3-Methylene-2,3-dihydrofuran

Base Information

• Chemical Name: 3-Methylene-2,3-dihydrofuran
• CAS No.: 153681-93-7
• Molecular Formula: C5H6O
• Molecular Weight: 82.102
• DSSTox Substance ID: DTXSID90446675
• Nikkaji Number: J730.824H
• Wikidata: Q82265392
• Mol file: 153681-93-7.mol

Synonyms:3-methylene-2,3-dihydrofuran;153681-93-7;Furan, 2,3-dihydro-3-methylene-;Carbenoxolen;DTXSID90446675

Chemical Property of 3-Methylene-2,3-dihydrofuran

Chemical Property:

• Boiling Point: 109.0±10.0 °C(Predicted)
• PSA: 9.23000
• Density: 0.94±0.1 g/cm3(Predicted)
• LogP: 1.08650
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 82.041864811
• Heavy Atom Count: 6
• Complexity: 92.1

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1COC=C1

Technology Process of 3-Methylene-2,3-dihydrofuran

There total 2 articles about 3-Methylene-2,3-dihydrofuran 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: 63.0%

furan-3-carboxaldehyde (498-60-2) → 3-methylfuran (930-27-8) + 3-methylene-2,3-dihydrofuran (153681-93-7)

Guidance literature:

With potassium hydroxide; hydrazine; In water; ethylene glycol; at 160 - 175 ℃;

DOI:10.1016/S0040-4020(01)01012-2

Reference yield:

furan-3-carboxaldehyde (498-60-2) + methyl vinyl ketone (78-94-4,25038-87-3) → 3-methylfuran (930-27-8) + 3-methylene-2,3-dihydrofuran (153681-93-7)

Guidance literature:

With potassium hydroxide; hydrazine; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1) ethylene glycol, 15 min, 2) ethylene glycol, 140 to 155 deg C;

DOI:10.1016/S0040-4039(00)73957-8

Reference yield: 97.0%

4-methyl-benzaldehyde (104-87-0) + 3-methylene-2,3-dihydrofuran (153681-93-7) → 2-(3-furyl)-1-(4-methylphenyl)ethan-1-ol (485802-00-4)

Guidance literature:

tris-(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato; ytterbium; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1055/s-2002-33336

upstream raw materials:

furan-3-carboxaldehyde

methyl vinyl ketone

Downstream raw materials:

α-phenyl-3-furanethanol

(S)-2-(3-furyl)-1-phenyl-1-ethanol

2-(3-furyl)-1-(4-methylphenyl)ethan-1-ol

rac-7-(tert-butyldimethylsilyloxy)-4,5,6,7-tetrahydrobenzo[2,1-b]furan

Refernces

• 1、 Miles,Berreth,Smiley. "Synthesis and ene reactions of 3-methylene-2,3-dihydrofuran". . p. 5221 - 5222. Retrieved 2007/10/02.