IODOMETHYL-TRIPHENYL-PHOSPHONIUM IODIDE Chemical Properties

Melting point:

260-266°C

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

Appearance

White to light yellow Solid

InChI

InChI=1S/C19H17IP.HI/c20-16-21(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19;/h1-15H,16H2;1H/q+1;/p-1

InChIKey

NAVMMSRRNOXQMJ-UHFFFAOYSA-M

SMILES

[P+](CI)(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1.[I-]

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-28

IODOMETHYL-TRIPHENYL-PHOSPHONIUM IODIDE Usage And Synthesis

Uses

Reactant or reagent for synthesis of:

• Phosphacyclic compounds via oxidative dimerizations
• Enamides via cross-coupling
• Cyclopeptide alkaloids for use as antibacterial or cytotoxic agents
• Terminal alkynes via dehydrohalogenation of aldehydes

Reactant for vinylcyclopropanation / cyclopentenation of strained alkenes using a sequential carborhodation process

Used as an olefination agent in the Lewis acid catalysis of electrocyclization of trienes

reaction suitability

reaction type: C-C Bond Formation

IODOMETHYL-TRIPHENYL-PHOSPHONIUM IODIDE (3020-28-8)Related Product Information

• Sodium iodide
• ISOPROPYLTRIPHENYLPHOSPHONIUM IODIDE
• (CYANOMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE
• (4-BROMOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE
• (3-BROMOPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE
• CYANOMETHYLTRI-N-BUTYLPHOSPHONIUM CHLORIDE
• Phosphonium, (2-methoxyethyl)triphenyl-, bromide
• (CYANOMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE
• IODOMETHYL-TRIPHENYL-PHOSPHONIUM IODIDE