419184

Triphenylphosphine diiodide

technical grade, 90%

• Synonym(s): Diiodotriphenylphosphorane
• Linear Formula: (C₆H₅)₃PI₂
• CAS Number: 6396-07-2
• Molecular Weight: 516.09
• Beilstein/REAXYS Number: 2740417
• MDL number: MFCD00216568
• UNSPSC Code: 12352101
• PubChem Substance ID: 24866095
• NACRES: NA.06

Properties

• grade: technical grade
• Quality Level: 100
• assay: 90%
• form: solid
• mp: 210-220 °C (lit.)
• functional group: phosphine
• SMILES string: IP(I)(c1ccccc1)(c2ccccc2)c3ccccc3
• InChI: 1S/C18H15I2P/c19-21(20,16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
• InChI key: NSWZEXJQHIXCFL-UHFFFAOYSA-N

Description

Application

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.

Safety Information

• pictograms: GHS08,GHS05
• signalword: Danger
• hcodes: H314,H317,H334,H361fd
• pcodes: P202 - P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Repr. 2 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges