DIIODOTRIPHENYLPHOSPHORANE

Synonym(s):Diiodotriphenylphosphorane

Triphenylphosphine diiodide (Ph₃P. I₂) can be used as a reagent:

To facilitate the conversion of alcohol, thiol, and enol functional groups into alkyl iodides via formation of alkoxyphosphonium iodide.
To prepare β-iodo-α,β-unsaturated ketones from cyclic β-diketones in the presence of triethyl amine.
In the synthesis of alkyl nitrates from alcohols.
In the Beckmann rearrangement reaction to synthesize lactams from cycloalkanone oxime.
For the preparation of aromatic and aliphatic carboxylic acid esters in the presence of N,N-dimethylaminopyridine.

Ph₃P. I₂ can also be used to reduce graphene oxide for the production of graphene nanosheets under mild and environmentally friendly conditions.

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Health Hazard GHS08
GHS Hazard Statements	H314:Skin corrosion/irritation H317:Sensitisation, Skin H334:Sensitisation, respiratory H361:Reproductive toxicity
Precautionary Statement Codes	P202:Do not handle until all safety precautions have been read and understood. P260:Do not breathe dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.