2-Aminopropiophenone

Base Information

• Chemical Name: 2-Aminopropiophenone
• CAS No.: 5265-18-9
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• UNII: CX1Z9618HE
• DSSTox Substance ID: DTXSID20860921
• Nikkaji Number: J80.987J
• Wikidata: Q27126636
• Metabolomics Workbench ID: 122303
• ChEMBL ID: CHEMBL1124
• Mol file: 5265-18-9.mol

Synonyms:(-)-alpha-amino-propiophenone;2-amino-1-phenyl-1-propanone;2-aminopropiophenone;alpha-aminopropiophenone;cathinine;cathinone;cathinone hydrochloride;cathinone hydrochloride, (+-)-isomer;cathinone hydrochloride, (R)-isomer;cathinone hydrochloride, (S)-isomer;cathinone, (+-)-isomer;cathinone, (S)-isomer

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of 2-Aminopropiophenone

Chemical Property:

• Melting Point: 46.5°C
• Refractive Index: 1.5279 (estimate)
• Boiling Point: 255 °C at 760 mmHg
• PKA: 7.97±0.29(Predicted)
• Flash Point: 108 °C
• PSA: 43.09000
• Density: 1.054 g/cm³
• LogP: 1.91680
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Aminopropiophenone

There total 23 articles about 2-Aminopropiophenone 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: 89.0%

norepinephrine (48115-38-4,58550-13-3,757124-50-8) → (+/-)-cathinone (5265-18-9)

Guidance literature:

With trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; for 3.5h; Ambient temperature;

DOI:10.1021/jo00127a036

Reference yield: 60.0%

N-(dimethyl((1-phenylprop-1-en-1-yl)oxy)silyl)-1,1,1-trimethyl-N-(trimethylsilyl)silanamine → (+/-)-cathinone (5265-18-9)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dichloromethane; at 25 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201400405

Reference yield:

(1S,2S)-(-)-1-phenyl-1-propene oxide (4518-66-5) → (1S,2R)-(+)-norphedrine (37577-28-9,58550-13-3,757124-50-8) + (+/-)-cathinone (5265-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1: E_.coli cells expressed epoxide hydrolase from Sphingomonas sp. HXN₂₀₀ / aq. phosphate buffer; n-heptane / 30 h / 30 °C / Enzymatic reaction

2: NAD; recombinant alcohol dehydrogenase from Aromatoleum aromaticum; recombinant amine dehydrogenase variant from Rhodoccoccus sp.; ammonium formate / water / 50 °C / pH 8.5 / Enzymatic reaction

With recombinant alcohol dehydrogenase from Aromatoleum aromaticum; recombinant amine dehydrogenase variant from Rhodoccoccus sp.; NAD; ammonium formate; In aq. phosphate buffer; n-heptane; water;

DOI:10.1039/c9gc03161h

upstream raw materials:

(R)-3-methyl-2-phenyl-1-oxa-4-aza-spiro[4.5]dec-3-ene

(E)-2-(hydroxyimino)-1-phenylpropan-1-one

1-phenyl-1,2-propanedione 2-oxime

propiophenone-imine

Downstream raw materials:

metamfepramone

2,5-dimethyl-3,6-diphenylpyrazine

2-amino-3-phenyl-hexan-3-ol

5-methyl-4-phenyl-pyrrole-2,3-dicarboxylic acid-3-ethyl ester

Refernces

• 1、 Corrado, Maria L.,Knaus, Tanja,Mutti, Francesco G.. "Regio- and stereoselective multi-enzymatic aminohydroxylation of β-methylstyrene using dioxygen, ammonia and formate". . p. 6246 - 6251. Retrieved 2019/12/03.
• 2、 Mizar, Pushpak,Wirth, Thomas. "Flexible stereoselective functionalizations of ketones through umpolung with hypervalent iodine reagents". . p. 5993 - 5997. Retrieved 2014/06/10.