Iodomethyltriphenylphosphorane

Base Information

• Chemical Name: Iodomethyltriphenylphosphorane
• CAS No.: 20667-19-0
• Molecular Formula: C19H18 I P
• Molecular Weight: 404.23
• DSSTox Substance ID: DTXSID10942866
• Nikkaji Number: J280.641J
• Wikidata: Q82919864
• Mol file: 20667-19-0.mol

Synonyms:Iodomethyltriphenylphosphorane;iodo-methyl-triphenyl-lambda5-phosphane;Methyltriphenyliodophosphine;SCHEMBL688257;DTXSID10942866;EINECS 243-958-7;Iodo(methyl)triphenyl-lambda~5~-phosphane

Chemical Property of Iodomethyltriphenylphosphorane

Chemical Property:

• Melting Point: 183-185 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 13.59000
• Density: g/cm³
• LogP: 0.61430
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 404.01909
• Heavy Atom Count: 21
• Complexity: 287

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CP(C1=CC=CC=C1)(C2=CC=CC=C2)(C3=CC=CC=C3)I

Technology Process of Iodomethyltriphenylphosphorane

There total 1 articles about Iodomethyltriphenylphosphorane 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: 90.0%

triphenylphosphine (603-35-0) + methyl iodide (74-88-4) → methyltriphenylphosphonium iodide (20667-19-0)

Guidance literature:

In toluene; at 20 ℃;

DOI:10.1002/chem.201202672

Reference yield: 94.0%

3-isopropyl-2-methoxybenzaldehyde (91969-75-4) + methyltriphenylphosphonium iodide (20667-19-0) → 1-isopropyl-2-methoxy-3-vinylbenzene (1292848-56-6)

Guidance literature:

methyltriphenylphosphonium iodide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

3-isopropyl-2-methoxybenzaldehyde; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo2001116

Reference yield: 91.0%

2-bromophenyl methyl ketone (2142-69-0) + methyltriphenylphosphonium iodide (20667-19-0) → 1-bromo-2-isopropenylbenzene (7073-70-3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/ja502601g

upstream raw materials:

triphenylphosphine

methyl iodide

Downstream raw materials:

[2-Methylene-cyclopent-(E)-ylidenemethyl]-benzene

3-Vinylquinuclidine

(3,3-dimethylbut-1-en-2-yl)benzene

[5-Methyl-2-methylene-cyclohex-(E)-ylidenemethyl]-benzene

Refernces

• 1、 Alunni, S.,Minuti, L.,Venturini, L.. "A STUDY ON THE ADDITIVITY OF SUBSTITUENT EFFECTS IN THE TRIPHENYLPHOSPHONIUM SYSTEM". . p. 293 - 296. Retrieved 2007/10/02.