(E)-10,11-Dihydro-alpha-atlantone

Base Information

• Chemical Name: (E)-10,11-Dihydro-alpha-atlantone
• CAS No.: 57130-00-4
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.355
• Metabolomics Workbench ID: 47261
• Nikkaji Number: J182.303E
• Mol file: 57130-00-4.mol

Synonyms:(E)-10,11-Dihydro-alpha-atlantone;(Z)-.alpha.-Atlantone;10,11-Dihydroatlantone;SCHEMBL3155986;OJEFBZMKKJTKKK-RAXLEYEMSA-N;(Z)-6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-2-hepten-4-one;(5Z)-2-methyl-6-(4-methylcyclohex-3-en-1-yl)hepta-2,5-dien-4-one;(R,Z)-2-Methyl-6-(4-methylcyclohex-3-en-1-yl)hepta-2,5-dien-4-one;2,5-Heptadien-4-one, 2-methyl-6-(4-methyl-3-cyclohexen-1-yl)-, [R-(Z)]-;2,5-Heptadien-4-one, 2-methyl-6-[(1R)-4-methyl-3-cyclohexen-1-yl]-, (5Z)-

Chemical Property of (E)-10,11-Dihydro-alpha-atlantone

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 218.167065321
• Heavy Atom Count: 16
• Complexity: 352

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CCC(CC1)C(=CC(=O)C=C(C)C)C
• Isomeric SMILES: CC1=CCC(CC1)/C(=C\C(=O)C=C(C)C)/C

Technology Process of (E)-10,11-Dihydro-alpha-atlantone

There total 4 articles about (E)-10,11-Dihydro-alpha-atlantone 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: 80.0%

β-dihydro-atlantone (57095-91-7) → α-dihydro-atlantone (57130-00-4)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 4h; Heating;

DOI:10.1016/S0040-4020(01)91958-1

Reference yield:

Isovaleronitrile (625-28-5) → α-dihydro-atlantone (57130-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / zinc-silver / tetrahydrofuran / 18 h / 20 °C

2: 80 percent / p-toluenesulfonic acid / benzene / 4 h / Heating

With zinc silver; toluene-4-sulfonic acid; In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4020(01)91958-1

Reference yield:

2-(1'-methyl-4'-cyclohexenyl)-3-bromo propene (60699-34-5) → α-dihydro-atlantone (57130-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / zinc-silver / tetrahydrofuran / 18 h / 20 °C

2: 80 percent / p-toluenesulfonic acid / benzene / 4 h / Heating

With zinc silver; toluene-4-sulfonic acid; In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4020(01)91958-1

upstream raw materials:

β-dihydro-atlantone

Isovaleronitrile

2-(1'-methyl-4'-cyclohexenyl)-3-bromo propene