4'-Hydroxyacetophenone Oxime

Base Information

• Chemical Name: 4'-Hydroxyacetophenone Oxime
• CAS No.: 34523-34-7
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2928000090
• European Community (EC) Number: 641-576-9
• Mol file: 34523-34-7.mol

Synonyms:4'-Hydroxyacetophenone Oxime;34523-34-7;p-Hydroxyacetophenone Oxime;4-Hydroxyacetophenone oxime;4-(N-hydroxy-C-methylcarbonimidoyl)phenol;4-[(E)-N-hydroxy-C-methylcarbonimidoyl]phenol;4-[1-(hydroxyamino)ethylidene]cyclohexa-2,5-dien-1-one;Ethanone, 1-(4-hydroxyphenyl)-, oxime;Paracetamol EP Impurity G;NCIOpen2_000903;para-hydroxyacetophenone oxime;AKOS017263881;FT-0669289;H1512

Chemical Property of 4'-Hydroxyacetophenone Oxime

Chemical Property:

• Vapor Pressure: 0.000166mmHg at 25°C
• Melting Point: 142-144°C
• Refractive Index: 1.591
• Boiling Point: 294.8 °C at 760 mmHg
• PKA: 9.62±0.30(Predicted)
• Flash Point: 132.1 °C
• PSA: 52.82000
• Density: 1.246 g/cm³
• LogP: 1.59040
• Storage Temp.: Refrigerator
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

4'-Hydroxyacetophenone Oxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NO)C1=CC=C(C=C1)O
• Uses: 4’-Hydroxyacetophenone Oxime is an impurity of Acetaminophen (A161220), an analgesic and antipyretic agent used as a pain reliever to treat headache, muscle aches, and arthritis (1,2,3).

Technology Process of 4'-Hydroxyacetophenone Oxime

There total 7 articles about 4'-Hydroxyacetophenone Oxime 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-Hydroxyacetophenone (99-93-4) → 4-hydroxyacetophenone oxime (34523-34-7)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; water; Reflux;

DOI:10.1021/acs.orglett.5b03462

Reference yield: 91.0%

→ 4-hydroxyacetophenone oxime (34523-34-7)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydroxide; In ethanol; for 3h; Reflux;

Reference yield: 90.0%

4-Hydroxyacetophenone (99-93-4) → 4-acetaminophenol (103-90-2,8055-08-1) + 4-hydroxyacetophenone oxime (34523-34-7)

Guidance literature:

With hydroxylamine hydrochloride; In acetonitrile; at 70 ℃; for 15h;

DOI:10.1016/j.catcom.2014.05.007

upstream raw materials:

4-Hydroxyacetophenone

acetophenone

N-Methyl 4-hydroxy benzamide

Downstream raw materials:

4-acetaminophenol

4-Hydroxyacetophenone

di‐μ‐chlorobis [5‐hydroxy‐2‐[1‐(hydroxyimino‐κN) ethyl] phenyl‐κC] palladium (II)

N-Methyl 4-hydroxy benzamide

Refernces

• 1、 Ma, Ruonan,Chen, Xueyuan,Xiao, Zhiyin,Natarajan, Mookan,Lu, Chunxin,Jiang, Xiujuan,Zhong, Wei,Liu, Xiaoming. "Beckmann rearrangement of ketoximes promoted by cyanuric chloride and dimethyl sulfoxide under a mild condition". supporting information. . Retrieved 2021/01/06.
• 2、 Xu, Jiaxi,Gao, Yu,Li, Zhenjiang,Liu, Jingjing,Guo, Tianfo,Zhang, Lei,Wang, Haixin,Zhang, Zhihao,Guo, Kai. "Chlorotropylium Promoted Conversions of Oximes to Amides and Nitriles". . p. 311 - 315. Retrieved 2020/01/25.