CID 2723984

Base Information

• Chemical Name: CID 2723984
• CAS No.: 16836-95-6
• Molecular Formula: C7H8AgO3S
• Molecular Weight: 279.065
• Hs Code.: 2843290000
• Mol file: 16836-95-6.mol

Synonyms:CS-0085621

Chemical Property of CID 2723984

Chemical Property:

• Appearance/Colour: White to light grey crystalline powder
• Melting Point: 106-107ºC
• PSA: 65.58000
• Density: 1.34g/cm3
• LogP: 1.97990
• Storage Temp.: below 5° C
• Sensitive.: Light Sensitive
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 278.92451
• Heavy Atom Count: 12
• Complexity: 211

Purity/Quality:

97% ^*data from raw suppliers

Silver p-toluenesulfonate ≥99% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)O.[Ag]
• Uses: Silver p-toluenesulfonate is used to converts alkyl halides to tosylates, and benzyl selenyl chlorides into their corresponding selenyl tosylates. It used in promotion of the leaving ability of halogens. For use in the conversion of alkyl halides to alkyl tosylates.

Technology Process of CID 2723984

There total 7 articles about CID 2723984 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: 98.0%

toluene-4-sulfonic acid (104-15-4) + silver carbonate → silver(I) 4-methylbenzenesulfonate (16836-95-6)

Guidance literature:

In ethanol; under protection from light; Ag2CO3 added to soln. of p-toluenesulfonic acid in EtOH; stirred overnight; filtered; concd. under vac.; elem. anal.;

DOI:10.1021/om300222k

Reference yield: 47.0%

toluene-4-sulfonic acid (104-15-4) + silver nitrate → silver(I) 4-methylbenzenesulfonate (16836-95-6)

Guidance literature:

With KOH; In methanol; water; soln. of acid in MeOH was mixed and stirred with soln. of KOH in H2O; aq. AgNO3 was added; stirred; kept in dark at room temp. for several d; filtered; washed (acetone); dried in air; elem. anal.;

DOI:10.1016/j.jorganchem.2007.10.057

Reference yield:

potassium tosylate (16106-44-8) + silver nitrate → silver(I) 4-methylbenzenesulfonate (16836-95-6)

Guidance literature:

In water; at 20 ℃;

upstream raw materials:

toluene-4-sulfonic acid

silver(l) oxide

potassium tosylate

Downstream raw materials:

methylene ditosylate

4-fluorobutyl tosylate

1,1,4,4-tetramethyl-piperazinediium; bis-(toluene-4-sulfonate)

benzyl tosylate

Refernces

Gold(I)-catalyzed enantioselective synthesis of functionalized indenes

10.1002/anie.201001089

The research focuses on the enantioselective synthesis of chiral indenes, which are important due to their biological activities and potential use in materials science and catalysis. The study aimed to develop a method for synthesizing optically active indenes from achiral substrates, using readily available starting materials. The researchers successfully achieved this through a gold(I)-catalyzed 5-endo-dig cyclization of ortho-(alkynyl)styrene derivatives, which resulted in the formation of indene skeletons with a stereogenic center at C1. They utilized various o-(alkynyl)styrene derivatives, coinage metal and platinum complexes as catalysts, and silver salts as co-catalysts. The optimized conditions involved the use of a gold complex with the atropisomeric electron-rich ligand 3,5-xylyl-MeOBIPHEP (L7) and silver tosylate, leading to the production of enantiomerically enriched functionalized 1H-indene derivatives with high yields and enantiomeric excess (ee) values of up to 92%, which could be further improved to over 98% through recrystallization. This work not only expands the utility of o-(alkynyl)styrene derivatives as precursors for indenes but also represents the first examples of metal-catalyzed cyclizations of these substrates through a 5-endo-dig mechanism.