1-Methyl-2-[(4-nitrophenyl)sulfanyl]benzene

Base Information

• Chemical Name: 1-Methyl-2-[(4-nitrophenyl)sulfanyl]benzene
• CAS No.: 6640-56-8
• Molecular Formula: C13H11NO2S
• Molecular Weight: 245.302
• European Community (EC) Number: 660-283-7
• NSC Number: 48967
• DSSTox Substance ID: DTXSID80287110
• Nikkaji Number: J2.563.711I
• Wikidata: Q82023036
• Mol file: 6640-56-8.mol

Synonyms:6640-56-8;1-methyl-2-[(4-nitrophenyl)sulfanyl]benzene;NSC48967;SCHEMBL2418894;DTXSID80287110;NSC-48967;AKOS024338856;1-methyl-2-[(4-nitrophenyl)thio]benzene

Chemical Property of 1-Methyl-2-[(4-nitrophenyl)sulfanyl]benzene

Chemical Property:

• Vapor Pressure: 1.04E-05mmHg at 25°C
• Boiling Point: 382.4°Cat760mmHg
• Flash Point: 185.1°C
• Density: 1.27g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 245.05104977
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1SC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 1-Methyl-2-[(4-nitrophenyl)sulfanyl]benzene

There total 5 articles about 1-Methyl-2-[(4-nitrophenyl)sulfanyl]benzene 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: 92.0%

p-nitrobenzene iodide (636-98-6) + 2-thiocresol (137-06-4) → 4-((2-methylphenyl)thio)nitrobenzene (6640-56-8)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; nickel dichloride; at 110 ℃; for 6h;

DOI:10.1016/j.tetlet.2007.12.118

Reference yield:

4-nitrobenzenesulfenyl chloride (937-32-6) + toluene (108-88-3,15644-74-3,16713-13-6) → 4-nitrophenyl 4-methylphenyl sulfide (22865-48-1) + di(p-nitrophenyl) disulfide (100-32-3) + 4-((2-methylphenyl)thio)nitrobenzene (6640-56-8)

Guidance literature:

With aluminum tri-bromide; mercury(II) diacetate; In dichloromethane; at -20 ℃; for 5h; Yield given. Yields of byproduct given;

DOI:10.1007/BF00702143

Reference yield:

N-(p-nitrophenylthio)morpholine (40208-36-4) + toluene (108-88-3,15644-74-3,16713-13-6) → 4-nitrophenyl 4-methylphenyl sulfide (22865-48-1) + 4-((2-methylphenyl)thio)nitrobenzene (6640-56-8)

Guidance literature:

With sulfur trioxide; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH2Cl2, -70 deg C, 15 min, 2.) -30 deg C, 1 h; -30 deg C -> 20 deg C;

DOI:10.1007/BF00702143

upstream raw materials:

N-(p-nitrophenylthio)morpholine

toluene

4-nitrobenzenesulfenyl chloride

4-chlorobenzonitrile

Downstream raw materials:

4-(toluene-2-sulfonyl)-aniline

4-((2-methylphenyl)thio)aniline

(4-nitro-phenyl)-o-tolyl sulfone

Refernces

• 1、 Jammi, Suribabu,Barua, Priyanka,Rout, Laxmidhar,Saha, Prasenjit,Punniyamurthy, Tharmalingam. "Efficient ligand-free nickel-catalyzed C-S cross-coupling of thiols with aryl iodides". . p. 1484 - 1487. Retrieved 2008/09/18.
• 2、 Zefirov, N. S.,Zyk, N. V.,Beloglazkina, E. K.,Tyurin, V. S.. "Arene sulfenylation by arenesulfenamides and arenesulfenylacetates". . p. 315 - 317. Retrieved 2007/10/02.