4-Nitrothioanisole

Base Information

• Chemical Name: 4-Nitrothioanisole
• CAS No.: 701-57-5
• Molecular Formula: C7H7NO2S
• Molecular Weight: 169.204
• Hs Code.: 29309090
• European Community (EC) Number: 677-868-8
• NSC Number: 525300,53158
• UNII: P24FB793DH
• DSSTox Substance ID: DTXSID10220378
• Nikkaji Number: J29.526D
• Wikidata: Q27452721
• ChEMBL ID: CHEMBL459036
• Mol file: 701-57-5.mol

Synonyms:4-nitrophenyl methyl sulfide

Chemical Property of 4-Nitrothioanisole

Chemical Property:

• Appearance/Colour: Light yellow to brown solid
• Vapor Pressure: 0.00384mmHg at 25°C
• Melting Point: 66-69 °C(lit.)
• Refractive Index: 1.585 - 1.587
• Boiling Point: 289.4 °C at 760 mmHg
• Flash Point: 128.8 °C
• PSA: 71.12000
• Density: 1.27 g/cm³
• LogP: 2.83990
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: Stench
• Solubility.: soluble in Toluene
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 169.01974964
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrothioanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 22-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CSC1=CC=C(C=C1)[N+](=O)[O-]
• Uses: 4-Nitrothioanisole may be used to synthesize 4-nitrothioanisole sulfoxide and methyl 4-nitrophenyl sulfoxide.

Technology Process of 4-Nitrothioanisole

There total 90 articles about 4-Nitrothioanisole 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%

S,S-dimethyl dithiocarbonate (868-84-8) + 4-chlorobenzonitrile (100-00-5) → 1-methylthio-4-nitro-benzene (701-57-5)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; for 0.25h; Heating;

DOI:10.1055/s-1983-30450

Reference yield: 100.0%

4-chlorobenzonitrile (100-00-5) + sodium thiomethoxide (5188-07-8) → 1-methylthio-4-nitro-benzene (701-57-5)

Guidance literature:

In isopropyl alcohol; at 40 ℃; for 1.5h;

DOI:10.1021/jo00013a037

Reference yield: 97.0%

Trimethyl(methylthio)silane (3908-55-2) + 4-chlorobenzonitrile (100-00-5) → 1-methylthio-4-nitro-benzene (701-57-5)

Guidance literature:

4-chlorobenzonitrile; With caesium carbonate; In dimethyl sulfoxide;

Trimethyl(methylthio)silane; In dimethyl sulfoxide; at 20 ℃; for 16h;

DOI:10.1080/00397910903531664

upstream raw materials:

methanol

thiocyanic acid

p-nitrophenyldimethylsulphonium methylsulphate

methylthiol

Downstream raw materials:

2-Methyl-4-(phenylthio)-1-nitrosobenzol

(p-Nitrophenylsulfinyl)-chlormethan

p-Nitrophenyl-α-jodmethylsulfoxid

4-nitrophenyl trichloromethylsulfide

Refernces

• 1、 Ngola, Sarah M.,Dougherty, Dennis A.. "Evidence for the importance of polarizability in biomimetic catalysis involving cyclophane receptors". . p. 4355 - 4360. Retrieved 1996.
• 2、 Miao, Ren-Guan,Qi, Xinxin,Wu, Xiao-Feng. "Synthesis of Aryl Methyl Sulfides from Arysulfonyl Chlorides with Dimethyl Carbonate as the Solvent and C1 Source". supporting information. p. 5219 - 5221. Retrieved 2021/10/19.
• 3、 Huang, Dayun,Wu, Xiangmei. "t-BuOK-promoted methylthiolation of aryl fluorides with dimethyldisulfide under transition-metal-free and mild conditions". . . Retrieved 2021/03/24.