2-Acetamidophenol

Base Information

• Chemical Name: 2-Acetamidophenol
• CAS No.: 614-80-2
• Deprecated CAS: 89332-63-8
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29242995
• European Community (EC) Number: 210-396-9
• NSC Number: 3989
• UNII: 4AS8989RNI
• DSSTox Substance ID: DTXSID8022082
• Nikkaji Number: J43.339J
• Wikidata: Q27160885
• Metabolomics Workbench ID: 123509
• ChEMBL ID: CHEMBL1456301
• Mol file: 614-80-2.mol

Synonyms:2-hydroxyacetanilide;N-(2-hydroxyphenyl)acetamide;o-hydroxyacetanilide

Chemical Property of 2-Acetamidophenol

Chemical Property:

• Appearance/Colour: light brown powder
• Vapor Pressure: 3.64E-05mmHg at 25°C
• Melting Point: 205-210 °C(lit.)
• Refractive Index: 1.618
• Boiling Point: 343.1 °C at 760 mmHg
• PKA: 9.35±0.35(Predicted)
• Flash Point: 161.3 °C
• PSA: 49.33000
• Density: 1.249 g/cm³
• LogP: 1.42360
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

2-Acetamidophenol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC1=CC=CC=C1O
• Uses: An Acetaminophen (A161220) impurity.2-Acetamidophenol is used as raw material to manufacture industrial organic chemicals.Acetaminophen is an analgesic and antipyretic agent and used as a pain reliever to treat headache, muscle aches, and arthritis.

Technology Process of 2-Acetamidophenol

There total 123 articles about 2-Acetamidophenol 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%

acetic acid (64-19-7,77671-22-8) + 2-amino-phenol (95-55-6) → 2-(acetylamino)phenol (614-80-2)

Guidance literature:

With zinc(II) acetate dihydrate; for 0.266667h; chemoselective reaction; Microwave irradiation; Sealed tube;

Reference yield: 95.0%

o-hydroxyacetophenone (118-93-4,104809-67-8) → 2-(acetylamino)phenol (614-80-2)

Guidance literature:

With hydroxylamine hydrochloride; In neat (no solvent); at 70 ℃; for 15h;

DOI:10.1016/j.catcom.2014.05.007

Reference yield: 93.0%

trifluoromethanesulfonic acid 2-acetylaminophenyl ester (1296885-46-5) → 2-(acetylamino)phenol (614-80-2)

Guidance literature:

With caesium carbonate; In toluene; at 80 ℃; for 15h;

DOI:10.1016/j.tetlet.2013.10.087

upstream raw materials:

pyridine

2-(benzylideneamino)phenol

acetic anhydride

acetyl chloride

Downstream raw materials:

1-acetylamino-2-[1]naphthoyloxy-benzene

2-acetamidophenyl acetate

o-(benzyloxy)aniline

acetic acid-[2-(2-bromo-ethoxy)-anilide]

Refernces

• 1、 Nicolaides, Demetrios N.,Bezergiannidou-Balouctsi, Catherine,Litinas, Konstantinos E.,Malamidou-Xenikaki, Elizabeth,Mentzafos, Demetrios,Terzis, Aris. "1-8H-pyrano[3,2-g]benzoxazol-8-ones from 7-methoxyimino-4-methylchromene-2,8-dione". . p. 9127 - 9136. Retrieved 1993.
• 2、 -. "Synthesis method of 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane". Paragraph 0030-0032; 0037-0039. . Retrieved 2021/04/29.
• 3、 Chakraborty, Subhayan,Peruncheralathan,Ghosh, Arindam. "Paracetamol and other acetanilide analogs as inter-molecular hydrogen bonding assisted diamagnetic CEST MRI contrast agents". . p. 6526 - 6534. Retrieved 2021/02/21.