2,6-双二苯基膦基吡啶 | 64741-27-1

• 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 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2,6-双二苯基膦基吡啶
• 中文别名: 2,6-双(二苯基膦)吡啶
• 英文名称: 2,6-bis(diphenylphosphino)pyridine
• 英文别名: 2,6-bis(diphenylphosphaneyl)pyridine；1,6-bis(diphenylphosphino)pyridine；2,6-bis(diphenylphosphanyl)pyridine；BPPP；(6-diphenylphosphanylpyridin-2-yl)-diphenylphosphane
• CAS: 64741-27-1
• 化学式: C₂₉H₂₃NP₂
• 分子量: 447.456
• InChiKey: UNCDYUGALDQNLL-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C
• 沸点：
  563.8±35.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• 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

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温和干燥环境下使用。

SDS

Name:	2,6-Bis(diphenylphosphino)pyridine Material Safety Data Sheet
Synonym:
CAS:	64741-27-1

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

---

SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
64741-27-1	2,6-Bis(diphenylphosphino)pyridine		unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

---

SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Not available. Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

---

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.
Notes to Physician:
Treat symptomatically and supportively.

---

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.

---

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.

---

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.

---

SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 64741-27-1: 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.

---

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: C29H23NP2
Molecular Weight: 447.46

---

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

---

SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 64741-27-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,6-Bis(diphenylphosphino)pyridine - Not listed by ACGIH, IARC, or NTP.

---

SECTION 12 - ECOLOGICAL INFORMATION

---

SECTION 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations.

---

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.

---

SECTION 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases: S 24/25 Avoid contact with skin and eyes. WGK (Water Danger/Protection) CAS# 64741-27-1: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 64741-27-1 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 64741-27-1 is not listed on the TSCA inventory. It is for research and development use only.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,6-双二苯基膦基吡啶 以 二氯甲烷 、 乙腈 、 1,1,2,2-四氯乙烷 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  多核金 [Au(I) ]4 、[Au(I) ]8 和双金属 [Au(I) 4 Ag(I) ] 配合物：羰基化合物的 CH 官能化和胺的均相羰基化。

  摘要：

  提出了四核金配合物、结构上前所未有的具有平面 [Au(I) 8 ] 核心的八核配合物和五核 [Au(I) 4 M(I) ] (M=Cu, Ag) 配合物的合成。线性[Au(I) 4 ]络合物在温和的反应条件下经历羰基化合物的CH官能化。此外，[Au(I) 4 Ag(I) ]在均相条件下催化伯胺的羰基化形成脲，其效率高于金纳米颗粒所达到的效率。

  DOI：

  10.1002/anie.201603200
• 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 2.0h， 生成 2,6-双二苯基膦基吡啶
  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：

  苯乙烯 、 对氯苯胺 在 四丁基溴化铵 、 palladium diacetate 、 potassium carbonate 、 2,6-双二苯基膦基吡啶 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 以72%的产率得到反式-4-氨基二苯乙烯
  参考文献：
  名称：

  Activation of CX (=Cl, Br) bond in aryl halides toward the palladium-catalyzed Heck reaction using 2,6-bis(diphenylphosphino)pyridine

  摘要：

  The 2,6-bis(diphenylphosphino)pyridine/palladium catalytic system successfully catalyzes the Heck coupling reaction of less reactive aryl chlorides as well as aryl bromides with styrene to give the corresponding olefins in reasonable yields. TBAB (tetrabutylammoniumbromide) as an additive was found to be essential for these reactions. The results of Heck reaction exhibited a high selectivity (>99/1) favoring the trans product. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.08.025

文献信息

• 2,6-Bis(diphenylphosphino)pyridine-Bridged Hetero-Polynuclear Complexes Consolidated by Fe→M (M = Ag, Hg) Dative Bonding
  作者：Hai-Bin Song、Zheng-Zhi Zhang、Thomas C. W. Mak

  DOI：10.1021/ic010426u

  日期：2001.11.1

  The bridging phosphine ligand 2,6-bis(diphenylphosphino)pyridine (L) was used to synthesize a new, neutral organometallic ligand [Fe(CO)(4)](2)(micro-L) 1, which exhibits eclipsed and staggered conformations in two crystalline forms. This Fe,N,Fe-tridentate ligand reacts with silver perchlorate to form the hetero-trinuclear complex [[Fe(CO)(4)](2)Ag(micro-L)](ClO(4)) 2, in which the central silver(I)

