3,4-Dihydro-2H-pyran

Base Information

• Chemical Name: 3,4-Dihydro-2H-pyran
• CAS No.: 110-87-2
• Molecular Formula: C5H8O
• Molecular Weight: 84.1179
• Hs Code.: 29329995
• European Community (EC) Number: 203-810-4,247-062-7
• NSC Number: 73472,57860
• UN Number: 2376
• UNII: T6V9N71IHX
• DSSTox Substance ID: DTXSID6041426
• Nikkaji Number: J43.463I
• Wikipedia: 3,4-Dihydropyran
• Wikidata: Q419349
• ChEMBL ID: CHEMBL3184439
• Mol file: 110-87-2.mol

Synonyms:3,4-dihydropyran

Chemical Property of 3,4-Dihydro-2H-pyran

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 74.4mmHg at 25°C
• Melting Point: -70 °C(lit.)
• Refractive Index: n20/D 1.440(lit.)
• Boiling Point: 86.5 °C at 760 mmHg
• Flash Point: 4°F
• PSA: 9.23000
• Density: 0.922 g/mL at 25 °C(lit.)
• LogP: 1.31050
• Storage Temp.: Flammables area
• Solubility.: 7.7g/l
• Water Solubility.: 20 g/L (20 ºC)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 84.057514874
• Heavy Atom Count: 6
• Complexity: 57
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dihydro-2H-pyran 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38-36/38-19
• Safety Statements: 16-26-36-37/39-33-7/9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Ethers, Other
• Canonical SMILES: C1CC=COC1
• Uses: Widely used hydroxyl-protecting reagent3,4-Dihydro-2H-pyran is used as a hydroxyl-protecting reagent in organic synthesis. It acts as an intermediate in synthetic chemistry. It is used to protect various reactive functional groups. It is involved in the polymerization reaction either alone or with unsaturated compound and finds application in polymer industries. Further, it is employed in the preparation of bicyclic compounds of epoxide-fused, halo compounds and allenic alcohols.

Technology Process of 3,4-Dihydro-2H-pyran

There total 47 articles about 3,4-Dihydro-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: 74.0%

Tetrahydrofurfuryl alcohol (97-99-4) → 3,4-dihydro-2H-pyran (110-87-2)

Guidance literature:

aluminum oxide; at 330 - 350 ℃; under 760.051 Torr; Inert atmosphere; Industry scale;

Reference yield:

1 ,5-pentanediol (111-29-5) → 3,4-dihydro-2H-pyran (110-87-2) + 3,4,5,6-tetrahydro-2H-pyran-2-one (542-28-9,26354-94-9) + propan-1-ol (71-23-8) + 2-Methylcyclopentanone (1120-72-5) + n-Pent-4-enyl alcohol (821-09-0) + ethanol (64-17-5) + pentan-1-ol (71-41-0) + 2,2-dimethoxy-3-octanol (19841-72-6) + 4-pentenyl propionate (30563-30-5) + 4-pentenyl pentanoate (30563-32-7) + Cyclopentanol (96-41-3) + cyclohexyl cyclohexanecarboxylate (15840-96-7) + cyclopentanone (120-92-3) + cyclohexylmethyl alcohol (100-49-2)

Guidance literature:

With air pretreated CeO₂; at 350 ℃; under 760.051 Torr; Flow reactor;

DOI:10.1016/j.apcata.2020.117722

Reference yield:

1 ,5-pentanediol (111-29-5) → 3,4-dihydro-2H-pyran (110-87-2) + 3,4,5,6-tetrahydro-2H-pyran-2-one (542-28-9,26354-94-9) + 2-Methylcyclopentanone (1120-72-5) + n-Pent-4-enyl alcohol (821-09-0) + ethanol (64-17-5) + pentan-1-ol (71-41-0) + 2,2-dimethoxy-3-octanol (19841-72-6) + 4-pentenyl propionate (30563-30-5) + 4-pentenyl pentanoate (30563-32-7) + Cyclopentanol (96-41-3) + cyclohexyl cyclohexanecarboxylate (15840-96-7) + cyclopentanone (120-92-3) + cyclohexylmethyl alcohol (100-49-2)

Guidance literature:

With H₂ pretreated ZnO-modified CeO₂; at 350 ℃; under 760.051 Torr; Reagent/catalyst; Flow reactor;

DOI:10.1016/j.apcata.2020.117722

upstream raw materials:

3-chlorotetrahydropyran

Tetrahydrofurfuryl alcohol

3-chloro-2-ethoxy-tetrahydro-pyran

pentyl-tetrahydropyran-2-yl-amine

Downstream raw materials:

tetrahydrofurfuryl tetrahydropyranyl ether

2-(hex-5-yn-1-yloxy)tetrahydro-2H-pyran

2,2-Dichlor-1-methyl-3c-phenyl-1r-cyclopropanmethanol-tetrahydro-2-pyranylether

2,2-Dichlor-1-methyl-3t-phenyl-1r-cyclopropanmethanol-tetrahydro-2-pyranylether

Refernces

• 1、 Schniepp,Geller. "-". . p. 1646. Retrieved 1946.
• 2、 Rosas, Felix,Dominguez, Rosa M.,Mora, Jose R.,Marquez, Edgar,Cordova, Tania,Chuchani, Gabriel. "Combined experimental and theoretical studies of the elimination kinetic of 2-methoxytetrahydropyran in the gas phase". . p. 1127 - 1136. Retrieved 2010.
• 3、 Kline,Turkevich. "-". . p. 498. Retrieved 1945.
• 4、 Cronauer, Donald C.,Góra-Marek, Kinga,Garcia, Richard,Gnanamani, Muthu Kumaran,Jacobs, Gary,Kropf, A. Jeremy,Marshall, Christopher L.. "Effect of pretreatment conditions on acidity and dehydration activity of CeO2-MeOx catalysts". . . Retrieved 2020/07/10.
• 5、 Alvarez-Aular, Alvaro,Cartaya, Loriett,Maldonado, Alexis,Coll, David Santiago,Chuchani, Gabriel. "The kinetics and mechanism of the homogeneous, unimolecular gas-phase elimination of 2-(4-substituted-phenoxy)tetrahydro-2H-pyranes". . . Retrieved 2018/02/27.