Ethanone, 1-phenyl-2-[(1R,3S)-2,2,3-trimethylcyclopentyl]-

Base Information

• Chemical Name: Ethanone, 1-phenyl-2-[(1R,3S)-2,2,3-trimethylcyclopentyl]-
• CAS No.: 578006-81-2
• Molecular Formula: C16H22O
• Molecular Weight: 230.35
• DSSTox Substance ID: DTXSID80459835
• Nikkaji Number: J1.928.322D
• Wikidata: Q82283692
• Mol file: 578006-81-2.mol

Synonyms:578006-81-2;Ethanone, 1-phenyl-2-[(1R,3S)-2,2,3-trimethylcyclopentyl]-;DTXSID80459835

Chemical Property of Ethanone, 1-phenyl-2-[(1R,3S)-2,2,3-trimethylcyclopentyl]-

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 230.167065321
• Heavy Atom Count: 17
• Complexity: 273

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C1(C)C)CC(=O)C2=CC=CC=C2
• Isomeric SMILES: C[C@H]1CC[C@@H](C1(C)C)CC(=O)C2=CC=CC=C2

Technology Process of Ethanone, 1-phenyl-2-[(1R,3S)-2,2,3-trimethylcyclopentyl]-

There total 2 articles about Ethanone, 1-phenyl-2-[(1R,3S)-2,2,3-trimethylcyclopentyl]- 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: 73.0%

Phenylborneol (31503-04-5) → (+)-(1R,3S)-trans-2-(2,2,3-trimethyl-cyclopentyl)-1-phenyl-ethanone (578006-81-2,791104-81-9)

Guidance literature:

at 630 ℃;

DOI:10.1021/ol034882t

Reference yield:

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (464-49-3,68546-28-1) → (+)-(1R,3S)-trans-2-(2,2,3-trimethyl-cyclopentyl)-1-phenyl-ethanone (578006-81-2,791104-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / CeCl₃ / tetrahydrofuran / 0.5 h / 20 °C

2: 73 percent / 630 °C / 0.02 - 0.03 Torr

With cerium(III) chloride; In tetrahydrofuran;

DOI:10.1002/hlca.200490179

Reference yield: 78.0%

(+)-(1R,3S)-trans-2-(2,2,3-trimethyl-cyclopentyl)-1-phenyl-ethanone (578006-81-2,791104-81-9) → (+)-trans-2-(2,2,3-trimethylcyclopentyl)-1-phenylethanedione

Guidance literature:

With hydrogenchloride; sodium nitrite; In 1,4-dioxane; at 20 ℃;

DOI:10.1055/s-2004-832815

upstream raw materials:

Phenylborneol

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Downstream raw materials:

1-(3-nitrophenyl)-2-[(1R,3S)-2,2,3-trimethylcyclopent-1-yl]ethan-1-one

(1S,3S)-2,2,3-trimethyl-cyclopentanecarboxylic acid