Dehydromevalonolactone

Base Information

• Chemical Name: Dehydromevalonolactone
• CAS No.: 2381-87-5
• Molecular Formula: C6H8 O2
• Molecular Weight: 112.128
• Hs Code.: 2932999099
• Mol file: 2381-87-5.mol

Synonyms:2-Pentenoic acid,5-hydroxy-3-methyl-, lactone (6CI); 2,3-Anhydromevalonic acid d-lactone;2-Methyl-4-hydroxy-1-butenoic acid lactone; 3-Methylpent-2-en-5-olide;4-Methyl-5,6-dihydro-2-pyranone; 4-Methyl-5,6-dihydro-a-pyrone;5,6-Dihydro-4-methyl-2H-pyran-2-one; 5-Hydroxy-3-methyl-2-pentenoic acidlactone; Mevalonic lactone, D2-anhydro-

Chemical Property of Dehydromevalonolactone

Chemical Property:

• Vapor Pressure: 0.0518mmHg at 25°C
• Boiling Point: 234.8°Cat760mmHg
• Flash Point: 89.7°C
• PSA: 26.30000
• Density: 1.065g/cm³
• LogP: 0.87960

Purity/Quality:

99%, ^*data from raw suppliers

2H-Pyran-2-one,5,6-dihydro-4-methyl- 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dehydromevalonolactone

There total 9 articles about Dehydromevalonolactone 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: 28.0%

1-(tert-Butyldimethylsiloxy)-2-oxa-5-methylbicyclo<3.1.0>hexane → 4-methyl-5,6-dihydro-2H-pyran-2-one (2381-87-5) + 4-(1-hydroxyethyl)benzonitrile (101219-69-6,101219-71-0,134679-06-4,52067-35-3) + 4-Methylene-2H-pyran-2-one + 3-Methyl-3-(α-hydroxy-α-methyl-4'-cyanobenzyl)-5-pentanolide

Guidance literature:

With magnesium(II) perchlorate; 4-cyanophenyl methyl ketone; water; In acetonitrile; Further byproducts given; Ambient temperature; Irradiation;

DOI:10.1021/jo00115a022

Reference yield: 28.0%

4-cyanophenyl methyl ketone (1443-80-7) + 1-(tert-Butyldimethylsiloxy)-2-oxa-5-methylbicyclo<3.1.0>hexane → 4-methyl-5,6-dihydro-2H-pyran-2-one (2381-87-5) + 4-(1-hydroxyethyl)benzonitrile (101219-69-6,101219-71-0,134679-06-4,52067-35-3) + 4,4′-(2,3-dihydroxybutane-2,3-diyl)dibenzonitrile (82491-64-3) + 3-Methyl-3-(α-hydroxy-α-methyl-4'-cyanobenzyl)-5-pentanolide

Guidance literature:

With magnesium(II) perchlorate; water; In acetonitrile; Further byproducts given; Ambient temperature; Irradiation;

DOI:10.1021/jo00115a022

Reference yield: 14.0%

4-cyanophenyl methyl ketone (1443-80-7) → 4-methyl-5,6-dihydro-2H-pyran-2-one (2381-87-5) + 4-(1-hydroxyethyl)benzonitrile (101219-69-6,101219-71-0,134679-06-4,52067-35-3) + 4,4′-(2,3-dihydroxybutane-2,3-diyl)dibenzonitrile (82491-64-3) + 3-Methyl-3-(α-hydroxy-α-methyl-4'-cyanobenzyl)-5-pentanolide

Guidance literature:

With magnesium(II) perchlorate; 1-(tert-butyldimethylsiloxy)-2-oxa-5-methylbicyclo<3.1.0>hexane; 4-cyanophenyl methyl ketone; water; In acetonitrile; Further byproducts given; Ambient temperature; Irradiation;

DOI:10.1021/jo00115a022

upstream raw materials:

3-acetoxy-3-methylpentane-1,5-dioic acid anhydride

4-cyanophenyl methyl ketone

mevalonolactone

Downstream raw materials:

(4R)-4-methyltetrahydro-2H-pyran-2-one

(S)-4-methyltetrahydro-2H-pyran-2-one

3-methylpent-2-enedioic acid

3-methylpentane-1,5-diol

Refernces

• 1、 Abe, Manabu,Oku, Akira. "Oxidative Ring-Opening Reaction of Cyclopropanone Acetals with Carbonyl Compounds via Photoinduced Electron Transfer. Generation of a β-Carbonyl Radical Species and Its Application to the Synthesis of γ-Hydroxy Ester Derivatives". . p. 3065 - 3073. Retrieved 2007/10/02.