2'-Amino-3'-hydroxyacetophenone

Base Information

• Chemical Name: 2'-Amino-3'-hydroxyacetophenone
• CAS No.: 4502-10-7
• Molecular Formula: C8H9 N O2
• Molecular Weight: 151.165
• Hs Code.: 2922509090
• European Community (EC) Number: 672-768-0
• UNII: 5KRH9WZ359
• DSSTox Substance ID: DTXSID30196364
• Nikkaji Number: J33.806K
• Wikidata: Q27262494
• Mol file: 4502-10-7.mol

Synonyms:1-(2-amino-3-hydroxyphenyl)ethanone;4502-10-7;2'-Amino-3'-hydroxyacetophenone;1-(2-Amino-3-hydroxy-phenyl)-ethanone;2-Amino-3-hydroxyphenyl methyl ketone;BRN 2803088;1-(2-amino-3-hydroxyphenyl)ethan-1-one;2-Amino-3-hydroxyacetophenone;5KRH9WZ359;ACETOPHENONE, 2'-AMINO-3'-HYDROXY-;Ethanone, 1-(2-amino-3-hydroxyphenyl)-;2-Amino-3-acetylphenol;UNII-5KRH9WZ359;SCHEMBL120305;DTXSID30196364;AMY18734;2\'-Amino-3\'-hydroxyacetophenone;MFCD00191301;AKOS016003457;DS-2381;SB37232;AC-25093;CS-0033833;FT-0635330;1-(2-Amino-3-hydroxyphenyl)ethanone, AldrichCPR;4-14-00-00542 (Beilstein Handbook Reference);Q27262494

Chemical Property of 2'-Amino-3'-hydroxyacetophenone

Chemical Property:

• Vapor Pressure: 0.000385mmHg at 25°C
• Melting Point: 182°C
• Refractive Index: 1.5810 (estimate)
• Boiling Point: 308°Cat760mmHg
• PKA: 8.94±0.10(Predicted)
• Flash Point: 140.1°C
• PSA: 63.32000
• Density: 1.242g/cm³
• LogP: 1.75820
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

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

1-(2-Amino-3-hydroxyphenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38-52
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C(=CC=C1)O)N

Technology Process of 2'-Amino-3'-hydroxyacetophenone

There total 13 articles about 2'-Amino-3'-hydroxyacetophenone 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: 96.0%

1-(5-hydroxy-6-nitrophenyl)ethanone (53967-72-9) → 2'-amino-3'-hydroxyacetophenone (4502-10-7)

Guidance literature:

With hydrogen; platinum on activated charcoal; In tetrahydrofuran; for 5h; under 760 Torr; Ambient temperature;

DOI:10.1002/jhet.5570340506

Reference yield:

3-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (1181825-29-5) → 2'-amino-3'-hydroxyacetophenone (4502-10-7)

Guidance literature:

3-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole; With ozone; In dichloromethane; at -78 ℃; for 0.25h;

With oxygen; In dichloromethane; for 0.166667h;

DOI:10.1039/c9cc09807k

Reference yield:

3-methyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole → 2'-amino-3'-hydroxyacetophenone (4502-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 0.25 h / Inert atmosphere

2.1: ozone / dichloromethane / 0.25 h / -78 °C

2.2: 0.17 h

With ozone; trifluoroacetic acid; In dichloromethane;

DOI:10.1039/c9cc09807k

upstream raw materials:

1-(3-methoxy-2-nitrophenyl)ethanone

1-(5-hydroxy-6-nitrophenyl)ethanone

3-hydroxykynurenine

1-(2-azido-phenyl)-ethanone

Downstream raw materials:

1,9-diacetyl-2-amino-3H-phenoxazin-3-one

9-acetyl-2-hydroxy-phenoxazin-3-one

(5-acetyl-2-oxo-2H-benzo[1,4]oxazin-3-yl)-acetic acid ethyl ester

1,8,13-triacetyltriphenodioxazine