4-(Methylamino)phenol

Base Information

• Chemical Name: 4-(Methylamino)phenol
• CAS No.: 150-75-4
• Molecular Formula: C7H9NO
• Molecular Weight: 123.155
• Hs Code.: 2922299090
• European Community (EC) Number: 205-768-2
• ICSC Number: 1146
• NSC Number: 7311
• UN Number: 3077
• UNII: 11W1883EFB
• DSSTox Substance ID: DTXSID8043783
• Nikkaji Number: J53.762D
• Wikidata: Q27124284
• Metabolomics Workbench ID: 58823
• ChEMBL ID: CHEMBL1741003
• Mol file: 150-75-4.mol

Synonyms:4-(methylamino)phenol;4-N-methylaminophenol;metol;metol sulfate (2:1);N-methyl-4-aminophenol;p-Methylaminophenol sulfate

Chemical Property of 4-(Methylamino)phenol

Chemical Property:

• Vapor Pressure: 0.00658mmHg at 25°C
• Melting Point: 87 °C
• Boiling Point: 262.7 °C at 760 mmHg
• PKA: 11.31±0.26(Predicted)
• Flash Point: 148.6 °C
• PSA: 32.26000
• Density: 1.147 g/cm³
• LogP: 1.50690
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 77

Purity/Quality:

99% ^*data from raw suppliers

p-methylaminophenol 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amino Phenols
• Canonical SMILES: CNC1=CC=C(C=C1)O
• Inhalation Risk: No indication can be given whether a harmful concentration in the air will be reached.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the blood. This may result in lesions of blood cells.
• Uses: 4-Hydroxy-N-methylaniline is a useful synthetic intermediate. It is used to synthesize arylidene amino azolones with anticancer activity. It is also used to prepare N-(4-hydroxyphenyl)retinamide analogs with antitumor and apoptosis-inducing activities.

Technology Process of 4-(Methylamino)phenol

There total 45 articles about 4-(Methylamino)phenol 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: 95.0%

N-methyl-N-(4-methoxyphenyl)amine (5961-59-1) → N-methyl-p-aminophenol (150-75-4)

Guidance literature:

With hydrogen bromide; In water; for 6h; Reflux;

DOI:10.1021/ja501561c

Reference yield: 94.0%

p-Iodophenol (540-38-5) + methylamine (74-89-5) → N-methyl-p-aminophenol (150-75-4)

Guidance literature:

With copper(l) iodide; 6,7-dihydro-5H-quinolin-8-one oxime; potassium hydroxide; In water; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201400785

Reference yield: 91.0%

4-amino-phenol (123-30-8) + carbonic acid dimethyl ester (616-38-6) → N-methyl-p-aminophenol (150-75-4)

Guidance literature:

With sodium-exchanged Y-zeolite; In Triethylene glycol dimethyl ether; at 90 ℃; for 5h;

DOI:10.1021/jo034548a

upstream raw materials:

4-bromo-phenol

methylamine hydrochloride

N-(4-hydroxyphenyl)formamide

N-(hydroxyphenyl)glycine

Downstream raw materials:

4-methylamino-phenol; compound of 4-methylamino-phenol with hydroquinone

4-hydroxy-N-methyl-N-(α-bromopropionyl)aniline

N-methyl-p-vinyloxyaniline

N-(4-acetato-phenyl)-N-methylacetamide

Refernces

• 1、 -. "Method for selectively preparing N-monomethylamine compounds by using nitro compound as raw material". Paragraph 0035; 0036. . Retrieved 2018/11/03.
• 2、 Chen, Aimin,Wang, Houyong,Liu, Rui,Bo, Yingying,Hu, Jun. "N-Alkylation of Alkylolamines with Alcohols Over Mesoporous Solid Acid–Base Cs–B–Zr Catalyst". . p. 1182 - 1193. Retrieved 2016/07/06.