Ethanone, 1-(2-phenylcyclopentyl)-, (1S-trans)-

Base Information

• Chemical Name: Ethanone, 1-(2-phenylcyclopentyl)-, (1S-trans)-
• CAS No.: 109583-32-6
• Molecular Formula: C₁₃H₁₆O
• Molecular Weight: 188.269
• DSSTox Substance ID: DTXSID501243727
• Nikkaji Number: J305.237K
• Mol file: 109583-32-6.mol

Synonyms:DTXSID501243727;109583-32-6;Ethanone, 1-(2-phenylcyclopentyl)-, (1S-trans)-

Chemical Property of Ethanone, 1-(2-phenylcyclopentyl)-, (1S-trans)-

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 188.120115130
• Heavy Atom Count: 14
• Complexity: 203

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1CCCC1C2=CC=CC=C2
• Isomeric SMILES: CC(=O)[C@H]1CCC[C@@H]1C2=CC=CC=C2

Technology Process of Ethanone, 1-(2-phenylcyclopentyl)-, (1S-trans)-

There total 7 articles about Ethanone, 1-(2-phenylcyclopentyl)-, (1S-trans)- 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: 35.0%

1,3-dibromo-propane (109-64-8) + (E)-benzalacetone (1896-62-4) → (+/-)-trans-2-Phenylcyclopentyl methyl ketone (109583-32-6)

Guidance literature:

In various solvent(s); Ambient temperature; electrolysis (Bu₄NBF₄/Bu₄NI, Al anode, steel cathode);

DOI:10.1021/jo00295a048

Reference yield:

Dichloromethyl methyl ether (4885-02-3) + (methyl)(<1S,2S>-trans-2-phenylcyclopentyl)(3-(trimethylsiloxy)propoxy)borane (109529-32-0) → <1S,2S>-(+)-trans-2-phenylcyclopentyl methyl ketone (109583-32-6)

Guidance literature:

With dihydrogen peroxide; lithium tert-butoxide; Yield given. Multistep reaction; 1.) diethyl ether, r.t., 1 h, 2.) diethyl ether, pH 8 phosphate buffer, 12 h;

DOI:10.1021/ja00252a018

Reference yield:

Dichloromethyl methyl ether (4885-02-3) + cyclopent-1-en-1-ylbenzene (825-54-7) + methyllithium (917-54-4) → (1R,2S)-(-)-trans-2-phenylcyclopentylmethyl ketone (83681-58-7,109583-32-6,115184-21-9) + 1-((1S,2R)-2-Phenyl-cyclopentyl)-ethanone (83681-58-7,109583-32-6,115184-21-9)

Guidance literature:

With (+)-α-pinene; dihydrogen peroxide; lithium 3-ethylpentan-3-olate; acetaldehyde; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00388a091

upstream raw materials:

1,3-dibromo-propane

(E)-benzalacetone

Dichloromethyl methyl ether

cyclopent-1-en-1-ylbenzene