4-Hydroxyphenylacetamide

Base Information

• Chemical Name: 4-Hydroxyphenylacetamide
• CAS No.: 17194-82-0
• Molecular Formula: C8H9 N O2
• Molecular Weight: 151.165
• Hs Code.: H4CH2CONH2 MOL WT. 151.17
• European Community (EC) Number: 241-235-0
• NSC Number: 187193
• UNII: 0HY0N4ITN4
• DSSTox Substance ID: DTXSID4066171
• Nikkaji Number: J42.257F
• Wikidata: Q27236794
• Metabolomics Workbench ID: 103177
• ChEMBL ID: CHEMBL447310
• Mol file: 17194-82-0.mol

Synonyms:4-(hydroxyphenyl)acetamide

Chemical Property of 4-Hydroxyphenylacetamide

Chemical Property:

• Appearance/Colour: beige fine crystalline powder
• Vapor Pressure: 4.22E-07mmHg at 25°C
• Melting Point: 176-178 °C(lit.)
• Refractive Index: 1.594
• Boiling Point: 403.9 °C at 760 mmHg
• PKA: 9.99±0.26(Predicted)
• Flash Point: 198.1 °C
• PSA: 63.32000
• Density: 1.244 g/cm³
• LogP: 1.12030
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: soluble
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

4-Hydroxyphenylacetamide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)N)O
• Uses: 4-(Hydroxyphenyl)acetamide is used as an intermediate for the synthesis of Atenolol (A790075) and various other organic compounds and pharmaceuticals. It is a process impurity for Atenolol (A790075) 4-(Hydroxyphenyl)acetamide (Atenolol EP Impurity A) is used as an intermediate for the synthesis of Atenolol (A790075) and various other organic compounds and pharmaceuticals. It is a process impurity for Atenolol (A790075)

Technology Process of 4-Hydroxyphenylacetamide

There total 25 articles about 4-Hydroxyphenylacetamide 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: 98.0%

4-cyanomethylphenol (14191-95-8) → 2-(4-hydroxyphenyl)acetamide (17194-82-0)

Guidance literature:

With bis(dimethylphosphinous acid-_kP)dimethylphosphinyl-_kP-hydridoplatinum(II); In ethanol; water; for 18h; Reflux;

DOI:10.1021/op9800313

Reference yield: 83.4%

2-bromomethyl-2-(4'-hydroxyphenyl)-1,3-dioxolane (182296-61-3) → 2-(4-hydroxyphenyl)acetamide (17194-82-0)

Guidance literature:

With ammonia; In water; at 50 ℃; for 12h;

DOI:10.1080/00397919708003348

Reference yield: 82.5%

2-bromomethyl-5,5-dimethyl-2-(4-hydroxyphenyl)-1,3-dioxane → 2-(4-hydroxyphenyl)acetamide (17194-82-0)

Guidance literature:

With ammonia; In water; for 12h; Ambient temperature;

DOI:10.1080/00397919708003348

upstream raw materials:

(4-hydroxy-phenyl)-acetic acid ethyl ester

4-Hydroxyacetophenone

3,5-diiodo-l-tyrosine

3,5-dibromo-L-tyrosine

Downstream raw materials:

2-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-acetamide

(S)-Atenolol

3-(4-hydroxyyphenyl)-4-(4-thiomethoxyphenyl)-1H-pyrrole-2,5.dione

(RS)-atenolol

Refernces

• 1、 Kamble, Rohit B.,Mane, Kishor D.,Rupanawar, Bapurao D.,Korekar, Pranjal,Sudalai,Suryavanshi, Gurunath. "Ti-superoxide catalyzed oxidative amidation of aldehydes with saccharin as nitrogen source: Synthesis of primary amides". . p. 724 - 728. Retrieved 2020/01/23.
• 2、 Moon, Jong Taik,Jeon, Ji Young,Park, Hang Ah,Noh, Young-Soo,Lee, Kyung-Tae,Kim, Jungahn,Choo, Dong Joon,Lee, Jae Yeol. "Synthesis and PGE2 production inhibition of 1H-furan-2,5-dione and 1H-pyrrole-2,5-dione derivatives". scheme or table. p. 734 - 737. Retrieved 2010/06/22.