4-Acetyl-2,6-dimethoxyphenyl acetate

Base Information

• Chemical Name: 4-Acetyl-2,6-dimethoxyphenyl acetate
• CAS No.: 28294-47-5
• Molecular Formula: C12H14 O5
• Molecular Weight: 238.24
• Hs Code.: 2915390090
• European Community (EC) Number: 248-942-3
• UNII: 8BK92QRM9Q
• DSSTox Substance ID: DTXSID30182545
• Nikkaji Number: J250.691B
• Wikidata: Q27159257
• Metabolomics Workbench ID: 70063
• Mol file: 28294-47-5.mol

Synonyms:4-Acetyl-2,6-dimethoxyphenyl acetate;28294-47-5;Acetosyringone acetate;(4-acetyl-2,6-dimethoxyphenyl) acetate;4'-ACETOXY-3',5'-DIMETHOXYACETOPHENONE;bmse010105;ACETYL ACETOSYRINGONE;8BK92QRM9Q;EINECS 248-942-3;4-Acetoxy-3,5-dimethoxyacetophenone;Ethanone, 1-(4-(acetyloxy)-3,5-dimethoxyphenyl)-;AC1MI15J;1-(4-acetoxy-3,5-dimethoxy-phenyl)-ethanone;UNII-8BK92QRM9Q;SureCN1928259;SCHEMBL1928259;CHEBI:86575;4'-O-ACETYLACETOSYRINGONE;DTXSID30182545;4-acetoxy-3,5-dimethoxy acetophenone;AKOS016846189;(4-acetyl-2,6-dimethoxy-phenyl) acetate;2478-38-8,Ac;FT-0735901;1-(4-Acetyloxy-3,5-dimethoxyphenyl)ethanone;Q27159257

Chemical Property of 4-Acetyl-2,6-dimethoxyphenyl acetate

Chemical Property:

• Vapor Pressure: 0.000793mmHg at 25°C
• Boiling Point: 306°Cat760mmHg
• Flash Point: 142.2°C
• PSA: 61.83000
• Density: 1.153g/cm³
• LogP: 1.83170
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 238.08412354
• Heavy Atom Count: 17
• Complexity: 275

Purity/Quality:

98%min ^*data from raw suppliers

AcetylAcetosyringone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Acetyl-2,6-dimethoxyphenyl acetate

There total 6 articles about 4-Acetyl-2,6-dimethoxyphenyl acetate 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: 99.0%

1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone (2478-38-8) + acetyl chloride (75-36-5) → 1-(4-acetoxy-3,5-dimethoxy-phenyl)-ethanone (28294-47-5)

Guidance literature:

With potassium carbonate; triethylamine; In dichloromethane;

Reference yield:

1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone (2478-38-8) + acetic anhydride (108-24-7) → 1-(4-acetoxy-3,5-dimethoxy-phenyl)-ethanone (28294-47-5)

Guidance literature:

Reference yield:

1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone (2478-38-8) + acetic anhydride (108-24-7) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → 1-(4-acetoxy-3,5-dimethoxy-phenyl)-ethanone (28294-47-5) + D-galactose pentaacetate (25878-60-8) + 3,5-dimethoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)acetophenone (130184-89-3)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/0008-6215(90)84294-5

upstream raw materials:

1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

acetic anhydride

2,3,4-Tri-O-acetyl-α-L-fucopyranosyl chloride

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

N-(acetyl)pyrrolidine

1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

Acetic acid 4-[2-(4-formyl-2,6-dimethoxy-phenoxy)-acetyl]-2,6-dimethoxy-phenyl ester

Acetic acid 4-[2-(4-formyl-2,6-dimethoxy-phenoxy)-3-hydroxy-propionyl]-2,6-dimethoxy-phenyl ester

Refernces

• 1、 -. "Derivatives of heterocycles with 5 members, their preparation and their use as medicaments". . . Retrieved 2008/06/13.
• 2、 Delay, Didier,Delmotte, Francis. "NEW SYNTHESES OF PLANT ARYL GLYCOSIDES AS POTENTIAL GENE INDUCERS". . p. 223 - 234. Retrieved 2007/10/02.