1-Cyclopentylethanone

Base Information

• Chemical Name: 1-Cyclopentylethanone
• CAS No.: 6004-60-0
• Molecular Formula: C7H12O
• Molecular Weight: 112.172
• Hs Code.: 2914299000
• European Community (EC) Number: 831-763-5
• NSC Number: 49209
• UNII: N7CM8FC0UL
• DSSTox Substance ID: DTXSID20208768
• Nikkaji Number: J81.129G
• Wikidata: Q72460431
• Mol file: 6004-60-0.mol

Synonyms:1-CYCLOPENTYLETHANONE;6004-60-0;1-Cyclopentyl-ethanone;Cyclopentyl methyl ketone;Ethanone, 1-cyclopentyl-;Cyclopentylethanone;Ketone, cyclopentyl methyl;Acetylcyclopentane;1-cyclopentylethan-1-one;Methyl cyclopentyl ketone;MFCD00060799;N7CM8FC0UL;Ethanone, 1-cyclopentyl- (9CI);NSC 49209;NSC-49209;1-Cyclopentylethanone #;UNII-N7CM8FC0UL;1-ACETYLCYCLOPENTANE;SCHEMBL498170;AMY7477;DTXSID20208768;1-cyclopentyl-ethanone, AldrichCPR;NSC49209;AKOS002657092;AC-5229;CS-W020214;SB37877;AS-10630;SY035519;A8406;BB 0222347;C3585;FT-0600344;EN300-64634;A832585;Z513735352

Chemical Property of 1-Cyclopentylethanone

Chemical Property:

• Vapor Pressure: 2.44mmHg at 25°C
• Refractive Index: 1.45
• Boiling Point: 160 °C at 760 mmHg
• Flash Point: 47 °C
• PSA: 17.07000
• Density: 0.935 g/cm³
• LogP: 1.76560
• Storage Temp.: 2-8°C
• Water Solubility.: Miscible with water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 90.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Cyclopentylethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CCCC1
• Uses: Cyclopentyl methyl ketone acts as a ligand for Suzuki coupling. Further, it reacts with benzo[1,2,5]oxadiazole 1-oxide to prepare 3-methylspiro(chinoxalin-2(3H),1'-cyclopentan)-3-amin-1,4-dioxide.

Technology Process of 1-Cyclopentylethanone

There total 22 articles about 1-Cyclopentylethanone 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: 27.0%

methanol (67-56-1) + 1-methylcyclohex-1-ene (591-49-1) → trans-1,2-dimethoxy-1-methylcyclohexane + 1-cyclopentylethanone (6004-60-0) + 2-Methylcyclohexanone (583-60-8)

Guidance literature:

With 2,4,6-trimethyl-pyridine; iodine; silver perchlorate; In dichloromethane; at 25 ℃; for 2h;

DOI:10.1055/s-2005-865333

Reference yield: 22.0%

methanol (67-56-1) + 1-methylcyclohex-1-ene (591-49-1) → 1,2-dimethoxy-1-methyl-cyclohexane + 1-cyclopentylethanone (6004-60-0) + 3-methoxy-2-methylcyclohexene (38445-61-3)

Guidance literature:

With [bis(acetoxy)iodo]benzene; sulfuric acid; at -15 ℃; for 2.33333h;

DOI:10.1007/s11172-005-0027-8

Reference yield: 5.0%

6-bicyclo<3.1.0>hexan-6-ol (71911-61-0) → 1-cyclopentylethanone (6004-60-0) + cyclopentanecarboxylic acid (3400-45-1)

Guidance literature:

With sodium hydroxide; for 24h; Ambient temperature;

DOI:10.1021/jo01289a011

upstream raw materials:

(+/-)-2c-iodo-1r-methyl-cyclohexanol-⁽¹⁾

trans-1-methyl-2-methoxy-cyclohexanol

cyclohexane-1,2-epoxide

methyl magnesium iodide

Downstream raw materials:

1-Acetyl-1-(2,4-dinitro-benzolsulfenyl)-cyclopentan

(E)-2-Cyclopentyl-6-methyl-5-phenylsulfanyl-hepta-3,5-dien-2-ol

[(1Z,3Z)-4-Cyclopentyl-1-(1-methoxy-1-methyl-ethyl)-penta-1,3-dienylsulfanyl]-benzene

1-cyclopentyl-3-(2-fluoro-4-methoxy-phenyl)-propenone

Refernces

• 1、 Schauble, J. Herman,Trauffer, Edward A.,Deshpande, Prashant P.,Evans, Robert D.. "Trans dialkoxylation of cyclic alkenes: A Prevost-type reaction". . p. 1333 - 1339. Retrieved 2007/10/03.
• 2、 Yusubov,Zholobova,Filimonova,Chi, Ki-Whan. "New oxidative transformations of alkenes and alkynes under the action of diacetoxyiodobenzene". . p. 1735 - 1742. Retrieved 2007/10/03.