Phosphorane, [[(4-methylphenyl)sulfonyl]methylene]triphenyl-

Base Information

• Chemical Name: Phosphorane, [[(4-methylphenyl)sulfonyl]methylene]triphenyl-
• CAS No.: 5554-81-4
• Molecular Formula: C26H23O2PS
• Molecular Weight: 430.507
• DSSTox Substance ID: DTXSID00385187
• Nikkaji Number: J1.845.738E,J3.434.147H
• Wikidata: Q82177812
• Mol file: 5554-81-4.mol

Synonyms:Phosphorane, [[(4-methylphenyl)sulfonyl]methylene]triphenyl-;5554-81-4;(4-methylphenyl)sulfonylmethylidene-triphenyl-lambda5-phosphane;DTXSID00385187;Triphenyl(tosylmethylene)phosphorane;(Triphenylphosphonio)(p-tolylsulfonyl)methaneide;Phosphorane, triphenyl[(p-tolylsulfonyl)methylene]-

Chemical Property of Phosphorane, [[(4-methylphenyl)sulfonyl]methylene]triphenyl-

Chemical Property:

• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 430.11563814
• Heavy Atom Count: 30
• Complexity: 629

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)C=P(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of Phosphorane, [[(4-methylphenyl)sulfonyl]methylene]triphenyl-

There total 8 articles about Phosphorane, [[(4-methylphenyl)sulfonyl]methylene]triphenyl- 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%

C26H24O2PS(1+)*I(1-) → {[(4-methylphenyl)sulfonyl]methylidene}(triphenyl)-λ5-phosphane (5554-81-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; for 16h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201501818

Reference yield:

F6P(1-)*C52H44BO4P2S2(1+) + diethylamine (109-89-7) → tris(diethylamino)borane (867-97-0) + {[(4-methylphenyl)sulfonyl]methylidene}(triphenyl)-λ5-phosphane (5554-81-4) + C26H24O2PS(1+)

Guidance literature:

F₆P^(1-)*C₅₂H₄₄BO₄P₂S₂⁽¹⁺⁾; With sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; In chloroform-d1; for 0.5h; Schlenk technique; Inert atmosphere;

diethylamine; In chloroform-d1; at 70 ℃; for 72h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201611677

Reference yield:

pyrrole (109-97-7,30604-81-0) + F6P(1-)*C52H44BO4P2S2(1+) → tetra-1-pyrrolylborate anion (49577-64-2) + {[(4-methylphenyl)sulfonyl]methylidene}(triphenyl)-λ5-phosphane (5554-81-4) + C26H24O2PS(1+)

Guidance literature:

F₆P^(1-)*C₅₂H₄₄BO₄P₂S₂⁽¹⁺⁾; With sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; In chloroform-d1; for 0.5h; Schlenk technique; Inert atmosphere;

pyrrole; In chloroform-d1; at 70 ℃; for 72h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201611677

upstream raw materials:

p-toluenesulfonyl fluoride

Methyltriphenylphosphonium bromide

1-((iodom ethyl)sulfonyl)-4-methylbenzene

triphenylphosphine

Downstream raw materials:

6-N-benzoyl-9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-ribo-hex-5(E)-enofuranosyl>adenine

9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-ribo-hex-5(E)-enofuranosyl>adenine

3-ethoxy-4,4-dimethyl-1-(p-tolylsulfonyl)-1,2-pentadiene

1-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-ribo-hex-5(E)-enofuranosyl>uracil