Ethanone, 1-(2-methyl-1-cyclopenten-1-yl)-

Base Information

• Chemical Name: Ethanone, 1-(2-methyl-1-cyclopenten-1-yl)-
• CAS No.: 3168-90-9
• Molecular Formula: C8H12 O
• Molecular Weight: 124.183
• Hs Code.: 2914299000
• DSSTox Substance ID: DTXSID80185566
• Nikkaji Number: J455.694A
• Wikidata: Q27160258
• Mol file: 3168-90-9.mol

Synonyms:3168-90-9;Ethanone, 1-(2-methyl-1-cyclopenten-1-yl)-;1-Acetyl-2-methyl-1-cyclopentene;1-(2-methylcyclopent-1-en-1-yl)ethanone;1-(2-methylcyclopenten-1-yl)ethanone;Ketone, methyl 2-methyl-1-cyclopenten-1-yl;1-(2-METHYL-1-CYCLOPENTENYL)ETHANONE;Methyl-1-cyclopenten-1-yl)-ethanone;1-ACETYL-2-METHYL-1-CYCLOPENTENE, 96%;SCHEMBL1785405;1-Methyl-2-acetylcyclopenten-1;CHEBI:88406;DTXSID80185566;1-(2-methyl-1-cyclopentenyl)-ethanone;BS-52113;1-(2-Methyl-1-cyclopenten-1-yl)ethanone;1-(2-Methyl-1-cyclopenten-1-yl)ethanone #;1-(2-methylcyclopent-1-en-1-yl)ethan-1-one;F71478;Q27160258;InChI=1/C8H12O/c1-6-4-3-5-8(6)7(2)9/h3-5H2,1-2H

Chemical Property of Ethanone, 1-(2-methyl-1-cyclopenten-1-yl)-

Chemical Property:

• Vapor Pressure: 0.452mmHg at 25°C
• Boiling Point: 194°Cat760mmHg
• Flash Point: 66.7°C
• PSA: 17.07000
• Density: 0.96g/cm³
• LogP: 2.07580
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 124.088815002
• Heavy Atom Count: 9
• Complexity: 165

Purity/Quality:

97% ^*data from raw suppliers

1-ACETYL-2-METHYL-1-CYCLOPENTENE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(CCC1)C(=O)C

Technology Process of Ethanone, 1-(2-methyl-1-cyclopenten-1-yl)-

There total 57 articles about Ethanone, 1-(2-methyl-1-cyclopenten-1-yl)- 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: 87.0%

1,7-Octadiyne (871-84-1) → 2,7-octanedione (1626-09-1) + 1-(2-methylcyclopent-1-enyl)ethanone (3168-90-9)

Guidance literature:

With water; hafnium tetrachloride; butan-1-ol; [Ir(1,5-cyclooctadiene)2]PF₆; triisopropyl phosphite; at 70 ℃; for 15h;

DOI:10.1016/j.tet.2005.12.010

Reference yield: 87.0%

2-methylenecyclopentyl methyl ketone (54683-73-7) → 1-(2-methylcyclopent-1-enyl)ethanone (3168-90-9)

Guidance literature:

With aluminum oxide; for 48h; Ambient temperature;

DOI:10.1055/s-1988-27676

Reference yield: 84.0%

1,7-Octadiyne (871-84-1) → 1-(2-methylcyclopent-1-enyl)ethanone (3168-90-9)

Guidance literature:

With formic acid; at 100 ℃; for 13.5h;

DOI:10.1021/jo00078a023

upstream raw materials:

2,7-octanedione

2,5-diacetyl-adipic acid diethyl ester

cyclohexane

acetyl chloride

Downstream raw materials:

cis-1-(2-methylcyclopentyl)ethanone

trans-1-(2-methylcyclopentyl)ethanone

5-ketohexanoic acid

acetic acid

Refernces

• 1、 Jung, Jae-Chul,Jung, Young-Jo,Park, Oee-Sook. "Formal total synthesis of (±)-trichodiene via Claisen rearrangement and Robinson annulation". . p. 293 - 297. Retrieved 2008.
• 2、 Harding, Kenn E.,Clement, Katherine S.,Gilbert, John C.,Wiechman, Barry. "Efficient Synthesis of 2-Methyl-1-cyclopentene-1-carboxylic Acid". . p. 2049 - 2050. Retrieved 1984.
• 3、 Paquette, Leo A.,Liang, Shaowo,Wang, Hui-Ling. "Stereoselective construction of the dicyelopenta[a,d]cyclooctene core of the ceroplastin sesterterpenes by way of the anionic oxy-cope rearrangement". . p. 3268 - 3279. Retrieved 2007/10/03.