2-(3-Methoxyphenyl)cyclohexanone

Base Information

• Chemical Name: 2-(3-Methoxyphenyl)cyclohexanone
• CAS No.: 15547-89-4
• Molecular Formula: C13H16 O2
• Molecular Weight: 204.269
• Hs Code.: 29145000
• European Community (EC) Number: 239-602-5
• DSSTox Substance ID: DTXSID60874441
• Nikkaji Number: J317.906K
• Mol file: 15547-89-4.mol

Synonyms:2-(3-Methoxyphenyl)cyclohexanone;15547-89-4;2-(3-methoxyphenyl)cyclohexan-1-one;Cyclohexanone, 2-(3-methoxyphenyl)-;2-(3-methoxy-phenyl)-cyclohexanone;EINECS 239-602-5;SCHEMBL182434;DTXSID60874441;2-(3-methoxyphenyl)-cyclohexanone;2-(3-Methoxyphenyl) cyclohexanone;MFCD00001630;AKOS009158971;2-(3-methoxyphenyl)-cyclohexan-1-one;CYCLOHEXANONE,2-(M-METHOXYPHENYL);CS-0303083;FT-0637243;EN300-1153077;A809646;J-009199;2-(3-Methoxyphenyl)cyclohexanone, technical grade, 90%

Chemical Property of 2-(3-Methoxyphenyl)cyclohexanone

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.000144mmHg at 25°C
• Refractive Index: n20/D 1.546(lit.)
• Boiling Point: 332.6°Cat760mmHg
• Flash Point: 147.8°C
• PSA: 26.30000
• Density: 1.068g/cm³
• LogP: 2.92190
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 204.115029749
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

97% ^*data from raw suppliers

2-(3-Methoxyphenyl)cyclohexanone technical grade, 90% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C2CCCCC2=O
• Uses: 2-(3-Methoxyphenyl)cyclohexanone may be used as starting reagent for the synthesis of octahydrophenanthrene, an important intermediate in the synthesis of morphinans. It may be used in the synthesis of 2-methyl-5-phenyl morphan.

Technology Process of 2-(3-Methoxyphenyl)cyclohexanone

There total 21 articles about 2-(3-Methoxyphenyl)cyclohexanone 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: 53.0%

3-methoxy-1-iodobenzene (766-85-8) + 1-(Trimethylsilyloxy)cyclohexene (6651-36-1) → 2-(3-methoxyphenyl)cyclohexanone (15547-89-4)

Guidance literature:

With tri-tert-butyl phosphine; tributyltin fluoride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In benzene; for 20h; Heating;

DOI:10.1021/ol062093g

Reference yield: 53.0%

(3-methoxyphenyl)magnesium bromide (36282-40-3) + 2-Chlorocyclohexanone (822-87-7) → 2-(3-methoxyphenyl)cyclohexanone (15547-89-4)

Guidance literature:

DOI:10.1002/ardp.19893220402

Reference yield: 46.7%

3-methoxyphenyl bromide (2398-37-0) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(3-methoxyphenyl)cyclohexanone (15547-89-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 20h; Inert atmosphere;

upstream raw materials:

6-(3-methoxy-phenyl)-cyclohex-3-enone

(3-methoxyphenyl)magnesium bromide

2-Chlorocyclohexanone

lithium 1-cyclohexenolate

Downstream raw materials:

[2-(3-methoxy-phenyl)-cyclohex-1-enyl]-acetic acid

3-[1-(3-methoxy-phenyl)-2-oxo-cyclohexyl]-propionitrile

morpholine enamine of 2-(m-methoxyphenyl)cyclohexanone

2-ethyl-2-(3-methoxyphenyl)cyclohexanone