2-Methyl-4-nitrobenzenesulfonyl chloride

Base Information

• Chemical Name: 2-Methyl-4-nitrobenzenesulfonyl chloride
• CAS No.: 21320-90-1
• Molecular Formula: C7H6ClNO4S
• Molecular Weight: 235.648
• Hs Code.: 2904909090
• European Community (EC) Number: 244-332-6
• NSC Number: 123519
• UNII: Q2FS3Q3W6X
• DSSTox Substance ID: DTXSID90175594
• Nikkaji Number: J226.187A
• Wikidata: Q72493435
• Mol file: 21320-90-1.mol

Synonyms:2-methyl-4-nitrobenzenesulfonyl chloride;21320-90-1;5-NITROTOLUENE-2-SULFONYL CHLORIDE;5-Nitrotoluene-2-sulphonyl chloride;2-methyl-4-nitrobenzene-1-sulfonyl chloride;Q2FS3Q3W6X;NSC-123519;NSC123519;UNII-Q2FS3Q3W6X;SCHEMBL138989;DTXSID90175594;EINECS 244-332-6;CK2492;MFCD09050619;AKOS000133911;NSC 123519;BS-13922;2-methyl-4-nitrobenzene-1-sulfonylchloride;Benzenesulfonyl chloride, 2-methyl-4-nitro-;CS-0188234;FT-0739547;O-TOLUENESULFONYL CHLORIDE, 4-NITRO-;EN300-36815;2-methyl-4-nitrobenzene-sulfonic acid chloride;J-013991;Z285673080

Chemical Property of 2-Methyl-4-nitrobenzenesulfonyl chloride

Chemical Property:

• Vapor Pressure: 2.38E-05mmHg at 25°C
• Boiling Point: 370.3°Cat760mmHg
• Flash Point: 177.8°C
• PSA: 88.34000
• Density: 1.528g/cm³
• LogP: 3.43470
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 234.9706065
• Heavy Atom Count: 14
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

2-METHYL-4-NITROBENZENESULFONYL CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Methyl-4-nitrobenzenesulfonyl chloride

There total 7 articles about 2-Methyl-4-nitrobenzenesulfonyl chloride 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: 29.0%

2-methyl-4-nitro-benzenamine (99-52-5) → 5-nitro-2-toluenesulfonyl chloride (21320-90-1)

Guidance literature:

2-methyl-4-nitro-benzenamine; With hydrogenchloride; acetic acid; sodium nitrite; In water; at -10 - -5 ℃; for 0.75h;

With sulfur dioxide; copper(l) chloride; In water; at 0 ℃; for 0.166667h;

DOI:10.1039/b610682j

Reference yield:

2-methyl-4-nitroaniline hydrochloride (139291-81-9) → 5-nitro-2-toluenesulfonyl chloride (21320-90-1)

Guidance literature:

2-methyl-4-nitroaniline hydrochloride; With sodium nitrite; In water; acetic acid; at -15 - -5 ℃; for 0.75h;

With sulfur dioxide; copper(l) chloride; In water; acetic acid; at 0 ℃; for 1.16667h;

Reference yield:

1-chloro-2-methyl-4-nitrobenzene (13290-74-9) → 5-nitro-2-toluenesulfonyl chloride (21320-90-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium sulfide; sulfur; sodium hydroxide / ethanol / 10 h / Reflux

2: dihydrogen peroxide; acetic acid / 2 h / Reflux

3: thionyl chloride / 5 h / Reflux

With sodium sulfide; thionyl chloride; dihydrogen peroxide; sulfur; acetic acid; sodium hydroxide; In ethanol;

DOI:10.1002/anie.201510236

upstream raw materials:

bis-(2-methyl-4-nitro-phenyl)-disulfide

2-methyl-4-nitro-benzenamine

1-chloro-2-methyl-4-nitrobenzene

2-methyl-4-nitrobenzenesulfonic acid

Downstream raw materials:

N,2-dimethyl-4-nitrobenzenesulfonamide

1-methyl-2-(2-methyl-4-nitrophenyl)-1H-pyrrole

C₁₃H₉Cl₂N₃O₂S

5-nitro-3-(p-tolylamino)benzo[d]isothiazole 1,1-dioxide

Refernces

• 1、 Holden, Catherine M.,Sohel, Shariar M. A.,Greaney, Michael F.. "Metal Free Bi(hetero)aryl Synthesis: A Benzyne Truce-Smiles Rearrangement". . p. 2450 - 2453. Retrieved 2016/02/18.
• 2、 Zhou, Wenhui,Shultz, John W.,Murphy, Nancy,Hawkins, Erika M.,Bernad, Laurent,Good, Troy,Moothart, Leonard,Frackman, Susan,Klaubert, Dieter H.,Bulleit, Robert F.,Wood, Keith V.. "Electrophilic aromatic substituted luciferins as bioluminescent probes for glutathione S-transferase assays". . p. 4620 - 4622. Retrieved 2007/10/03.