4-Methoxyphenylacetone

Base Information

• Chemical Name: 4-Methoxyphenylacetone
• CAS No.: 122-84-9
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 29145000
• European Community (EC) Number: 204-578-7
• NSC Number: 46101,22983
• UNII: 6XYW3YJJ33
• DSSTox Substance ID: DTXSID9059545
• Nikkaji Number: J31.118I
• Wikidata: Q27265692
• Metabolomics Workbench ID: 45769
• ChEMBL ID: CHEMBL473366
• Mol file: 122-84-9.mol

Synonyms:2-Propanone,(p-methoxyphenyl)- (6CI,7CI);2-Propanone, 1-(p-methoxyphenyl)- (8CI);1-(4-Methoxyphenyl)-2-propanone;1-(4-Methoxyphenyl)acetone;1-(p-Anisyl)-2-propanone;1-(p-Methoxyphenyl)-2-propanone;4-Methoxybenzylmethyl ketone;4'-Methoxyphenyl-2-propanone;Anisketone;Anisyl methyl ketone;NSC 22983;NSC 46101;p-Acetonylanisole;p-Methoxybenzyl methyl ketone;p-Methoxyphenylacetone;

Chemical Property of 4-Methoxyphenylacetone

Chemical Property:

• Appearance/Colour: pale yellow liquid
• Vapor Pressure: 0.00789mmHg at 25°C
• Melting Point: <-15 °C
• Refractive Index: n20/D 1.525(lit.)
• Boiling Point: 268 °C at 760 mmHg
• Flash Point: 101.7 °C
• PSA: 26.30000
• Density: 1.027 g/cm³
• LogP: 1.82670
• Storage Temp.: Store below +30°C.
• Water Solubility.: 3.084g/L at 25℃
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

99.9% ^*data from raw suppliers

4-Methoxyphenylacetone >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1=CC=C(C=C1)OC
• Description: l-(p-Methoxyphenyl)-2-propanone has an odor and taste similar to anise. May be obtained by boiling α- or β-anetholglycol with a 20% solution of sulfuric acid, or from l-(p-methoxyphenyl)- propan-l,2-ol by treatment with diluted sulfuric acid.
• Uses: A volatile compound released by flowering plants to attractant insects

Technology Process of 4-Methoxyphenylacetone

There total 129 articles about 4-Methoxyphenylacetone 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: 92.0%

2,2-dimethoxy-1-(p-methoxyphenyl)propane → 4-methoxybenzyl methyl ketone (122-84-9)

Guidance literature:

With SO₃H silica gel; In methanol; at 50 ℃; for 2h; Inert atmosphere;

DOI:10.1080/00397911.2018.1548023

Reference yield: 89.0%

2-methyl-1-phenyl-3-(4-methoxyphenyl)-2-propanol (65739-10-8) → 4-methoxybenzyl methyl ketone (122-84-9) + 1-phenyl-acetone (103-79-7,136675-26-8)

Guidance literature:

With 2,3,5-trimethyl-pyridine; [Ir(2-(2,4-difluorophenyl)-5-(trifluoromethyl)pyridine)₂(5,5'-bis(trifluoromethyl)-2,2'-bipyridyl)](PF₆); thiophenol; In dichloromethane; at 20 ℃; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1021/jacs.6b06517

Reference yield: 88.0%

4-chloromethoxybenzene (623-12-1) + acetone (67-64-1) → 4-methoxybenzyl methyl ketone (122-84-9)

Guidance literature:

With potassium phosphate; 2-(2,6-dimethoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole; palladium diacetate; at 90 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.5b02344

upstream raw materials:

2-(4-methoxyphenyl)-3-methyloxirane

(E)-3-Ureido-but-2-enoic acid ethyl ester

1-isopropenyl-4-methoxybenzene

1-(4-methoxyphenyl)propan-2-ol

Downstream raw materials:

4-[3-(4-methoxy-phenyl)-thiopropionyl]-morpholine

1-(4-methoxy-phenyl)-2-methyl-3-[2]pyridyl-propan-2-ol

1,4t-bis-(4-methoxy-phenyl)-but-3-en-2-one

N-[2-(4-methoxyphenyl)-1-methyl-ethyl]formamide

Refernces

• 1、 Fu, Wai Chung,Zhou, Zhongyuan,Kwong, Fuk Yee. "Preparation of a highly congested carbazoyl-derived p,n-type phosphine ligand for acetone monoarylations". . p. 1553 - 1558. Retrieved 2016.
• 2、 -. "Aryl C-F bond functionalization preparation method". Paragraph 0052; 0089-0098. . Retrieved 2021/09/29.
• 3、 Albarrán-Velo, Jesús,Gotor-Fernández, Vicente,Lavandera, Iván. "Markovnikov Wacker-Tsuji Oxidation of Allyl(hetero)arenes and Application in a One-Pot Photo-Metal-Biocatalytic Approach to Enantioenriched Amines and Alcohols". . p. 4096 - 4108. Retrieved 2021/08/19.