  桥接膦配体2，6-双（二苯基膦基）吡啶（L）用于合成新的中性有机金属配体[Fe（CO）（4）]（2）（micro-L）1，其表现出暗影和交错两种结晶形式的构象。此Fe，N，Fe-三齿配体与高氯酸银反应形成异三核配合物[[Fe（CO）（4）]（2）Ag（micro-L）]（ClO（4））2，其中中心银原子在Fe-Ag距离为2.627（3）和2.652（3）A处桥接一对铁（0）原子；Fe-Ag-Fe角为170.98（9）度。1与氯化汞（II）的反应生成[Fe（CO）（4）]（2）Hg（2）Cl（4）（micro-L），3。配体还与乙酸汞（II）反应生成形成杂-八核配合物[[Fe（CO）（3）Hg]（2）（micro-L）]（2）4和新型杂七核配合物Fe（3）（CO）（8）Hg（4 ）（微L）（2）（MeCO（2））（2）5。配合物4显示出一个正方形的金属核，其中的铁原子和汞原子分别占据了边角和
• Mössbauer study of a new organometallic tetradentate ligand trans, trans-Fe2[μ-(Ph2P)2Py-P,P]2(CO)6
  作者：Jing-Kun Zhang、Ze-Min Zhang、Ao Yu、Shu-Lan Zhao、Wei-Dong Zhang、Zheng-Zhi Zhang

  DOI：10.1016/0277-5387(95)00488-2

  日期：1996.8

  Abstract A new route for the preparation of 2,6-bis(diphenylphosphino)pyridine [(Ph 2 P) 2 Py] is reported. Reaction of (Ph 2 P) 2 Py with Fe(CO) 5 in n-butanol gave the macrocyclodiiron complex, trans , trans -Fe 2 [ μ -(Ph 2 P) 2 Py-P,P] 2 (CO) 6 ( 1 ). Treatment of 1 with HgCl 2 gave the complex Fe 2 Hg[ μ -(Ph 2 P) 2 Py] 2 (CO) 6 Cl 2 · 2 HgCl 2 ( 2 ), with an Fe-Hg-Fe linkage in which the central

  摘要报道了制备2,6-双（二苯基膦基）吡啶[（Ph 2 P）2 Py]的新途径。（Ph 2 P）2 Py与Fe（CO）5在正丁醇中的反应得到大环二铁配合物，反式，反式-Fe 2 [μ-（Ph 2 P）2 Py-P，P] 2（CO）6 （1）。用HgCl 2处理1得到配合物Fe 2 Hg [μ-（Ph 2 P）2 Py] 2（CO）6 Cl 2·2 HgCl 2（2），具有Fe-Hg-Fe键，其中中心汞原子位于大环的空腔内，并与两个氮原子和两个铁原子配位。通过元素分析，IR，31 P NMR，FD-MS和Mossbauer光谱对化合物1和2进行表征。
• 前过渡金属化合物及其制备方法和中间体以及在烯烃聚合中的应用
  申请人：中国石油化工股份有限公司

  公开号：CN110386955B

  公开（公告）日：2022-01-04

  本发明涉及烯烃聚合用催化剂领域，具体地，涉及前过渡金属化合物及其制备方法和中间体以及在烯烃聚合中的应用。该前过渡金属化合物为式(1)所示的化合物。采用本发明的前过渡金属化合物或其晶体催化烯烃具有将表示出高的催化活性，并且在宽泛的聚合反应条件下均具有优异的催化活性，而且该催化剂成本低，利于工业化生产。
• 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。
• Water soluble phosphines VII. Palladium-catalyzed PC cross coupling reactions between primary or secondary phosphines and functional aryliodides — a novel synthetic route to water soluble phosphines
  作者：Olive Herd、Antonella Heßler、Martin Hingst、Michael Tepper、Othmar Stelzer

  DOI：10.1016/0022-328x(96)06136-0

  日期：1996.9

  IC6H4-X or IH3-XY in organic solvents (dimethylacetamide, acetonitrile, methanol) using organic amines or potassium and sodium acetate as bases. If the primary phosphine is employed in the appropriate stoichiometric ratio, functionalized secondary phosphines, e.g. Ph(H)PC6H4-p-SO3Na, may be obtained selectively.

  叔膦博士2 OAr和PHP（Ar）的2含有单-和disubtituded芳族环系的Ar（ArC 6 ħ 4 和C 6 HXY; X，YMe，OH，NH 2，COOH， COOMe和SO 3 Na）的是在良好的产率通过访问的Pd（O）催化的二苯基膦或苯基和取代的aryliodedsIC之间的交叉偶联反应6 ħ 4 -X或IH 3 -XY在有机溶剂（二甲基乙酰胺，乙腈，甲醇），以有机胺或乙酸钾和乙酸钠为碱。如果以适当的化学计量比使用伯膦，则官能化的仲膦，例如Ph（H）PC可以选择性地获得6 H 4 - p -SO 3 Na。