text.skipToContent text.skipToNavigation

Maximum quantity allowed is 999

Please select the quantity

Phosphines [Chemical Structural Class]

 Phosphorus belongs to group 15 in the periodic table, the same as nitrogen, and it binds with carbon to form various organophosphate compounds. However, since nitrogen belongs to the second-period and phosphorus to the third, they differ in atomic size, ionization energy and electronegativity etc. Therefore, organophosphate compounds show a characteristic reactivity which organic nitrogen compounds do not have, and it is utilized as a versatile reaction reagent in organic synthesis. For example, phosphorus has a high affinity for oxygen: phosphorus ylide and phosphonate are utilized for the Wittig reaction and the Horner-Emmons reaction, respectively, and it extracts oxygen from aldehydes to produce olefins. Phosphine extracts oxygen from alcohols to produce esters in the Mitsunobu reaction.
 Another feature of phosphine includes bearing a soft lone pair. Therefore, it forms comparatively stable complexes with transition metals such as palladium. This transition metal complex is used frequently as a catalyst in reactions such as the Suzuki-Miyaura cross-coupling reaction and the Heck reaction.1) Although phosphine also has a trigonal pyramidal structure like amines, its rotational barrier energy is considerably higher than the corresponding amine. Therefore, a phosphine which has three different substituents has optical isomers. This optically-active phosphine is utilized for asymmetric syntheses as a P-chiral ligand.2) In this section, we introduce tri-substituted alkyl and aryl phosphines, such as tricyclohexylphosphine and triphenylphosphine.

Literature

107 Results Found
View:  List
Product Number B3449
CAS RN 71042-55-2
Purity / Analysis Method: >98.0%(GC)

Product Number B1246
CAS RN 7688-25-7
Purity / Analysis Method: >98.0%(GC)

Product Number B3450
CAS RN 71042-54-1
Purity / Analysis Method: >98.0%(GC)

Product Number B3036
CAS RN 97858-62-3
Purity / Analysis Method: >97.0%(GC)(T)

Product Number B4272
CAS RN 142691-70-1
Purity / Analysis Method: >95.0%(T)

Product Number B5302
CAS RN 1107608-80-9
Purity / Analysis Method: >98.0%(HPLC)

Product Number E0519
CAS RN 607-01-2
Purity / Analysis Method: >97.0%(GC)

Product Number B3428
CAS RN 76858-94-1
Purity / Analysis Method: >97.0%(HPLC)

Product Number P1176
CAS RN 5525-95-1
Purity / Analysis Method: >93.0%(T)

Product Number T0519
CAS RN 603-35-0
Purity / Analysis Method: >95.0%(T)

Product Number T0503
CAS RN 4731-53-7
Purity / Analysis Method: >85.0%(GC)

Product Number:   B3449 | Purity / Analysis Method:   >98.0%(GC)

Product Number:   B1246 | Purity / Analysis Method:   >98.0%(GC)

Product Number:   B3450 | Purity / Analysis Method:   >98.0%(GC)

Product Number:   B3036 | Purity / Analysis Method:   >97.0%(GC)(T)

Product Number:   B4272 | Purity / Analysis Method:   >95.0%(T)

Product Number:   B5302 | Purity / Analysis Method:   >98.0%(HPLC)

Product Number:   E0519 | Purity / Analysis Method:   >97.0%(GC)

Product Number:   B3428 | Purity / Analysis Method:   >97.0%(HPLC)

Product Number:   P1176 | Purity / Analysis Method:   >93.0%(T)

Product Number:   T0519 | Purity / Analysis Method:   >95.0%(T)

Product Number:   T0503 | Purity / Analysis Method:   >85.0%(GC)