ATLANTONE

Base Information

• Chemical Name: ATLANTONE
• CAS No.: 26294-59-7
• Molecular Formula: C15H22 O
• Molecular Weight: 218.339
• Mol file: 26294-59-7.mol

Synonyms:2,5-Heptadien-4-one,2-methyl-6-(4-methyl-3-cyclohexen-1-yl)-, [R-(E)]-; a-Atlantone (8CI); (+)-(4R)-(E)-a-Atlantone; (+)-a-Atlantone; (E)-a-Atlantone

Chemical Property of ATLANTONE

Chemical Property:

• Boiling Point: 321.1±21.0 °C(Predicted)
• PSA: 17.07000
• Density: 0.929±0.06 g/cm3(Predicted)
• LogP: 4.21440

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ATLANTONE

There total 7 articles about 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:

3,3-Dimethylacryloyl chloride (3350-78-5) + D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → trans α-atlantone (532-64-9,26294-59-7,32207-07-1,32207-08-2,56192-70-2,56362-49-3,108645-54-1)

Guidance literature:

Multistep reaction; (i) SnCl₄, CH₂Cl₂, (ii) /BRN= 2204754/, (iii) Py, Et₂O;

Reference yield:

methyl-3 N-phenyl butene-3 imidothioate de methyle (121726-27-0) + limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3) → trans α-atlantone (532-64-9,26294-59-7,32207-07-1,32207-08-2,56192-70-2,56362-49-3,108645-54-1)

Guidance literature:

Yield given. Multistep reaction;

Reference yield:

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → (E)-α-atlantone (26294-59-7)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) POCl₃, (ii) /BRN= 2204754/

2: (i), (ii) CrO₃, Py, (iii) aq. KOH

DOI:10.1055/s-1979-28835

upstream raw materials:

2-methylallylmagnesium chloride

(1'R)-(2E)-3-methyl-3-(4'-methylcyclohexen-3'-yl)-propen-2-al-1

D-limonene

3,3-dimethyl acrylaldehyde

Downstream raw materials:

3-Hydroxy-2,3-dihydro-atlanton

3,11-Dihydroxy-2,3,10,11-tetrahydroatlanton

(+/-)-ar-turmerone

(±)-2-methyl-6-(p-tolyl)heptan-4-one

Refernces

• 1、 El-Jazouli, Mustapha,Lage, Nadia,Masson, Serge,Thuillier, Andre. "Synthese de cetones a partir de N-phenyl imidothioesters et par l'intermediaire de cetenimines". . p. 883 - 888. Retrieved 2007/10/02.