Names | |
---|---|
IUPAC name
Phosphanium iodide
| |
Other names
Iodine phosphide
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.031.978 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
PH 4I | |
Molar mass | 161.910 g/mol |
Boiling point | 62 °C (144 °F; 335 K) Sublimes [1] |
decomposes | |
Structure | |
Tetragonal (P4/nmm) | |
a = 6.34 Å, c = 4.62 Å
| |
Lattice volume (V)
|
185.7 Å3 |
Formula units (Z)
|
2 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Phosphonium iodide is a chemical compound with the formula PH
4I. It is an example of a salt containing an unsubstituted
phosphonium cation (PH+
4). Phosphonium iodide is commonly used as storage for
phosphine
[2] and as a reagent for substituting phosphorus into organic molecules.
[3]
Phosphonium iodide is prepared by mixing
diphosphorus tetraiodide (P
2I
4) with elemental phosphorus and water at 80 °C and allowing the salt to sublime.
[4]
[5]
Its crystal structure has the
tetragonal space group P4/nmm, which is a distorted version of the
NH4Cl crystal structure; the unit cell has approximate dimensions 634×634×462 pm.
[6] The
hydrogen bonding in the system causes the PH+
4 cations to orient such that the hydrogen atoms point toward the I−
anions.
[7]
At 62 °C and atmospheric pressure, phosphonium iodide sublimates and dissociates reversibly into phosphine and hydrogen iodide (HI). [1] It oxidizes slowly in air to give iodine and phosphorus oxides; it is hygroscopic [4] and is hydrolyzed into phosphine and HI: [8]
Phosphine gas may be devolved from phosphonium iodide by mixing an aqueous solution with potassium hydroxide: [9]
It reacts with elemental iodine and bromine in a nonpolar solution to give phosphorus halides; for example:
Phosphonium iodide is a powerful substitution reagent in organic chemistry; for example, it can convert a pyrilium into a phosphinine via substitution. [3] In 1951, Glenn Halstead Brown found that PH4I reacts with acetyl chloride to produce an unknown phosphine derivative, possibly CH3C(=PH)PH2·HI. [4]
Names | |
---|---|
IUPAC name
Phosphanium iodide
| |
Other names
Iodine phosphide
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.031.978 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
PH 4I | |
Molar mass | 161.910 g/mol |
Boiling point | 62 °C (144 °F; 335 K) Sublimes [1] |
decomposes | |
Structure | |
Tetragonal (P4/nmm) | |
a = 6.34 Å, c = 4.62 Å
| |
Lattice volume (V)
|
185.7 Å3 |
Formula units (Z)
|
2 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Phosphonium iodide is a chemical compound with the formula PH
4I. It is an example of a salt containing an unsubstituted
phosphonium cation (PH+
4). Phosphonium iodide is commonly used as storage for
phosphine
[2] and as a reagent for substituting phosphorus into organic molecules.
[3]
Phosphonium iodide is prepared by mixing
diphosphorus tetraiodide (P
2I
4) with elemental phosphorus and water at 80 °C and allowing the salt to sublime.
[4]
[5]
Its crystal structure has the
tetragonal space group P4/nmm, which is a distorted version of the
NH4Cl crystal structure; the unit cell has approximate dimensions 634×634×462 pm.
[6] The
hydrogen bonding in the system causes the PH+
4 cations to orient such that the hydrogen atoms point toward the I−
anions.
[7]
At 62 °C and atmospheric pressure, phosphonium iodide sublimates and dissociates reversibly into phosphine and hydrogen iodide (HI). [1] It oxidizes slowly in air to give iodine and phosphorus oxides; it is hygroscopic [4] and is hydrolyzed into phosphine and HI: [8]
Phosphine gas may be devolved from phosphonium iodide by mixing an aqueous solution with potassium hydroxide: [9]
It reacts with elemental iodine and bromine in a nonpolar solution to give phosphorus halides; for example:
Phosphonium iodide is a powerful substitution reagent in organic chemistry; for example, it can convert a pyrilium into a phosphinine via substitution. [3] In 1951, Glenn Halstead Brown found that PH4I reacts with acetyl chloride to produce an unknown phosphine derivative, possibly CH3C(=PH)PH2·HI. [4]