1-(3-Methoxyphenyl)acetone

Base Information

• Chemical Name: 1-(3-Methoxyphenyl)acetone
• CAS No.: 3027-13-2
• Molecular Formula: C10H12 O2
• Molecular Weight: 164.204
• Hs Code.: 2914509090
• European Community (EC) Number: 221-191-9
• DSSTox Substance ID: DTXSID00184359
• Nikkaji Number: J205.333K
• Wikidata: Q72517900
• Mol file: 3027-13-2.mol

Synonyms:3-Methoxyphenylacetone;3027-13-2;1-(3-methoxyphenyl)propan-2-one;1-(3-Methoxyphenyl)acetone;3-Methoxyphenyl acetone;2-Propanone, 1-(3-methoxyphenyl)-;1-(3-METHOXYPHENYL)-2-PROPANONE;m-Methoxyphenyl acetone;EINECS 221-191-9;1-(3-methoxy-phenyl)-propan-2-one;MFCD00008771;m-methoxyphenylacetone;3-Methoxybenzyl methyl ketone;3-Methoxyphenylacetone, 97%;SCHEMBL269177;1-(3-Methoxyphenyl)acetone #;AMY3930;DTXSID00184359;3-(3-methoxyphenyl)propan-2-one;2-Propanone, 1-(m-methoxyphenyl)-;1-[3-(methyloxy)phenyl]-2-propanone;AKOS000215922;AB90662;BP-11401;FT-0616010;EN300-118840;A820284;J-017848

Chemical Property of 1-(3-Methoxyphenyl)acetone

Chemical Property:

• Vapor Pressure: 0.0133mmHg at 25°C
• Melting Point: 258oC
• Refractive Index: n20/D 1.5252(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 26.30000
• Density: g/cm³
• LogP: 1.82670
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Miscible with dimethyl sulfoxide.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 154

Purity/Quality:

99%, ^*data from raw suppliers

3-Methoxyphenylacetone 99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)CC1=CC(=CC=C1)OC
• Uses: 3-Methoxyphenylacetone is a substituted phenylacetone used in the preparation of optically active cyanohydrins. 3-Methoxyphenylacetone is also used in the preparation of CNS active compounds. 3-Methoxyphenylacetone is employed in the preparation of optically active cyanohydrins. It is also used in the synthesis of central nervous system (CNS) active compounds. Further, it plays an important role in the preparation of 4-amino-3-methoxypropiophenone.

Technology Process of 1-(3-Methoxyphenyl)acetone

There total 37 articles about 1-(3-Methoxyphenyl)acetone 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: 93.0%

methylmagnesium bromide (75-16-1) + N-methoxy-1′-(3-methoxyphenyl)-N-methylacetamide (144828-84-2) → 1-(3-methoxyphenyl)propan-2-one (3027-13-2)

Guidance literature:

In tetrahydrofuran; toluene; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/cmdc.202000762

Reference yield: 90.0%

1-chloro-3-methoxy-benzene (2845-89-8) + acetone (67-64-1) → 1-(3-methoxyphenyl)propan-2-one (3027-13-2)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; (R)-1-[(S_p)-2-(dicyclohexylphosphanyl)ferrocenylethyl]diphenylphosphane; cesium fluoride; at 120 ℃; for 18h; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/anie.202006826

Reference yield: 86.0%

3-methoxyphenyl 1H-imidazole-1-sulfonate (1198184-04-1) + acetone (67-64-1) → 1-(3-methoxyphenyl)propan-2-one (3027-13-2)

Guidance literature:

With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 80 ℃; for 16h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201201394

upstream raw materials:

1-cyano-1-(m-methoxyphenyl)propan-2-one

sodium diethylmalonate

3-methoxyphenylacetic acid chloride

4-(2-nitro-propenyl)-anisole

Downstream raw materials:

1-(3-Methoxy-phenyl)-propane-1,2-dione 1-oxime

(E)-N-(1-(3-methoxyphenyl)prop-1-en-2-yl)acetamide

(Z)-N-(1-(3-methoxyphenyl)prop-1-en-2-yl)acetamide

3-(m-methoxyphenyl)butan-2-ol

Refernces

• 1、 Kang, Qi-Kai,Li, Ke,Li, Yuntong,Lin, Yunzhi,Shi, Hang,Xu, Lun. "Catalytic SNAr Hydroxylation and Alkoxylation of Aryl Fluorides". supporting information. p. 20391 - 20399. Retrieved 2021/08/13.
• 2、 Ledgard, Andrew J.,Martin, Fionna M.,Mutton, Simon P.,Richardson, Jeffery,Walton, Lesley. "An Efficient Palladium-Catalyzed α-Arylation of Acetone below its Boiling Point". . . Retrieved 2020/07/24.