2-Methylenetetrahydrofuran

Base Information

• Chemical Name: 2-Methylenetetrahydrofuran
• CAS No.: 18137-88-7
• Molecular Formula: C5H8O
• Molecular Weight: 84.1179
• DSSTox Substance ID: DTXSID00454509
• Nikkaji Number: J950.768J
• Wikidata: Q82276071
• Mol file: 18137-88-7.mol

Synonyms:2-methylenetetrahydrofuran;18137-88-7;2-methylideneoxolane;tetrahydrofuranylmethyl;tetrahydrofurfuryl;Furan, tetrahydro-2-methylene-;methylenetetrahydrofuran;2-Methylene-tetrahydro-furan;DTXSID00454509;GCQZRSVHYPEACN-UHFFFAOYSA-N;AKOS030240505

Chemical Property of 2-Methylenetetrahydrofuran

Chemical Property:

• PSA: 9.23000
• LogP: 1.31050
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 84.057514874
• Heavy Atom Count: 6
• Complexity: 66.3

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=C1CCCO1
• Uses: 2-Methylenetetrahydrofuran is a reagent used in the activation of 1,2-diazines. Dihydrofuranyl derivative.

Technology Process of 2-Methylenetetrahydrofuran

There total 3 articles about 2-Methylenetetrahydrofuran 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:

3,4-pentadiene-1-ol (5557-87-9) → 2-Methyl-4,5-dihydrofuran (1487-15-6) + 2-methyleneoxolane (18137-88-7)

Guidance literature:

tris(bis(trimethylsilyl)amido)lanthanum(III); In benzene-d6; at 60 ℃; Further Variations:; Catalysts; Kinetics;

DOI:10.1021/ja071707p

Reference yield:

pent-1-yn-5-ol (5390-04-5) → 2-Methyl-4,5-dihydrofuran (1487-15-6) + 2-methyleneoxolane (18137-88-7)

Guidance literature:

With 18-crown-6 ether; K₂Mg(CH₂SiMe₃)₄(N,N,N' ,N'' ,N''-pentamethyldiethylenetriamine)₂; In benzene-d6; at 75 ℃; for 3h; Reagent/catalyst; Overall yield = 88 %Spectr.; Kinetics; Inert atmosphere; Schlenk technique;

DOI:10.1039/c9sc01598a

Reference yield:

pent-1-yn-5-ol (5390-04-5) + sodium amide → 2-Methyl-4,5-dihydrofuran (1487-15-6) + 2-methyleneoxolane (18137-88-7)

Guidance literature:

upstream raw materials:

pent-1-yn-5-ol

3,4-pentadiene-1-ol

Refernces

• 1、 Brinkmann, Christine,Barrett, Anthony G. M.,Reid, Stephanie,Hill, Michael S.,Procopiou, Panayiotis A.. "Alkaline earth catalysis of alkynyl alcohol hydroalkoxylation/cyclization". . p. 7287 - 7297,11. Retrieved 2020/09/02.