1-(3-Aminophenyl)ethanone

Base Information

• Chemical Name: 1-(3-Aminophenyl)ethanone
• CAS No.: 99-03-6
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• Hs Code.: 29223900
• European Community (EC) Number: 202-722-3
• NSC Number: 7637
• DSSTox Substance ID: DTXSID0021830
• Nikkaji Number: J3.226C
• Wikidata: Q27453668
• ChEMBL ID: CHEMBL3408644
• Mol file: 99-03-6.mol

Synonyms:3'-aminoacetophenone;3-aminoacetophenone;m-aminoacetophenone;meta-aminoacetophenone

Chemical Property of 1-(3-Aminophenyl)ethanone

Chemical Property:

• Appearance/Colour: yellow to light brown crystalline powder
• Vapor Pressure: 0.00208mmHg at 25°C
• Melting Point: 94-98 °C(lit.)
• Refractive Index: 1.571
• Boiling Point: 290.3 °C at 760 mmHg
• PKA: 3.41±0.10(Predicted)
• Flash Point: 129.4 °C
• PSA: 43.09000
• Density: 1.096 g/cm³
• LogP: 2.05260
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 7.056g/L(37.5 oC)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

3''-Aminoacetophenone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=CC=C1)N
• Uses: 3'-Aminoacetophenone has potential anti-bacterial properties in addition to being used in the synthesis of selective antagonists at human A2B adenosine receptors. As well, it is used in the synthesis of HIV-1 Integrase Inhibitors. 3′-Aminoacetophenone (3-Acetylaniline) was used as reagent during the asymmetric total synthesis of pactamycin. It was used as starting reagent during the synthesis of curcumin mimics with substituted sulfonyl group.

Technology Process of 1-(3-Aminophenyl)ethanone

There total 38 articles about 1-(3-Aminophenyl)ethanone 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: 93.0%

bis-(3-acetyl-phenyl)-diazene (94066-64-5) → 1-(3-aminophenyl)ethanone (99-03-6)

Guidance literature:

With zinc; hydrazinium monoformate; In methanol; for 0.1h; Heating;

Reference yield: 92.0%

1-(3-Bromophenyl)ethanone (2142-63-4) → 1-(3-aminophenyl)ethanone (99-03-6)

Guidance literature:

With copper(I) oxide; ammonium hydroxide; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 15h;

DOI:10.1039/b904188e

Reference yield: 92.0%

tributylgermanium hydride (998-39-0) + 3-(azidophenyl) methyl ketone (70334-60-0) → 1-(3-amino-2-tributylgermanyl-phenyl)-ethanone + 1-(3-amino-4-tributylgermanyl-phenyl)-ethanone + 1-(3-aminophenyl)ethanone (99-03-6)

Guidance literature:

With thiophenol; In toluene; for 0.5h; Heating;

DOI:10.1021/jo0521697

upstream raw materials:

methyl magnesium iodide

3-Aminobenzamide

meta-aminobenzoic acid

acetic acid

Downstream raw materials:

N-(3-acetyl-anilinomethyl)-phthalimide

3-[(7-chloroquinolin-4-yl)amino]acetophenone

2-(3-amino-phenyl)-quinoline-4-carboxylic acid

3-Acetamidoacetophenone