2-Methyloxirane-2-carbaldehyde

Base Information

• Chemical Name: 2-Methyloxirane-2-carbaldehyde
• CAS No.: 52788-68-8
• Molecular Formula: C₄H₆O₂
• Molecular Weight: 86.0904
• European Community (EC) Number: 258-179-8
• DSSTox Substance ID: DTXSID40967244
• Nikkaji Number: J295.799J
• Mol file: 52788-68-8.mol

Synonyms:2-Methyloxirane-2-carbaldehyde;2,3-Epoxybutanal;52788-68-8;EINECS 258-179-8;2-Methyl-2,3-epoxypropanal;2-Methyl-2-oxiranecarbaldehyde;DTXSID40967244

Chemical Property of 2-Methyloxirane-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 28.4mmHg at 25°C
• Boiling Point: 106.4°Cat760mmHg
• Flash Point: 18.6°C
• PSA: 29.60000
• Density: 1.242g/cm³
• LogP: -0.02580
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 86.036779430
• Heavy Atom Count: 6
• Complexity: 79.6

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(CO1)C=O

Technology Process of 2-Methyloxirane-2-carbaldehyde

There total 4 articles about 2-Methyloxirane-2-carbaldehyde 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: 94.0%

2-methylpropenal (78-85-3,25120-30-3) → 2,3-epoxy-2-methylpropionaldehyde (161111-61-1,52788-68-8)

Guidance literature:

With perchloric acid; dihydrogen peroxide; In water; acetonitrile; tert-butyl alcohol; at 60 ℃; for 1h; stereoselective reaction;

DOI:10.1016/j.cattod.2011.07.007

Reference yield: 69.3%

methanol (67-56-1) + α-methyl-α-((1-tert-butoxy-2-methyl-2,3-epoxypropyl)oxy)-β-propiolactone (67872-66-6) → 2,3-epoxy-2-methylpropionaldehyde (161111-61-1,52788-68-8) + methyl 2-methyl-2-tert-butoxy-3-hydroxypropanoate (89346-43-0)

Guidance literature:

With sodium hydroxide; at 30 ℃; for 1.5h;

DOI:10.1021/jo00187a025

Reference yield: 69.3%

ethanol (64-17-5) + α-methyl-α-((1-tert-butoxy-2-methyl-2,3-epoxypropyl)oxy)-β-propiolactone (67872-66-6) → 2,3-epoxy-2-methylpropionaldehyde (161111-61-1,52788-68-8) + ethyl 2-methyl-2-tert-butoxy-3-hydroxypropanoate (89346-44-1)

Guidance literature:

With sodium hydroxide; at 30 ℃; for 1.5h;

DOI:10.1021/jo00187a025

upstream raw materials:

2-methylpropenal

methanol

α-methyl-α-((1-tert-butoxy-2-methyl-2,3-epoxypropyl)oxy)-β-propiolactone

ethanol

Downstream raw materials:

isoprene epoxide

Refernces

• 1、 Mizuno, Noritaka,Kamata, Keigo,Yamaguchi, Kazuya. "Oxidative functional group transformations with hydrogen peroxide catalyzed by a divanadium-substituted phosphotungstate". scheme or table. p. 157 - 161. Retrieved 2012/06/18.
• 2、 Lyons, Jennifer E.,Schiesser, Carl H.,Sutej, Katarina. "Free-Radical Homolytic Substitution at Selenium: An Efficient Method for the Preparation of Selenophenes". . p. 5632 - 5638. Retrieved 2007/10/02.