(Iodomethyl)triphenylphosphonium iodide

Base Information

• Chemical Name: (Iodomethyl)triphenylphosphonium iodide
• CAS No.: 3020-28-8
• Molecular Formula: C19H17IP+
• Molecular Weight: 530.127
• Hs Code.: 2931900090
• European Community (EC) Number: 663-309-5
• NSC Number: 116665
• DSSTox Substance ID: DTXSID30450291
• Mol file: 3020-28-8.mol

Synonyms:3020-28-8;(Iodomethyl)triphenylphosphonium iodide;Iodomethyl-triphenyl-phosphonium iodide;iodomethyl(triphenyl)phosphanium;iodide;Phosphonium, (iodomethyl)triphenyl-, iodide;MFCD09025335;C19H17I2P;SCHEMBL291942;DTXSID30450291;NAVMMSRRNOXQMJ-UHFFFAOYSA-M;(Iodomethyl)triphenylphosphoniumIodide;NSC116665;AKOS015917430;NSC-116665;AS-18275;SY040804;(Iodomethyl)triphenylphosphonium iodide, 95%;CS-0040930;FT-0630023;IODOMETHYL-TRIPHENYL-PHOSPHONIUMIODIDE

Chemical Property of (Iodomethyl)triphenylphosphonium iodide

Chemical Property:

• Melting Point: 260-266°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 13.59000
• Density: g/cm³
• LogP: 5.25870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 529.91573
• Heavy Atom Count: 22
• Complexity: 253

Purity/Quality:

98% ^*data from raw suppliers

(Iodomethyl)triphenylphosphonium iodide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CI)(C2=CC=CC=C2)C3=CC=CC=C3.[I-]
• Uses: Reactant or reagent for synthesis of: Phosphacyclic compounds via oxidative dimerizationsEnamides via cross-couplingCyclopeptide alkaloids for use as antibacterial or cytotoxic agentsTerminal alkynes via dehydrohalogenation of aldehydesReactant for vinylcyclopropanation / cyclopentenation of strained alkenes using a sequential carborhodation processUsed as an olefination agent in the Lewis acid catalysis of electrocyclization of trienes

Technology Process of (Iodomethyl)triphenylphosphonium iodide

There total 4 articles about (Iodomethyl)triphenylphosphonium iodide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.6%

diiodomethane (75-11-6) + triphenylphosphine (603-35-0) → (iodomethyl)triphenylphosphonium iodide (3020-28-8)

Guidance literature:

In toluene; at 0 - 100 ℃; for 20h; Inert atmosphere; Darkness;

DOI:10.1021/acs.joc.0c00344

Reference yield: 81.0%

iodoform (75-47-8) + triphenylphosphine (603-35-0) → (iodomethyl)triphenylphosphonium iodide (3020-28-8)

Guidance literature:

In toluene; for 16h; Heating;

DOI:10.1080/00397910701649049

Reference yield: 56.0%

→ (iodomethyl)triphenylphosphonium iodide (3020-28-8)

Guidance literature:

upstream raw materials:

diiodomethane

triphenylphosphine

iodoform

methyl-triphenylphosphonium iodide

Downstream raw materials:

para-fluorostyrene

2-naphthylethylene

tert-Butyl-[(Z)-(2R,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-1,2,4-trimethyl-hex-5-enyloxy]-dimethyl-silane

tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

Refernces

• 1、 Barbe, Guillaume,Chai, David,Chen, Bin,Dechristopher, Brian,Guay, Daniel,Levesque, Eric,Mancuso, John. "A Condensed, Scalable Synthesis of Racemic Koningic Acid". . p. 6788 - 6793. Retrieved 2020/07/14.
• 2、 Dias, Luiz C.,Ferreira, Marco A. B.. "Total synthesis of (-)-goniotrionin". experimental part. p. 4046 - 4062. Retrieved 2012/06/29.