1,2-Bis(diphenylphosphino)ethane

Synonym(s):1,2-Bis(diphenylphosphino)ethane;Diphos;dppe

CAS NO.：1663-45-2
Empirical Formula: C26H24P2
Molecular Weight: 398.42
MDL number: MFCD00003047
EINECS: 216-769-2
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-31 13:32:20

1,2-Bis(diphenylphosphino)ethane Structural

What is 1,2-Bis(diphenylphosphino)ethane?

Description

Dppe can also make a useful replacement for triphenylphosphine in reactions such as Mitsunobu or Staudinger reactions. The corresponding bis(phosphine oxide) by-pdt is more polar than triphenylphosphine oxide, making it often easier to separate from desired products.

Chemical properties

white to light yellow crystal powde

The Uses of 1,2-Bis(diphenylphosphino)ethane

1,2-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.

The Uses of 1,2-Bis(diphenylphosphino)ethane

suzuki reaction

Definition

ChEBI: 1,2-bis(diphenylphosphino)ethane is a tertiary phosphine and a member of diphosphanes. It has a role as an allergen.

Purification Methods

Recrystallise 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.]

Properties of 1,2-Bis(diphenylphosphino)ethane

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
appearance	White solid
color	White to off-white
Sensitive	Air Sensitive
BRN	761261
Stability:	Stable. Combustible. Incompatible with strong oxidizing agents. May be air-sensitive.
InChI	InChI=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
CAS DataBase Reference	1663-45-2(CAS DataBase Reference)
NIST Chemistry Reference	Phosphine, 1,2-ethanediylbis[diphenyl-(1663-45-2)
EPA Substance Registry System	Phosphine, 1,2-ethanediylbis[diphenyl- (1663-45-2)

Safety information for 1,2-Bis(diphenylphosphino)ethane

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P405:Store locked up. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P501:Dispose of contents/container to..…