Benzenesulfonic acid, 4-methoxy-, 2,4-dinitrophenyl ester

Base Information

• Chemical Name: Benzenesulfonic acid, 4-methoxy-, 2,4-dinitrophenyl ester
• CAS No.: 154853-46-0
• Molecular Formula: C13H10N2O8S
• Molecular Weight: 354.297
• DSSTox Substance ID: DTXSID20464923
• Nikkaji Number: J2.049.311I
• Wikidata: Q82290489
• Mol file: 154853-46-0.mol

Synonyms:Benzenesulfonic acid, 4-methoxy-, 2,4-dinitrophenyl ester;154853-46-0;DTXSID20464923;2,4-dinitrophenyl 4-methoxybenzenesulfonate

Chemical Property of Benzenesulfonic acid, 4-methoxy-, 2,4-dinitrophenyl ester

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 354.01578646
• Heavy Atom Count: 24
• Complexity: 556

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)S(=O)(=O)OC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of Benzenesulfonic acid, 4-methoxy-, 2,4-dinitrophenyl ester

There total 6 articles about Benzenesulfonic acid, 4-methoxy-, 2,4-dinitrophenyl 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:

2,4-Dinitrophenol (51-28-5) + 4-methoxy-phenyl-sulphonyl chloride (98-68-0) → 2,4-dinitrophenyl 4-methoxybenzenesulfonate (154853-46-0)

Guidance literature:

With triethylamine; In diethyl ether;

DOI:10.1021/jo034190i

Reference yield:

2,4-dinitrophenyl 4-chlorobenzenesulfonate (973-63-7) → 2,4-dinitrophenyl 4-methoxybenzenesulfonate (154853-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide / dimethyl sulfoxide; water; acetonitrile / 25 °C

2: triethylamine / diethyl ether

With sodium azide; triethylamine; In diethyl ether; water; dimethyl sulfoxide; acetonitrile;

DOI:10.1002/bkcs.10259

Reference yield:

2,4-dinitrophenyl 4-nitrobenzenesulfonate (156840-00-5) → 2,4-dinitrophenyl 4-methoxybenzenesulfonate (154853-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide / dimethyl sulfoxide; water; acetonitrile / 25 °C

2: triethylamine / diethyl ether

With sodium azide; triethylamine; In diethyl ether; water; dimethyl sulfoxide; acetonitrile;

DOI:10.1002/bkcs.10259

upstream raw materials:

2,4-Dinitrophenol

4-methoxy-phenyl-sulphonyl chloride

2,4-dinitrophenyl 4-nitrobenzenesulfonate

2,4-dinitrophenyl 3-nitrobenzenesulfonate

Downstream raw materials:

2,4-dinitro anilino acetic acid ethyl ester

2,4-dinitrophenolate

4-methoxybenezene sulfonate

N-(p-Methoxyphenylsulfonyl)glycine ethyl ester

Refernces

• 1、 Moon, Ji-Hyun,Kim, Min-Young,Han, So-Yeop,Um, Ik-Hwan. "Kinetic study on alkaline hydrolysis of Y-substituted phenyl X-substituted benzenesulfonates: Effects of changing nucleophile from azide to hydroxide ion on reactivity and transition-state structure". . p. 1563 - 1568. Retrieved 2015/08/11.
• 2、 Um, Ik-Hwan,Hong, Jin-Young,Seok, Jin-Ah. "Effect of substituent on regioselectivity and reaction mechanism in aminolysis of 2,4-dinitrophenyl X-substituted benzenesulfonates". . p. 1438 - 1444. Retrieved 2007/10/03.