3-(4-Methoxyphenyl)cyclopentanone

Base Information

• Chemical Name: 3-(4-Methoxyphenyl)cyclopentanone
• CAS No.: 116526-34-2
• Molecular Formula: C12H14 O2
• Molecular Weight: 190.242
• DSSTox Substance ID: DTXSID60555743
• Nikkaji Number: J2.686.757F
• Mol file: 116526-34-2.mol

Synonyms:3-(4-methoxyphenyl)cyclopentanone;116526-34-2;3-(4-METHOXYPHENYL)CYCLOPENTAN-1-ONE;Cyclopentanone, 3-(4-methoxyphenyl)-;SCHEMBL2044509;DTXSID60555743;BXVGGHJBRCDSGU-UHFFFAOYSA-N;3-(4-methoxyphenyl) cyclopentanone;MFCD06659800;3-(4-methoxyphenyl)-1-cyclopentanone;AKOS006294363;AB26340;3-(4-methoxyphenyl)-cyclopentan-1-one;AS-36323;CS-0210390

Chemical Property of 3-(4-Methoxyphenyl)cyclopentanone

Chemical Property:

• Melting Point: 47-49 °C
• Boiling Point: 319.3±42.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.097±0.06 g/cm3(Predicted)
• LogP: 2.53180
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 204

Purity/Quality:

98%min ^*data from raw suppliers

3-(4-Methoxyphenyl)cyclopentanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2CCC(=O)C2

Technology Process of 3-(4-Methoxyphenyl)cyclopentanone

There total 20 articles about 3-(4-Methoxyphenyl)cyclopentanone 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: 98.0%

cyclopent-2-enone (930-30-3) + 4-methoxyphenylboronic acid (5720-07-0) → 3-(4-methoxyphenyl)cyclopentanone (116526-34-2)

Guidance literature:

With C₃₇H₃₆ClN₄O₂Rh; potassium hydroxide; In toluene; at 40 ℃; for 24h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201301220

Reference yield: 96.0%

→ 3-(4-methoxyphenyl)cyclopentanone (116526-34-2)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-2-cinnamyl-1-oxo-2,3-dihydro-1,2-benzisothiazole; In 1,4-dioxane; at 40 ℃; for 0.5h; Inert atmosphere;

With potassium phosphate; In 1,4-dioxane; water; at 40 ℃; for 3h; Inert atmosphere;

Reference yield: 78.0%

2-(4-methoxyphenyl)cyclobutan-1-one (70106-27-3) + diazomethyl-trimethyl-silane (18107-18-1) → (±)-2-(4-methoxyphenyl)cyclopentan-1-one (61349-69-7) + 3-(4-methoxyphenyl)cyclopentanone (116526-34-2)

Guidance literature:

2-(4-methoxyphenyl)cyclobutan-1-one; diazomethyl-trimethyl-silane; With scandium tris(trifluoromethanesulfonate); In hexane; dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

With hydrogenchloride; water; In hexane; dichloromethane; at 23 ℃; for 0.5h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol101136a

upstream raw materials:

4-(2,3-epoxy-cyclopentyl)-anisole

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

3-(4-Methoxyphenyl)-2-cyclopenten-1-one

1-bromo-4-methoxy-benzene

Downstream raw materials:

3-(4-methoxyphenyl)cyclopentanol

{3-[4-(Quinolin-2-ylmethoxy)-phenyl]-cyclopentyl}-acetic acid methyl ester

{3-[4-(Quinolin-2-ylmethoxy)-phenyl]-cyclopentyl}-acetic acid

1-<(methoxycarbonyl)methyl>-3-(4-hydroxyphenyl)cyclopentane

Refernces

• 1、 -. "2-allyl-1-oxo-2, 3-dihydro-1, 2-benzisothiazole". Paragraph 0033; 0048. . Retrieved 2017/02/02.
• 2、 Bratko, Ielyzaveta,Guisado-Barrios, Gregorio,Favier, Isabelle,Mallet-Ladeira, Sonia,Teuma, Emmanuelle,Peris, Eduardo,Gomez, Montserrat. "Triazolium salts as appropriate catalytic scaffolds for 1,4-additions to α,β-unsaturated carbonyls". . p. 2160 - 2167. Retrieved 2014/04/17.