4-Methylenetetrahydro-2H-pyran

Base Information

• Chemical Name: 4-Methylenetetrahydro-2H-pyran
• CAS No.: 36838-71-8
• Molecular Formula: C6H10 O
• Molecular Weight: 98.1448
• Hs Code.: 2932999099
• European Community (EC) Number: 820-910-9
• DSSTox Substance ID: DTXSID60338412
• Nikkaji Number: J100.701G
• Wikidata: Q72490505
• Mol file: 36838-71-8.mol

Synonyms:4-Methylenetetrahydro-2H-pyran;36838-71-8;4-methylideneoxane;4-Methylenetetrahydropyran;2H-Pyran, tetrahydro-4-methylene-;4-methylene-tetrahydro-2H-pyran;4-methylene-tetrahydro-pyran;tetrahydro-4-methylene-2H-Pyran;4-methylene-tetrahydropyran;Methylenetetrahydro-2H-pyran;DTXSID60338412;4-Methylenetetrahydro-2H-pyran #;AMY34984;MFCD09970801;AKOS013993826;CS-W004277;SB22777;AS-60120;LS-192554;FT-0729595;EN300-99689;A846261

Chemical Property of 4-Methylenetetrahydro-2H-pyran

Chemical Property:

• Boiling Point: 122℃
• Flash Point: 15℃
• PSA: 9.23000
• Density: 0.89
• LogP: 1.35300
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 98.073164938
• Heavy Atom Count: 7
• Complexity: 68.2

Purity/Quality:

98%min ^*data from raw suppliers

4-Methylideneoxane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CCOCC1
• Uses: 4-Methylideneoxane is used in preparation of griseofulvin derivatives as central nervous system antiinflammatory agents.

Technology Process of 4-Methylenetetrahydro-2H-pyran

There total 2 articles about 4-Methylenetetrahydro-2H-pyran 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: 57.0%

4-hydroxy-4-methyltetrahydropyran (7525-64-6) → 4-methyl-3,6-dihydro-2H-pyran (16302-35-5) + 4-methylene-tetrahydro-pyran (36838-71-8)

Guidance literature:

With potassium hydrogensulfate; at 140 - 150 ℃; for 1h; distillation;

DOI:10.1016/S0040-4020(01)86912-X

Reference yield:

4-methyl-3,6-dihydro-2H-pyran (16302-35-5) → 4-methylene-tetrahydro-pyran (36838-71-8) + 4-methyltetrahydropyran (4717-96-8) + hexane (110-54-3) + 3-methylpentane (96-14-0) + 2-Methylpentane (107-83-5)

Guidance literature:

With hydrogen; palladium; at 120 - 180 ℃; Product distribution; other catalysts, other temperatures;

DOI:10.1007/BF00952391

Reference yield: 93.0%

4-methylene-tetrahydro-pyran (36838-71-8) + 4-bromo-3,3,4,4-tetrafluorobut-1-ene (18599-22-9) + 4-biphenylylmagnesium bromide (3315-91-1) → C22H22F4O

Guidance literature:

With iron(III)-acetylacetonate; 1,2-bis-(dicyclohexylphosphino)ethane; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1126/science.abj6005

upstream raw materials:

4-methyl-3,6-dihydro-2H-pyran

4-hydroxy-4-methyltetrahydropyran

Downstream raw materials:

4-Phenylsulfinylmethyl-5,6-dihydro-2H-pyran

Phenyl-(2-phenyl-1,8-dioxa-2-aza-spiro[4.5]dec-3-yl)-methanone

2-Phenyl-1,8-dioxa-2-aza-spiro[4.5]decane-3-carboxylic acid phenylamide

1,6-dioxa-spiro[2.5]octane

Refernces

• 1、 Ibatullin, U. G.,Mukhanetova, D. Ya.,Vasil'eva, S. A.,Talipov, R. F.,Syurina, L. V.,et al.. "SOME REACTIONS OF 4-METHYL-5,6-DIHYDROPYRAN AND ITS ISOMERS". . p. 1866 - 1873. Retrieved 2007/10/02.