Tetrahydropyran

Base Information

• Chemical Name: Tetrahydropyran
• CAS No.: 142-68-7
• Molecular Formula: C5H10O
• Molecular Weight: 86.1338
• Hs Code.: 29321100
• European Community (EC) Number: 205-552-8
• NSC Number: 65448
• UNII: V06I3ILG6B
• DSSTox Substance ID: DTXSID3059719
• Nikkaji Number: J5.814I
• Wikipedia: Tetrahydropyran
• Wikidata: Q412815
• Metabolomics Workbench ID: 56737
• Mol file: 142-68-7.mol

Synonyms:TETRAHYDROPYRAN;142-68-7;Oxane;Tetrahydro-2H-pyran;Oxacyclohexane;2H-Pyran, tetrahydro-;Pentamethylene oxide;Tetrahydropyrane;2H-tetrahydropyran;Oxane (VAN);EINECS 205-552-8;UNII-V06I3ILG6B;V06I3ILG6B;HSDB 126;NSC 65448;NSC-65448;AI3-16499;PYE;tetrahydro-pyran;1,1-dioxane;Tetrahydro-4H-pyran;2H-piran, tetrahidro-;TETRAHYDROPYRAN [MI];TETRAHYDROPYRAN [HSDB];DTXSID3059719;CHEBI:46941;AMY8873;Tetrahydropyran, anhydrous, 99%;NSC65448;MFCD00006585;AKOS009031627;DB02412;FT-0631828;T0110;H11250;A807947;Q412815;J-524857;F0001-0499

Chemical Property of Tetrahydropyran

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 70.1mmHg at 25°C
• Melting Point: -45 °C(lit.)
• Refractive Index: n20/D 1.42(lit.)
• Boiling Point: 87.999 °C at 760 mmHg
• Flash Point: -15.556 °C
• PSA: 9.23000
• Density: 0.883 g/cm³
• LogP: 1.18690
• Storage Temp.: Flammables area
• Solubility.: >80.2g/l
• Water Solubility.: 80 g/L (25 ºC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 86.073164938
• Heavy Atom Count: 6
• Complexity: 30.9

Purity/Quality:

99% ^*data from raw suppliers

UMOD ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi,Xn
• Statements: 11-36/37/38-9-19-52/53-22
• Safety Statements: 9-16-26-33-36-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Ethers (
• Canonical SMILES: C1CCOCC1
• Uses: It is is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuff. They are also used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization.

Technology Process of Tetrahydropyran

There total 115 articles about Tetrahydropyran 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: 51.4%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + diazomethane (186581-53-3,908094-01-9,334-88-3) → TETRAHYDROPYRANE (142-68-7) + 3-methyltetrahydrofuran (13423-15-9) + 2-methyltetrahydrofuran (96-47-9)

Guidance literature:

Product distribution; Mechanism; Ambient temperature; Irradiation;

DOI:10.1021/jo00186a007

Reference yield:

D-sorbitol (50-70-4) → tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + TETRAHYDROPYRANE (142-68-7) + 2-methyltetrahydrofuran (96-47-9) + 2,5-dimethyltetrahydrofuran (1003-38-9) + methanol (67-56-1) + propan-1-ol (71-23-8) + 2-Methylcyclopentanone (1120-72-5) + 3-methyl-cyclopentanone (1757-42-2,6195-92-2) + propylene glycol (57-55-6,63625-56-9) + ethanol (64-17-5) + n-hexan-3-ol (623-37-0) + 2-methylpentan-1-ol (105-30-6) + (S)-Ethyl lactate (687-47-8) + pentan-1-ol (71-41-0) + vinyl formate (692-45-5) + n-hexan-2-one (591-78-6) + n-hexan-3-one (589-38-8) + Isopropyl acetate (108-21-4) + 3-Hydroxy-2-pentanone (3142-66-3,113919-08-7) + acetic acid (64-19-7,77671-22-8) + propionaldehyde (123-38-6) + 2-Pentanone (107-87-9) + propionic acid (802294-64-0,79-09-4) + 1-Hydroxy-2-butanone (5077-67-8) + 2,5-hexanedione (110-13-4) + isopropyl alcohol (67-63-0,8013-70-5) + acetone (67-64-1) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + pentan-3-one (96-22-0) + isobutyric Acid (79-31-2) + butanone (78-93-3) + iso-butanol (78-92-2,15892-23-6) + hexanoic acid (142-62-1) + Isosorbide (652-67-5) + butyric acid (107-92-6) + 2.3-butanediol (513-85-9) + hexan-1-ol (111-27-3) + valeric acid (109-52-4)

Guidance literature:

platinum on carbon; In water; for 3h; Direct aqueous phase reforming;

Reference yield:

Tetrahydrofurfuryl alcohol (97-99-4) → TETRAHYDROPYRANE (142-68-7) + 2-methylfuran (534-22-5)

Guidance literature:

With corundum#dotCo; hydrogen; at 180 ℃; under 7500.75 Torr; Flow reactor;

DOI:10.1016/j.mcat.2020.110951

upstream raw materials:

Tetrahydrofurfuryl alcohol

Tetrahydropyran-2-methanol

dihydropyran

3,4-dihydro-2H-pyran

Downstream raw materials:

5-bromo-1-pentanyl acetate

1,5-dibromo-pentane

1,5-diacetoxypentane

N-(4-methylphenyl)piperidine

Refernces

• 1、 Scott,Naples. "-". . p. 209. Retrieved 1973.
• 2、 Yamaguchi, Aritomo,Hiyoshi, Norihito,Sato, Osamu,Bando, Kyoko K.,Shirai, Masayuki. "Enhancement of cyclic ether formation from polyalcohol compounds in high temperature liquid water by high pressure carbon dioxide". . p. 48 - 52. Retrieved 2009.
• 3、 Kerton, Francesca M.,MacQuarrie, Stephanie L.,Vidal, Juliana L.,Wyper, Olivia M.. "Ring-Closing Metathesis of Aliphatic Ethers and Esterification of Terpene Alcohols Catalyzed by Functionalized Biochar". supporting information. p. 6052 - 6056. Retrieved 2021/12/10.
• 4、 Jia, Xinxin,Li, Cuiqing,Liu, Ping,Song, Yongji,Sun, Luyang,Wang, Hong,Zhang, Chen,Zhang, Wei. "Efficient one-pot conversion of furfural into 2-methyltetrahydrofuran using non-precious metal catalysts". . . Retrieved 2020/04/29.