3,4-Isopropylidene-6,6-dimethyltetrahydro-2H-pyran-2-one

Base Information

• Chemical Name: 3,4-Isopropylidene-6,6-dimethyltetrahydro-2H-pyran-2-one
• CAS No.: 22841-82-3
• Molecular Formula: C10H16 O2
• Molecular Weight: 168.236
• Mol file: 22841-82-3.mol

Synonyms:(?à)-Dihydrochrysanthemolactone;Chrysanthemolactone, dihydro-; Dihydrochrysanthemic acid lactone; Dihydrochrysanthemolactone;cis-Dihydrochrysanthemo-d-lactone

Chemical Property of 3,4-Isopropylidene-6,6-dimethyltetrahydro-2H-pyran-2-one

Chemical Property:

• Boiling Point: 84.5 - 85 °C (1.5 mmHg)
• PSA: 26.30000
• LogP: 1.98410

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,4-Isopropylidene-6,6-dimethyltetrahydro-2H-pyran-2-one

There total 15 articles about 3,4-Isopropylidene-6,6-dimethyltetrahydro-2H-pyran-2-one 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: 65.0%

(+/-)-1-(2-Hydroxymethyl-3,3-dimethylcycloprop-1-yl)-2-methyl-2-propanol → (1S,3R)-3-(2-Hydroxy-2-methyl-propyl)-2,2-dimethyl-cyclopropanecarboxylic acid + 4,4,7,7-tetramethyl-3-oxabicyclo<4.1.0>heptan-2-one (14087-70-8,14087-71-9,18689-27-5,22841-82-3)

Guidance literature:

With jones reagent; In acetone; 1.) 2 - 5 deg C, 1 h, 2) room. temp., 2.5 h;

Reference yield: 41.0%

chrysanthemumic acid (10453-89-1) → 4,4,7,7-tetramethyl-3-oxabicyclo<4.1.0>heptan-2-one (14087-70-8,14087-71-9,18689-27-5,22841-82-3)

Guidance literature:

With zinc(II) chloride; In various solvent(s); at 80 ℃; for 19h;

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 2-methylpropen-1-ylmagnesium bromide (38614-36-7) + 3,3-Dimethylcyclopropen (3907-06-0) → cis-Chrysanthemic acid (2935-23-1) + cis-Isochrysanthemsaeure (2198-90-5,5800-68-0,31702-26-8,43011-38-7,56859-09-7,58556-22-2) + 2'-Isobutenyl-3,3,3',3'-tetramethyl-1,1'-bicyclopropan-2-carbonsaeure (84284-68-4) + 4,4,7,7-tetramethyl-3-oxabicyclo<4.1.0>heptan-2-one (14087-70-8,14087-71-9,18689-27-5,22841-82-3)

Guidance literature:

Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; 1) THF, 55 deg C, 1 h;

upstream raw materials:

cis-Chrysanthemic acid

chrysanthemumic acid

(1S,3R)-3-(2-Hydroxy-2-methyl-propyl)-2,2-dimethyl-cyclopropanecarboxylic acid methyl ester

carbon dioxide

Downstream raw materials:

cis-Chrysanthemic acid

pyrocin

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