3,3-DiMethyl-cyclopentanone

Base Information

• Chemical Name: 3,3-DiMethyl-cyclopentanone
• CAS No.: 20500-49-6
• Molecular Formula: C7H12O
• Molecular Weight: 112.172
• Mol file: 20500-49-6.mol

Synonyms:3,3-dimethylcyclopentan-1-one;3,3-dimethyl-cyclopentanone;3,3-Dimethylcyclopentanone;3,3-Dimethyl-cyclopentanon;3,3-dimethylcyclopentane-1-one;3,3-dimethylcyclo-pentanone;

Chemical Property of 3,3-DiMethyl-cyclopentanone

Chemical Property:

• Boiling Point: 80 °C (12 mmHg)
• PSA: 17.07000
• Density: 0.907±0.06 g/cm3(Predicted)
• LogP: 1.76560

Purity/Quality:

99%, ^*data from raw suppliers

3,3-Dimethylcyclopentanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3,3-Dimethylcyclopentanone is an intermediate used in the total synthesis of tremulenolide A and tremulenediol A via cyclopropanation/Cope rearrangement.

Technology Process of 3,3-DiMethyl-cyclopentanone

There total 2 articles about 3,3-DiMethyl-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: 91.0%

4,4-dimethylcyclopent-2-ene-1-one (22748-16-9) → 3,3-dimethylcyclopentanone (20500-49-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In Petroleum ether; for 2.5h; under 2844.3 Torr; Ambient temperature;

DOI:10.1021/ja00363a024

Reference yield: 1.0%

1-Diazo-4,4-dimethyl-2-pentanon (76828-10-9) → 3,3-dimethylcyclopentanone (20500-49-6) + 1-Cyclohexyl-4,4-dimethyl-pentan-2-one (82322-91-6)

Guidance literature:

With copper(II) sulfate; In 1,1,2-Trichloro-1,2,2-trifluoroethane; for 12h; Heating;

DOI:10.1021/jo00138a008

Reference yield: 88.9%

3,3-dimethylcyclopentanone (20500-49-6) + toluene-4-sulfonic acid hydrazide (1576-35-8) → 3,3-dimethylcyclopentanone tosylhydrazone

Guidance literature:

In methanol; at 0 ℃;

DOI:10.1021/ja00253a027

upstream raw materials:

4,4-dimethylcyclopent-2-ene-1-one

1-Diazo-4,4-dimethyl-2-pentanon

Downstream raw materials:

3,3-dimethyl-cyclopentanone-(2,4-dinitro-phenylhydrazone)

(E)-2-benzylidene-4,4-dimethylcyclopentanone

5,5-dimethylpiperidin-2-one

6-ethoxy-3,3-dimethyl-2,3-dihydro-pyridine

Refernces

• 1、 Exon, Christopher,Nobbs, Malcolm,Magnus, Philip. "STUDIES ON TERPENES-7. A SHORT ROUTE TO A PENTALENOLACTONE E PRECURSOR". . p. 4515 - 4520. Retrieved 2007/10/02.
• 2、 Exon, Christopher,Nobbs, Malcolm,Magnus, Phiup. "Studies on terpenes-7: A short route to a pentalenolactone e precursor". . p. 4515 - 4519. Retrieved 2015/01/08.