3-Methyl-4-nitrophenol

Base Information

• Chemical Name: 3-Methyl-4-nitrophenol
• CAS No.: 2581-34-2
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 29089000
• European Community (EC) Number: 219-952-5
• NSC Number: 69190
• UNII: 2CC94832EU
• DSSTox Substance ID: DTXSID2062535
• Nikkaji Number: J886.766F
• Wikidata: Q27117943
• Metabolomics Workbench ID: 55963
• Mol file: 2581-34-2.mol

Synonyms:3-methyl-4-nitrophenol;4-nitro-3-cresol;4-nitro-3-cresol, sodium salt;p-nitro-m-cresol

Chemical Property of 3-Methyl-4-nitrophenol

Chemical Property:

• Appearance/Colour: yellowish to beige crystalline powder
• Vapor Pressure: 0.000472mmHg at 25°C
• Melting Point: 125-130 °C(lit.)
• Refractive Index: 1.5744 (estimate)
• Boiling Point: 304.867 °C at 760 mmHg
• PKA: 7.39±0.10(Predicted)
• Flash Point: 140.047 °C
• PSA: 66.05000
• Density: 1.32 g/cm³
• LogP: 2.13200
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water(1.34g/L).
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

98%,99%, ^*data from raw suppliers

p-?Nitro-?m-?cresol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37-37/39-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrophenols
• Canonical SMILES: CC1=C(C=CC(=C1)O)[N+](=O)[O-]
• Uses: 3-Methyl-4-nitrophenol is a biochemical used in the preparation of phosphorothioamidate analogues as antimalarial agents. 3-methyl-4-nitrophenol has anti-androgenic activity. PNMC significantly inhibits basal and hCG-stimulated testosterone production in rats.

Technology Process of 3-Methyl-4-nitrophenol

There total 57 articles about 3-Methyl-4-nitrophenol 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%

3-methyl-phenol (108-39-4) → 3-methyl-4-nitrophenol (2581-34-2,910311-23-8)

Guidance literature:

With Vilsmeier reagent; potassium nitrate; In neat (no solvent); at 100 ℃; under 1500.15 Torr; Reagent/catalyst; Temperature; Microwave irradiation;

DOI:10.1080/15533174.2012.752395

Reference yield: 87.0%

3-methyl-phenol (108-39-4) → 2-nitro-5-methylphenol (700-38-9) + 3-methyl-4-nitrophenol (2581-34-2,910311-23-8)

Guidance literature:

With silica supported Al(NO₃)3*9H₂O; In acetone; at 20 ℃; for 0.416667h; regioselective reaction;

DOI:10.2174/1570178612666150108000402

Reference yield: 73.0%

danishefsky's diene (54125-02-9) + ((Z)-1-Nitro-prop-1-ene-2-sulfinyl)-benzene (112825-86-2) → 3-methyl-4-nitrophenol (2581-34-2,910311-23-8)

Guidance literature:

In benzene; at 25 ℃; for 24h;

DOI:10.1039/c39870000753

upstream raw materials:

3-methyl-1,4-benzoquinone 4-oxime

3-methyl-4-nitroso-phenol

4-nitro-3-methylaniline

2-methyl-4-methoxynitrosobenzene

Downstream raw materials:

C₁₄H₂₁N₂O₄PS

C₁₃H₁₉N₂O₄PS

Diethyl-[2-(3-methyl-4-nitro-phenoxy)-ethyl]-amine

4-(allyloxy)-2-methyl-1-nitrobenzene

Refernces

• 1、 Sasaki,M. et al.. "-". . p. 276 - 279. Retrieved 1977.
• 2、 Chaudhary, Renu,Natarajan, Palani,Rani, Neetu,Sakshi,Venugopalan, Paloth. "3-(Ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium cation: A green alternative to tert-butyl nitrite for synthesis of nitro-group-containing arenes and drugs at room temperature". supporting information. . Retrieved 2019/12/30.
• 3、 Rajanna,Muppidi, Suresh,Pasnoori, Srinivas,Saiprakash. "Sodium perborate/NaNO2/KHSO4-triggered synthesis and kinetics of nitration of aromatic compounds". . p. 6023 - 6038. Retrieved 2018/09/21.