Benzenesulfonamide, N,N,4-trimethyl-3-nitro-

Base Information

• Chemical Name: Benzenesulfonamide, N,N,4-trimethyl-3-nitro-
• CAS No.: 96-57-1
• Deprecated CAS: 103564-47-2
• Molecular Formula: C9H12 N2 O4 S
• Molecular Weight: 244.271
• Hs Code.: 2935009090
• European Community (EC) Number: 202-516-3
• NSC Number: 37003
• DSSTox Substance ID: DTXSID8059134
• Nikkaji Number: J182.114H
• Wikidata: Q81988677
• ChEMBL ID: CHEMBL1720414
• Mol file: 96-57-1.mol

Synonyms:N,N,4-trimethyl-3-nitrobenzenesulfonamide;96-57-1;Benzenesulfonamide, N,N,4-trimethyl-3-nitro-;N,N-Dimethyl-2-nitrotoluene-4-sulphonamide;MLS000738138;EINECS 202-516-3;NSC 37003;4,N,N-Trimethyl-3-nitro-benzenesulfonamide;NSC37003;SCHEMBL994159;CHEMBL1720414;DTXSID8059134;HMS2759C22;MFCD00129901;NSC-37003;STL137238;AKOS000383158;N,N-dimethyl-2-nitrotoluen-4-sulfonamid;NCGC00246933-01;p-Toluenesulfonamide,N-dimethyl-3-nitro-;SMR000393899;Benzenesulfonamide,N,4-trimethyl-3-nitro-;CS-0187555;p-Toluenesulfonamide, N,N-dimethyl-3-nitro-;SR-01000317489;SR-01000317489-1

Chemical Property of Benzenesulfonamide, N,N,4-trimethyl-3-nitro-

Chemical Property:

• Vapor Pressure: 1.41E-05mmHg at 25°C
• Melting Point: 86-87 °C
• Boiling Point: 367°Cat760mmHg
• PKA: -5?+-.0.70(Predicted)
• Flash Point: 175.7°C
• PSA: 91.58000
• Density: 1.334g/cm³
• LogP: 2.75750
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 244.05177804
• Heavy Atom Count: 16
• Complexity: 355

Purity/Quality:

N,N,4-Trimethyl-3-nitrobenzenesulfonamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzenesulfonamide, N,N,4-trimethyl-3-nitro-

There total 3 articles about Benzenesulfonamide, N,N,4-trimethyl-3-nitro- 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: 96.0%

4-methyl-3-nitrobenzenesulfonyl chloride (616-83-1) + dimethyl amine (124-40-3) → 2-nitro-4-<(N,N-dimethylamino)sulfonyl>toluene (96-57-1)

Guidance literature:

In dichloromethane; water; at 0 ℃; for 0.5h;

DOI:10.1021/jo00014a053

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 2-nitro-4-<(N,N-dimethylamino)sulfonyl>toluene (96-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / conc.HNO₃, conc.H₂SO₄ / 2 h / Ambient temperature

2: 96 percent / H₂O; CH₂Cl₂ / 0.5 h / 0 °C

With sulfuric acid; nitric acid; In dichloromethane; water;

DOI:10.1021/jo00014a053

Reference yield:

→ 2-nitro-4-<(N,N-dimethylamino)sulfonyl>toluene (96-57-1)

Guidance literature:

2-Nitro-toluol-4-sulfonsaeurechlorid, wss. Dimethylamin, CHCl3;

DOI:10.1111/j.2042-7158.1960.tb12736.x

upstream raw materials:

4-methyl-3-nitrobenzenesulfonyl chloride

dimethyl amine

p-toluenesulfonyl chloride

Downstream raw materials:

α-phenyl-4-(N,N-dimethylsufamoyl)-2-nitrophenethyl alcohol

3-bromo-4-(2-dimethylamino-vinyl)-N,N'-dimethyl-5-nitro-benzenesulfonamide

C₁₂H₁₄N₂O₇S

3-bromo-4,N,N-trimethyl-3-nitro-benzenesulfonamide

Refernces

AMINATION OF DIENE HYDROCARBONS. 1. PREPARATION OF N-(2,3-DIMETHYLENEBUTYL)MORPHOLINE BY TELOMERIZATION OF PROPANE

10.1007/BF00952390

The study investigates the telomerization of propadiene by morpholine, using a binary catalytic system composed of PdCl2 and triphenylphosphine. The primary product formed is N-(2,3-dimethylenebutyl)morpholine, with a yield of approximately 49.5%, and a small amount of allylmorpholine is also produced. Nonaminated propadiene oligomers are observed as by-products. The addition of a reducing agent, NaBH4, enhances the catalytic activity without significantly altering the selectivity. However, the introduction of CF3COOH, which is used as an activating additive in the amination of butadiene, decreases the yield and shifts the selectivity towards the formation of heavier products. The study also explores the effects of varying the initial concentration of morpholine and the ratio of propadiene to morpholine, finding that these factors significantly influence the reaction rate and the isomeric composition of the products. The presence of conjugated double bonds in the hydrocarbon substituent of the product allows for further conversion into high-molecular-weight products.