Bis(Triphenylphosphine)Nickel(II)Chloride 双(三苯基膦)氯化镍

CAS 14264-16-5 MFCD00009592

化学结构图

14264-16-5
SMILES:

化学属性

Mol. FormulaC36H30Cl2NiP2
Mol. Weight654.18
Melting Point250
TSCAYes
Density1.422
Solubility不溶
Stability易吸潮
Appearance green xtl.

别名和识别编码

Chemical NameBis(Triphenylphosphine)Nickel(II)Chloride
CAS Number14264-16-5
Synonym Dichlorobis(triphenylphosphine)nickel(II) Dichlorobis(triphenylphosphine)nickel (II) Bis(tri-N-butylphosphine)dichloronickel Bis(triphenylphosphine)dichloronickel NSC 137147 Bis-(triphenylphosphin)-nickel(II)-chlorid bis(triphenylphosphine)nickel(II) chloride Bis(triphenylphosphine)nickel(II)chloride Nickel, dichlorobis(triphenylphosphine)- Nickel(II)-bis-(triphenylphosphin)-chlorid Nickel, bis(triphenylphosphine)dichloro- 双(三苯基膦)氯化镍(Ⅱ) Dichlorobis(triphenylphosphine)-nickel(II) Dichlorobis(triphenylphosphine)nickel Bis(triphenylphosphine)nickel(II) dichloride Dichlorobis(triphenylphosphin)nickel(II) 双(三苯基膦)合氯化镍(Ⅱ), 双(三苯基膦)二氯化镍 Bis(triphenylphosphin)-nickel(II)-chlorid Bis(triphenylphosphine)nickel dichloride Nickel, dichlorobis[triphenylphosphine]- NiCl2(PPh3)2 二氯化双(三苯基膦基)镍(II) 双(三苯基膦)二氯化镍(II) Dichlorobis-(triphenylphosphin)-nickel Bis(triphenylphosphine)dichloronickel(II) Bis(triphenylphosphine)nickel(II) chloride 双(三苯基膦)氯化镍(II) 二氯化双(三苯基膦基)镍(II) 双(三苯基膦)二氯化镍(II) Phosphine, tributyl-, compd. with nickelchloride (2:1)
MDL NumberMFCD00009592
PubChem Substance ID87564474
EC Number238-154-8
Reaxys-RN14619310
Beilstein Registry Number14619310
Chemical Name Translation双(三苯基膦)氯化镍
InChIKeyXCIZYHIKTNYOLL-UHFFFAOYSA-N
Wiswesser Line Notation4P4&4 2 &G-NI-G
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分类

  • {uni_hamburg} no charge; carbocycle; aromatic; 6RingOnly; 6ring; 1fragment
  • {SNA} CVD and ALD Precursors by Metal, Materials Science, Micro/NanoElectronics, Nickel, Vapor Deposition Precursors
  • {SNA} Catalysis and Inorganic Chemistry, Chemical Synthesis, Nickel
  • {SNA} CVD and ALD Precursors by Metal, Micro/NanoElectronics, Nickel, Vapor Deposition Precursors, 材料科学
  • Aromatics
  • Phosphorylating and Phosphitylating Agents

产品应用

  • 芳基甲磺酰盐、烯丙基碳酸盐与有机硼酸锂偶联反应中的催化剂。

相关文献及参考

  • Beilstein: 16,IV,953
  • Catalyst for cross-coupling of organometallic reagents with aryl bromides: Tetrahedron Lett., 1389 (1977), and aryl t-butyl sulfones: J. Chem. Soc., Perkin 1, 7 (1995), to give unsymmetrical biaryls. Symmetrical coupling of aryl halides can be effected in high yield with a Ni(0) catalyst generated in situ with Zn and triphenylphosphine in DMF, as a mild alternative to the Ullmann reaction: Tetrahedron Lett., 4089 (1977). For the analogous homocoupling of aryl mesylates, see: J. Org. Chem., 60, 176 (1995). The method has been extended to the formation aryl cyanides, providing an alternative to the classical CuCN route, and of diaryl sulfides: J. Org. Chem., 60, 6895 (1995):
  • Catalyst for cross-coupling of organometallic reagents with aryl bromides: Tetrahedron Lett., 1389 (1977), and aryl tert-butyl sulfones: J. Chem. Soc., Perkin 1, 7 (1995), to give unsymmetrical biaryls. Symmetrical coupling of aryl halides can be effected in high yield with a Ni(0) catalyst generated in situ with Zn and triphenylphosphine in DMF, as a mild alternative to the Ullmann reaction: Tetrahedron Lett., 4089 (1977). For the analogous homocoupling of aryl mesylates, see: J. Org. Chem., 60, 176 (1995). The method has been extended to the formation aryl cyanides, providing an alternative to the classical CuCN route, and of diaryl sulfides: J. Org. Chem., 60, 6895 (1995):
  • Catalyzes the coupling of Grignard reagents with allylic alcohols with displacement of the hydroxyl group: J. Chem. Soc., Chem. Commun., 1604 (1968). This alkene synthesis has been extended to enol ethers and methyl aryl ethers: J. Am. Chem. 101, 2246 (1979). The coupling of dithioacetals with Grignard reagents is also useful: Org. Synth. Coll., 9, 727 (1998), and refs therein.
  • Clark, T., et al.: Chem. Eur. J., 11, 4526 (2005),
  • In the presence of Zn and pyridine, catalyzes the conjugate addition of alkyl
  • Short: III/10b
  • Short: III/20b

安全信息

WGK Germany3
GHS Symbol
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P285 In case of inadequate ventilation wear respiratory protection. 在通风不足的情况下,戴呼吸防护。
  • P301+P312+P330
  • P302+P352+P333+P313+P362+P364
  • P304+P341
  • P308+P313
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H350 May cause cancer 可能致癌
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H302 Harmful if swallowed 吞食有害
  • H412 Harmfutoaquaticlifewithlonglastingeffects 对水生生物有害并具有长期影响。
Hazard Codes 8 T
RTECSQR6170000
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Signal word Danger
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
Risk Statements
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
  • R22 Harmful if swallowed 吞咽有害
  • R34 Causes burns 会导致灼伤
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R45 May cause cancer 可能致癌
  • R52/53
Storage condition Moisture Sensitive 易吸潮,密封保存。 Hygroscopic
Packing GroupII
UN Number 2923
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 56 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#03119

其他信息

  • 不溶于水

系列性分类


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