1,2-Bis(diphenylphosphino)ethane

1,2-Bis(diphenylphosphino)ethane Basic information
Product Name:1,2-Bis(diphenylphosphino)ethane
Synonyms:1,2-()(DPPE) 98%;DIPHOS OR DPPE;1,2-Bis(diphenylphosphino)ethane, Diphos;2-Di(phenyl)phosphanylethyl-di(phenyl)phosphane;1,2-Bis(diphenylphosphino) ethane,99% Dipltos;1,2-Bis(diphenylphosphino)ethane, 98+% 10GR;1,2-Bis(diphenylphosphino)ethane, 98+% 50GR;98% DPPE
CAS:1663-45-2
MF:C26H24P2
MW:398.42
EINECS:216-769-2
Product Categories:Ligand;Phosphines;Phosphine Ligands;Synthetic Organic Chemistry;organophosphine ligand;Achiral Phosphine;Aryl Phosphine
Mol File:1663-45-2.mol
1,2-Bis(diphenylphosphino)ethane Structure
1,2-Bis(diphenylphosphino)ethane Chemical Properties
Melting point 137-142 °C (lit.)
Boiling point 514.8±33.0 °C(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Soluble in acetone, methanol and alcoholic hydrochloric acid.
form Crystalline Powder or Crystals
color White to off-white
Sensitive Air Sensitive
BRN 761261
Stability:Stable. Combustible. Incompatible with strong oxidizing agents. May be air-sensitive.
InChIInChI=1S/C26H24P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h1-20H,21-22H2
InChIKeyQFMZQPDHXULLKC-UHFFFAOYSA-N
SMILESC1C=CC=CC=1P(CCP(C1=CC=CC=C1)C1=CC=CC=C1)C1=CC=CC=C1
CAS DataBase Reference1663-45-2(CAS DataBase Reference)
NIST Chemistry ReferencePhosphine, 1,2-ethanediylbis[diphenyl-(1663-45-2)
EPA Substance Registry SystemPhosphine, 1,2-ethanediylbis[diphenyl- (1663-45-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-37/39-26-36
WGK Germany 3
9
TSCA Yes
HS Code 29310095
MSDS Information
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Bis(1,2-diphenylphosphino)ethane English
SigmaAldrich English
ACROS English
1,2-Bis(diphenylphosphino)ethane Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
Usessuzuki reaction
Uses1,2-Bis(diphenylphosphino)ethane is a bidendate ligand used in coordination chemistry to prepare metal complexes. It is involved in the metal-catalyzed allylic alkylation and decarboxylation of allylic esters. It is also used in 1,3-diene synthesis. Further, it is used in cycloaddition reactions and carbonylation reactions. In addition to this, it is used to prepare bis(dicyclohexylphosphino)ethane by hydrogenation.
DefinitionChEBI: 1,2-bis(diphenylphosphino)ethane is a tertiary phosphine and a member of diphosphanes. It has a role as an allergen.
Purification MethodsRecrystallise it from aqueous EtOH or *C6H6. The dimethiodide, when recrystallised from MeOH has m 305-307o, and the dioxide when recrystallised from toluene or DMF (needles), or *C6H6 (plates) has m 252-254o (276-278o) [Isslieb et al. Chem Ber 92 3175 1959, NMR: Aquiar et al. J Org Chem 29 1660 1964, B.ckvall et al. J Org Chem 52 5430 1987]. [Beilstein 16 IV 958.]
(2S,3S)-(+)-2,3-BIS(DIPHENYLPHOSPHINO)-BICYCLO[2.2.1]HEPT-5-ENE 1,2-Bis(diphenylphosphino)ethane monooxide, min. 97%,1,2-BIS(DIPHENYLPHOSPHINO)ETHANE MONOOXIDE (2R,3R)-(-)-2,3-BIS(DIPHENYLPHOSPHINO)BICYCLO[2.2.1]HEPT-5-ENE (2R,3R)-(+)-BIS(DIPHENYLPHOSPHINO)BUTANE bis(1,2-bis-(diphenylphosphino)ethane)Cu(I) 1,2-BIS[(2-METHOXYPHENYL)PHENYLPHOSPHINO]ETHANE Diiodo(bis(diphenylphosphino)ethane)cobalt(II),DIIODO(BIS(DIPHENYLPHOSPHINO)ETHANE)COB& 3,4'-DIAMINODIPHENYLMETHANE (+)-(3R,4R)-BIS(DIPHENYLPHOSPHINO)-1-BENZYLPYRROLIDINE 1,2-ETHYLENE BIS(DIPHENYLPHOSPHINE OXIDE) (1,2-BIS(DIPHENYLPHOSPHINO)ETHANE)-*DICHLORO- DICHLOROBIS[BIS-(1,2-DIPHENYLPHOSPHINO)ETHANE]PLATINATE (II) N-(Carboxymethyl)-N-(phosphonomethyl)-glycine [1,2-BIS(DIPHENYLPHOSPHINO)ETHANE]PALLADIUM(II) DICHLORIDE,1,2-[BIS(DIPHENYLPHOSPHINO)ETHANE]PALLADIUM(II) CHLORIDE 1,2,3,4-DIEPOXYBUTANE 1,2-BIS(DIPHENYLPHOSPHINO)ETHANE NORBORNADIENE RHODIUM TETRAFLUOROBORATE (BICYCLO[2.2.1]HEPTA-2,5-DIENE)[(2S,3S)-BIS(DIPHENYLPHOSPHINO)-BUTANE] RHODIUM(I) PERCHLORATE ([2S,3S]-BIS[DIPHENYLPHOSPHINO]BUTANE)(ETA3-ALLYL) PALLADIUM(II) PERCHLORATE

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