p-Toluenesulfonic acid, p-nitrophenyl ester

Base Information

• Chemical Name: p-Toluenesulfonic acid, p-nitrophenyl ester
• CAS No.: 1153-45-3
• Molecular Formula: C13H11 N O5 S
• Molecular Weight: 293.3
• European Community (EC) Number: 667-691-4
• NSC Number: 11354
• DSSTox Substance ID: DTXSID00151041
• Nikkaji Number: J293.896K
• Wikidata: Q83017436
• Mol file: 1153-45-3.mol

Synonyms:1153-45-3;4-Nitrophenyl tosylate;(4-nitrophenyl) 4-methylbenzenesulfonate;p-Nitrophenyl tosylate;p-Toluenesulfonic acid, p-nitrophenyl ester;4-nitrophenyl 4-methylbenzenesulfonate;4-nitrophenyl 4-methylbenzene-1-sulfonate;Phenol, p-nitro-, p-toluenesulfonate;BRN 2390365;Benzenesulfonic acid, 4-methyl-, 4-nitrophenyl ester;AI3-03742;4-nitrophenyl 4-toluenesulfonate;1-(3-SULFO-4-PHENOXY)-PHENYL-3-HEPTADECYL-4-ISOPROPYL-PYRAZOLINE-5-ONE;p-nitrophenyl p-toluenesulfonate;SCHEMBL1061125;4-Nitrophenyl p-toluenesulfonate;DTXSID00151041;p-nitrophenyl p-toluene sulphonate;NSC11354;MFCD00092127;NSC 11354;NSC-11354;AKOS008678047;LS-154177;Toluene-4-sulfonic acid 4-nitro-phenyl ester;D84417;EN300-7021922;Benzenesulfonic acid,4-methyl-,4-nitrophenyl ester

Chemical Property of p-Toluenesulfonic acid, p-nitrophenyl ester

Chemical Property:

• Vapor Pressure: 1.56E-08mmHg at 25°C
• Melting Point: 98℃ (ethanol )
• Boiling Point: 469.4°Cat760mmHg
• Flash Point: 237.7°C
• PSA: 97.57000
• Density: 1.388g/cm³
• LogP: 4.27490
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 293.03579362
• Heavy Atom Count: 20
• Complexity: 423

Purity/Quality:

99.5% ^*data from raw suppliers

4-NITROPHENYL P-TOLUENESULFONATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of p-Toluenesulfonic acid, p-nitrophenyl ester

There total 17 articles about p-Toluenesulfonic acid, p-nitrophenyl ester 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: 100.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + p-toluenesulfonyl chloride (98-59-9) → 4-nitrophenyl 4-methylbenzenesulfonate (1153-45-3)

Guidance literature:

4-nitro-phenol; p-toluenesulfonyl chloride; With potassium carbonate; In acetone; at 20 - 25 ℃; for 2.5h;

With hydrogenchloride; In water; acetone;

Reference yield: 99.0%

→ 4-nitrophenyl 4-methylbenzenesulfonate (1153-45-3)

Guidance literature:

Reference yield: 95.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + sodium 4-methylbenzenesulfinate (824-79-3) → 4-nitrophenyl 4-methylbenzenesulfonate (1153-45-3)

Guidance literature:

With iodine; potassium carbonate; In methanol; at 20 ℃; for 5h; Green chemistry;

DOI:10.1039/c5ra00724k

upstream raw materials:

toluene-4-sulfonic acid phenyl ester

4-nitro-phenol

p-toluenesulfonyl chloride

4-nitrophenol sodium salt

Downstream raw materials:

toluene-4-sulfonic acid-(4-hydroxyamino-phenyl ester)

N-tosylpiperidine

4-tosylmorpholine

1-tosylpiperazine

Refernces

• 1、 Hemmati, Saba,Mojtahedi, Mohammad Majid,Abaee, Mohammad Saeed,Vafajoo, Zahra,Saremi, Shokufe Ghahri,Noroozi, Mohammad,Sedrpoushan, Alireza,Ataee, Meral. "One-pot tandem reactions for direct conversion of thiols and disulfides to sulfonic esters, and Paal-Knorr synthesis of pyrrole derivatives catalyzed by TCCA". . p. 347 - 357. Retrieved 2013.
• 2、 Bondarev, Alexander A.,Naumov, Evgeny V.,Kassanova, Assiya Zh.,Krasnokutskaya, Elena A.,Stankevich, Ksenia S.,Filimonov, Victor D.. "First Study of the Thermal and Storage Stability of Arenediazonium Triflates Comparing to 4-Nitrobenzenediazonium Tosylate and Tetrafluoroborate by Calorimetric Methods". . p. 2405 - 2415. Retrieved 2019.
• 3、 Ellaby, Rebecca J.,Clark, Ewan R.,Allen, Nyasha,Taylor, Faith R.,Ng, Kendrick K. L.,Dimitrovski, Milan,Chu, Dominique F.,Mulvihill, Daniel P.,Hiscock, Jennifer R.. "Identification of organophosphorus simulants for the development of next-generation detection technologies". . p. 2008 - 2014. Retrieved 2021/03/16.