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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.

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Product Number D4500
CAS RN 210169-40-7
Purity / Analysis Method: >99.0%(HPLC)

Product Number D4501
CAS RN 566940-03-2
Purity / Analysis Method: >99.0%(HPLC)

Product Number S0929
CAS RN 210169-54-3
Purity / Analysis Method: >99.0%(HPLC)

Product Number S0930
CAS RN 244261-66-3
Purity / Analysis Method: >99.0%(HPLC)

Product Number B1138
CAS RN 6737-42-4
Purity / Analysis Method: >98.0%(GC)

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

Product Number B2630
CAS RN 84783-64-2
Purity / Analysis Method: >98.0%(GC)

Product Number B2709
CAS RN 161265-03-8
Purity / Analysis Method: >98.0%(GC)

Product Number B2710
CAS RN 97239-80-0
Purity / Analysis Method: >98.0%(T)

Product Number B2717
CAS RN 261733-18-0
Purity / Analysis Method: >98.0%(HPLC)(N)

Product Number B2867
CAS RN 166330-10-5
Purity / Analysis Method: >98.0%(GC)

Product Number B3196
CAS RN 136274-57-2
Purity / Analysis Method: >98.0%(T)

Product Number:   D4500 | Purity / Analysis Method:   >99.0%(HPLC)

Product Number:   D4501 | Purity / Analysis Method:   >99.0%(HPLC)

Product Number:   S0929 | Purity / Analysis Method:   >99.0%(HPLC)

Product Number:   S0930 | Purity / Analysis Method:   >99.0%(HPLC)

Product Number:   B1138 | Purity / Analysis Method:   >98.0%(GC)

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

Product Number:   B2630 | Purity / Analysis Method:   >98.0%(GC)

Product Number:   B2709 | Purity / Analysis Method:   >98.0%(GC)

Product Number:   B2710 | Purity / Analysis Method:   >98.0%(T)

Product Number:   B2717 | Purity / Analysis Method:   >98.0%(HPLC)(N)

Product Number:   B2867 | Purity / Analysis Method:   >98.0%(GC)

Product Number:   B3196 | Purity / Analysis Method:   >98.0%(T)

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