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1,5-Bis(diphenylphosphino)pentane

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1,5-Bis(diphenylphosphino)pentane
Names
Other names
DPPP
Identifiers
3D model (JSmol)
Abbreviations dpppe
ChEMBL
ChemSpider
ECHA InfoCard 100.154.700 Edit this at Wikidata
EC Number
  • 626-285-7
  • InChI=1S/C29H30P2/c1-6-16-26(17-7-1)30(27-18-8-2-9-19-27)24-14-5-15-25-31(28-20-10-3-11-21-28)29-22-12-4-13-23-29/h1-4,6-13,16-23H,5,14-15,24-25H2
    Key: MZFPAWGWFDGCHP-UHFFFAOYSA-N
  • C1=CC=C(C=C1)P(CCCCCP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4
Properties
C29H30P2
Molar mass 440.507 g·mol−1
Appearance White solid
Melting point 41-44 oC[1]
Hazards
GHS labelling:[2]
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1,5-Bis(diphenylphosphino)pentane is an organophosphorus compound with the formula C29H30P2. It can be prepared by reacting 1,5-dibromopentane with lithium diphenylphosphide,[3] or diphenylphosphine in presence of caesium hydroxide.[4] It reacts with copper(I) iodide to give a luminescent dinuclear complex [CuIPh2P(CH2)5PPh2]2.[5]

References

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  1. ^ Shatunov, V.V.; Korlyukov, A.A.; Lebedev, A.V.; Sheludyakov, V.D.; Kozyrkin, B.I.; Orlov, V.Yu. (2011). "The synthesis and deep purification of GaEt3. Reversible complexation of adducts MAlk3 (M = Al, Ga, In; Alk = Me, Et) with phenylphosphines". Journal of Organometallic Chemistry. 696 (10). Elsevier BV: 2238–2251. doi:10.1016/j.jorganchem.2010.11.044. ISSN 0022-328X.
  2. ^ "1,5-Bis(diphenylphosphino)pentane". pubchem.ncbi.nlm.nih.gov.
  3. ^ Chou, Ta Shue; Yuan, Jeh Jing; Tsao, Chung Huang (1985). "Ultrasonic acceleration of the reductive cleavage of phosphorus-carbon bonds with lithium metal. A simple preparation of tertiary phosphines". Journal of Chemical Research, Synopses (1): 18–19. ISSN 0308-2342..
  4. ^ Honaker, Matthew T.; Salvatore, Ralph Nicholas (February 1, 2004). "A MILD AND EFFICIENT CsOH-PROMOTED SYNTHESIS OF DITERTIARY PHOSPHINES". Phosphorus, Sulfur, and Silicon and the Related Elements. 179 (2). Informa UK Limited: 277–283. doi:10.1080/10426500490262261. ISSN 1042-6507. S2CID 98162486.
  5. ^ Zhang, Xiayi; Song, Li; Hong, Mingwei; Shi, Hongsheng; Xu, Kaijie; Lin, Qizhong; Zhao, Yi; Tian, Yuan; Sun, Jiafeng; Shu, Kangying; Chai, Wenxiang (2014). "Luminescent dinuclear copper(I) halide complexes double bridged by diphosphine ligands: Synthesis, structure characterization, properties and TD-DFT calculations". Polyhedron. 81. Elsevier BV: 687–694. doi:10.1016/j.poly.2014.07.034. ISSN 0277-5387.