1-(3-Hydroxy-4-methoxyphenyl)ethanone

Base Information

• Chemical Name: 1-(3-Hydroxy-4-methoxyphenyl)ethanone
• CAS No.: 6100-74-9
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2914509090
• European Community (EC) Number: 626-691-4
• NSC Number: 30050
• UNII: 286G943O33
• DSSTox Substance ID: DTXSID80209872
• Nikkaji Number: J13.303E
• Wikidata: Q1674373
• Mol file: 6100-74-9.mol

Synonyms:3-hydroxy-4-methoxyacetophenone

Chemical Property of 1-(3-Hydroxy-4-methoxyphenyl)ethanone

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 8.96E-05mmHg at 25°C
• Melting Point: 88-92 °C
• Refractive Index: 1.537
• Boiling Point: 329.9°C at 760 mmHg
• PKA: 9.15±0.10(Predicted)
• Flash Point: 135.7°C
• PSA: 46.53000
• Density: 1.158 g/cm³
• LogP: 1.60340
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

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

Isoacetovanillone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(C=C1)OC)O
• Uses: Isoacetovanillone is a volatile compound isolated from oak wood. Also a byproduct in the production of Acetovanillone. Isoacetovanillone (Diosmin EP Impurity A) is a volatile compound isolated from oak wood. Also a byproduct in the production of Acetovanillone.

Technology Process of 1-(3-Hydroxy-4-methoxyphenyl)ethanone

There total 30 articles about 1-(3-Hydroxy-4-methoxyphenyl)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: 90.0%

1-(3,4-dihydroxyphenyl)ethan-1-one (1197-09-7) + methyl iodide (74-88-4) → 3-hydroxy-4-methoxyacetophenone (6100-74-9)

Guidance literature:

With lithium carbonate; In N,N-dimethyl-formamide; at 55 ℃; for 18h;

Reference yield: 86.0%

1-(3-isopropoxy-4-methoxyphenyl)-ethanone (88114-44-7) → 3-hydroxy-4-methoxyacetophenone (6100-74-9)

Guidance literature:

1-(3-isopropoxy-4-methoxyphenyl)-ethanone; With aluminum (III) chloride; In dichloromethane; at 18 ℃; for 24h;

With water; In dichloromethane;

Reference yield: 84.0%

1-(3,4-dihydroxyphenyl)ethan-1-one (1197-09-7) + methyl iodide (74-88-4) → 3-hydroxy-4-methoxyacetophenone (6100-74-9) + 1-(3-methoxy-4-hydroxyphenyl)ethanone (498-02-2) + 1-(3,4-dimethoxyphenyl)ethanone (1131-62-0)

Guidance literature:

With lithium carbonate; In N,N-dimethyl-formamide; at 55 ℃; for 18h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.03.016

upstream raw materials:

2-methoxyphenyl acetate

3-Hydroxy-4-methoxy-α-chloroacetophenone

3-acetoxy-4-methoxyacetophenone

acetic anhydride

Downstream raw materials:

5-ethyl-2-methoxyphenol

3-(α-hydroxyethyl)-6-methoxyphenol

1-(4-methoxy-3-(methoxymethoxy)phenyl)ethanone

1-(3-isopropoxy-4-methoxyphenyl)-ethanone

Refernces

• 1、 Cheng, Lu,Wang, Huihui,Cai, Hengrui,Zhang, Jie,Gong, Xu,Han, Wei. "Iron-catalyzed arene C-H hydroxylation". . p. 77 - 81. Retrieved 2021/10/05.
• 2、 Cheng, Xi-Chuang,Guo, Xin-Ran,Liu, Hua-Min,Liu, Yu-Lan,Qin, Zhao,Wang, Xue-De. "Structural features and antioxidant activities of Chinese quince (Chaenomeles sinensis) fruits lignin during auto-catalyzed ethanol organosolv pretreatment". . p. 4348 - 4358. Retrieved 2020/09/22.