1-(Dodecylsulfanyl)-4-nitrobenzene

Base Information

• Chemical Name: 1-(Dodecylsulfanyl)-4-nitrobenzene
• CAS No.: 73520-87-3
• Molecular Formula: C18H29NO2S
• Molecular Weight: 323.5
• UNII: 79RV9BC8GM
• DSSTox Substance ID: DTXSID60514996
• Wikidata: Q82375640
• Mol file: 73520-87-3.mol

Synonyms:73520-87-3;1-dodecylthio-4-nitrobenzene;1-(DODECYLSULFANYL)-4-NITROBENZENE;79RV9BC8GM;Sulfide, dodecyl p-nitrophenyl;1-(Dodecylthio)-4-nitrobenzene;DTXSID60514996

Chemical Property of 1-(Dodecylsulfanyl)-4-nitrobenzene

Chemical Property:

• Melting Point: 49.0-51.5 °C
• Boiling Point: 439.3±28.0 °C(Predicted)
• PSA: 71.12000
• Density: 1.03±0.1 g/cm3(Predicted)
• LogP: 7.13100
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 323.19190034
• Heavy Atom Count: 22
• Complexity: 273

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCSC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of 1-(Dodecylsulfanyl)-4-nitrobenzene

There total 10 articles about 1-(Dodecylsulfanyl)-4-nitrobenzene 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-Fluoronitrobenzene (350-46-9,178603-76-4) + 1-dodecylthiol (112-55-0) → p-nitrophenyl n-dodecyl thioether (73520-87-3)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 25 ℃; for 0.75h;

DOI:10.1016/j.tet.2005.11.073

Reference yield: 96.0%

di(p-nitrophenyl) disulfide (100-32-3) + 1-dodecylbromide (143-15-7) → p-nitrophenyl n-dodecyl thioether (73520-87-3)

Guidance literature:

With sodium hydroxide; Aminoiminomethanesulfinic acid; cetyltrimethylammonium chloride; In tetrahydrofuran; water; for 3.3h; Heating;

DOI:10.1016/0022-328X(87)80095-5

Reference yield: 93.0%

p-nitrobenzene iodide (636-98-6) + 1-dodecylthiol (112-55-0) → p-nitrophenyl n-dodecyl thioether (73520-87-3)

Guidance literature:

With 5%-palladium/activated carbon; potassium hydroxide; In dimethyl sulfoxide; at 110 ℃; for 9h; Inert atmosphere;

DOI:10.1002/adsc.200900501

upstream raw materials:

4-chlorobenzonitrile

1-dodecylthiol

p-nitrobenzenesulfonamide

sodium dodecanethiolate

Downstream raw materials:

4-n-dodecylsulfanylphenylamine

Dodecyl-(4-nitrophenyl)-sulfon

Refernces

• 1、 Zhao, Jian-Nan,Kayumov, Muzaffar,Wang, Dong-Yu,Zhang, Ao. "Transition-Metal-Free Aryl-Heteroatom Bond Formation via C-S Bond Cleavage". supporting information. p. 7303 - 7306. Retrieved 2019/10/02.
• 2、 Jiang, Zheng,She, Jin,Lin, Xufeng. "Palladium on charcoal as a recyclable catalyst for C - S cross-coupling of thiols with aryl halides under ligand-free conditions". supporting information; experimental part. p. 2558 - 2562. Retrieved 2009/12/28.