Methyl alpha-acetylphenylacetate

Base Information

• Chemical Name: Methyl alpha-acetylphenylacetate
• CAS No.: 16648-44-5
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• UNII: 2TG7ZF9DBT
• DSSTox Substance ID: DTXSID301345676
• Nikkaji Number: J1.071.362E
• Mol file: 16648-44-5.mol

Synonyms:16648-44-5;methyl 3-oxo-2-phenylbutanoate;methyl alpha-acetylphenylacetate;Benzeneacetic acid, a-acetyl-, methyl ester;Methyl 2-phenylacetoacetate;methyl alpha-phenylacetoacetate;Benzeneacetic acid, alpha-acetyl-, methyl ester;MAPA;2TG7ZF9DBT;SCHEMBL11031397;CYSACHQWYQYLIG-UHFFFAOYSA-N;DTXSID301345676;BCP29998;AS-75584;Benzeneacetic acid,a-acetyl-,methyl ester;Benzeneacetic acid, |A-acetyl-, methyl ester;D97173;Methyl 3-oxo-2-phenylbutanoate;Methyl alpha-acetylphenylacetate

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

Chemical Property of Methyl alpha-acetylphenylacetate

Chemical Property:

• Melting Point: 58.5-59.0 °C
• Boiling Point: 92-96 °C(Press: 0.6 Torr)
• PKA: 10.67±0.46(Predicted)
• PSA: 43.37000
• Density: 1?+-.0.06 g/cm3(Predicted)
• LogP: 1.53220
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C1=CC=CC=C1)C(=O)OC
• Uses: Benzeneacetic acid, a-acetyl-, methyl ester can be used as a pharmaceutical raw material. D1, D2 dopamine receptor antagonist; butyrophenone antipsychotic and anti-emetic. Droperidol is a potent antagonist of dopamine subtype 2 receptor. It is an antipsychotic, which is used to treat acute behavioral anomalies. It helps to manage postoperative nausea and vomiting. Endogenous κ1b opioid receptor agonist.
• Description: Methyl 2-phenylacetoacetate is an analytical reference standard categorized as a precursor in the synthesis of amphetamines and methamphetamines. This product is intended for research and forensic applications.The Drug Enforcement Administration is proposing the control of the chemical methyl alpha-phenylacetoacetate (also known as MAPA; methyl 3-oxo-2-phenylbutanoate; methyl 2-phenylacetoacetate; [alpha]-acetyl-benzeneacetic acid, methyl ester; and CAS Number: 16648-44-5) and its optical isomers as a list I chemical under the Controlled Substances Act (CSA). Methyl alpha-phenylacetoacetate is used in clandestine laboratories to illicitly manufacture the schedule II controlled substances phenylacetone (also known as phenyl-2-propanone or P2P), methamphetamine, and amphetamine and is important to the manufacture of these controlled substances. Methyl 2-phenylacetoacetate (Item No. 28352) is an analytical reference standard categorized as a precursor in the synthesis of amphetamines and methamphetamines. This product is intended for research and forensic applications.

Technology Process of Methyl alpha-acetylphenylacetate

There total 5 articles about Methyl alpha-acetylphenylacetate 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: 51.0%

acetic acid methyl ester (79-20-9) + benzeneacetic acid methyl ester (101-41-7) → methyl α-acetylphenylacetate (16648-44-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -78 - 45 ℃; for 13h; Inert atmosphere;

DOI:10.1002/chem.201405150

Reference yield: 50.0%

acetic anhydride (108-24-7) + benzeneacetic acid methyl ester (101-41-7) → methyl α-acetylphenylacetate (16648-44-5)

Guidance literature:

benzeneacetic acid methyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

acetic anhydride; In tetrahydrofuran; at -78 - 0 ℃;

Reference yield:

methanol (67-56-1) + 2-diazo-1-phenylbutane-1,3-dione (2009-96-3) → methyl 2-benzoylpropionate (32742-19-1,116782-25-3,29540-54-3) + methyl 3-oxo-3-phenylpropionate (614-27-7) + methyl α-acetylphenylacetate (16648-44-5) + 2-Methoxy-3-oxo-3-phenylpropionsaeuremethylester (112370-88-4)

Guidance literature:

In 1,4-dioxane; at 10 ℃; Product distribution; Mechanism; Irradiation; also thermolysis at 80 deg C, other 2-diazo-1,3-dicarbonyl compounds;

DOI:10.1246/bcsj.56.758

upstream raw materials:

methanol

2-diazo-1-phenylbutane-1,3-dione

acetic acid methyl ester

benzeneacetic acid methyl ester

Downstream raw materials:

C₂₀H₁₅N₃O₂

(E)-methyl-2,3-diphenyl-2-butenoate

α carbomethoxy β methyl stilbene cis