

• The AZARYPHOS Family of Ligands for Ambifunctional Catalysis: Syntheses and Use in Ruthenium-Catalyzed anti-Markovnikov Hydration of Terminal Alkynes
  作者：Lukas Hintermann、Tuan Thanh Dang、Aurélie Labonne、Thomas Kribber、Li Xiao、Pance Naumov

  DOI：10.1002/chem.200900563

  日期：2009.7.20

  others. The scalable syntheses proceed in a few steps. The incorporation of AZARYPHOS ligands (L) into complexes [RuCp(L)2(MeCN)][PF6] (Cp=cyclopentadienyl) gives catalysts for the anti‐Markovnikov hydration of terminal alkynes of the highest known activities. Electronic and steric ligand effects modulate the reaction kinetics over a range of two orders of magnitude. These results highlight the importance

  引入了AZARYPHOS（氮杂-芳基-膦）膦配体家族，该膦配体在配体的外围具有膦单元和空间屏蔽的氮孤对，是通过配体球中的金属中心和氮孤对发展双官能催化的工具。已开发出通用的合成策略来合成25种结构多样的（6-芳基-2-吡啶基）膦（ARPYPHOS），（6-烷基-2-吡啶基）膦（ALPYPHOS），4,6-二取代1,3的实例-二氮杂-2-基膦或1,3,5-三嗪-2-基膦，喹唑啉基膦，喹啉基膦等。可扩展的合成过程分几步进行。将AZARYPHOS配体（L）掺入配合物[RuCp（L）2（MeCN）] [PF 6]（Cp =环戊二烯基）给出了已知活性最高的末端炔烃的反马尔科夫尼科夫水合反应的催化剂。电子和空间配体效应在两个数量级的范围内调节反应动力学。这些结果突出了在通过金属及其配体发展合作性双官能催化的过程中使用结构多样的配体家族的重要性。
• Regioselective functionalisation of 2-(diphenylphosphino) pyridine: direct lithiation at the pyridine C-6 position
  作者：Philippe Gros、Christophe Ben Younès-Millot、Yves Fort

  DOI：10.1016/s0040-4039(99)02079-1

  日期：2000.1

  It is shown that 2-(diphenylphosphino)pyridine was efficiently and regioselectively metallated at the C-6 position by use of the BuLi–Me2N(CH2)2OLi basic system. The method described opened access to various functionally potential ligands or ligand precursors.

  结果表明，通过使用BuLi–Me 2 N（CH 2）2 OLi基本体系，可以在C-6位置对2-（二苯基膦基）吡啶进行高效和区域选择性的金属化。所描述的方法打开了获得各种功能上潜在的配体或配体前体的途径。
• [EN] METHOD FOR PRODUCING a, ß-UNSATURATED CARBOXYLATE, AND CATALYST FOR PRODUCING THEREOF<br/>[FR] PROCÉDÉ DE FABRICATION D'UN CARBOXYLATE ?,?-INSATURÉ ET CATALYSEUR POUR SA FABRICATION
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2011111806A1

  公开（公告）日：2011-09-15

  The provision of a method for producing an α,β-unsaturated carboxylate, comprising a step of reacting an acetylene compound represented by formula (1): wherein R represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, carbon monoxide, and an alcohol compound in the presence of a catalyst prepared from a phosphine compound, an acid, and a compound having a platinum group element, the acid consisting of a Lewis acid.

  提供一种生产α，β-不饱和羧酸酯的方法，包括以下步骤：在磷化物化合物、酸和含铂族元素的化合物制备的催化剂存在下，将公式（1）所表示的乙炔化合物：其中R表示氢原子或具有1至6个碳原子的烷基基团，一氧化碳和醇化合物反应，所述酸由路易斯酸组成。
• [EN] PROCESS FOR PRODUCING ALKYL METHACRYLATE<br/>[FR] PROCÉDÉ DE PRODUCTION DE MÉTHACRYLATE D'ALKYLE
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2013141004A1

  公开（公告）日：2013-09-26

  An object of the present invention is to provide a process for efficiently producing an alkyl methacrylate. The present invention provides a process for producing an alkyl methacrylate comprising reacting carbon monoxide and an alcohol having 1 to 3 carbon atoms with methylacetylene in the presence of a catalyst comprising a Group 10 metal compound, a protonic acid and a phosphine compound, wherein the methylacetylene has a propadiene content of 50 ppm by weight or less, the use amount of the methylacetylene is 200000 mol or more based on 1 mol of the Group 10 metal compound, and the reaction is performed in the presence of water in an amount of 40000 mol or less based on 1 mol of the Group 10 metal compound.

  本发明的目的是提供一种有效生产烷基甲基丙烯酸酯的方法。本发明提供了一种生产烷基甲基丙烯酸酯的方法，包括在催化剂的存在下，将一氧化碳和具有1至3个碳原子的醇与甲基乙炔反应，其中催化剂包括第10族金属化合物、质子酸和膦化合物，所述甲基乙炔的丙二烯含量为50 ppm或以下，所述甲基乙炔的使用量为200000摩尔或更多，基于1摩尔第10族金属化合物，反应在存在水的情况下进行，水的量为基于1摩尔第10族金属化合物的40000摩尔或以下。
• The synthesis and structures of two dimolybdenum(II) complexes that contain derivatives of the 2-(diphenylphosphino)pyridine ligand
  作者：Shan-Ming Kuang、Phillip E Fanwick、Richard A Walton

  DOI：10.1016/s0020-1693(00)00112-2

  日期：2000.7

  Abstract The reactions of Mo2(μ-O2CMe)4 with the ligands 2-(diphenylphosphino)-6-(pyrazol-1-yl)pyridine (L1) and 2-chloro-6-(diphenylphosphino)pyridine (L2) in dichloromethane in the presence of HBF4·Et2O afford the complexes trans-[Mo2(μ-O2CMe)2(μ-L1)2](BF4)2 (1) and trans-[Mo2(μ-O2CMe)2(μ-L2)2](BF4)2 (3), respectively, in which the bridging ligands L1 and L2 exhibit P∩N∩N and P∩N coordination to

  摘要Mo2（μ-O2CMe）4与配体2-（二苯基膦基）-6-（吡唑-1-基）吡啶（L1）和2-氯-6-（二苯基膦基）吡啶（L2）在二氯甲烷中的反应HBF4·Et2O的存在提供了反式-[Mo2（μ-O2CMe）2（μ-L1）2]（BF4）2（1）和反式-[Mo2（μ-O2CMe）2（μ-L2）2的配合物]（BF4）2（3），其中桥接配体L1和L2对[Mo2] 4+核表现出P∩N∩N和P∩N配位。化合物Mo2（μ-O2CMe）4在L1和L2的存在下与Me3SiCl反应，分别得到Mo2Cl4（μ-L1）2（2）和Mo2Cl4（μ-L2）2（4）。这些对配合物的结构特性是通过单晶X射线结构确定1和4来确定的。