2-Allyloxytetrahydropyran

Base Information

• Chemical Name: 2-Allyloxytetrahydropyran
• CAS No.: 4203-49-0
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.198
• Hs Code.: 29329990
• European Community (EC) Number: 627-601-6
• DSSTox Substance ID: DTXSID60403997
• Nikkaji Number: J516.959C
• Mol file: 4203-49-0.mol

Synonyms:4203-49-0;2-Allyloxytetrahydropyran;2-(Allyloxy)tetrahydro-2H-pyran;2-(ALLYLOXY)TETRAHYDROPYRAN;2-prop-2-enoxyoxane;2-(prop-2-en-1-yloxy)oxane;Tetrahydro-2-allyloxy-2H-pyran;2-allyloxy-tetrahydro-pyran;allyl tetrahydropyranyl ether;SCHEMBL979924;2-Allyloxytetrahydropyran, 98%;DTXSID60403997;PHE-PHE-PHE-PHEACETATESALT;Tetrahydro-2-(allyloxy)-2H-pyran;2-Allyloxytetrahydropyran, stabilized;MFCD00154089;AKOS015917375;CS-W018284;AS-10360;FT-0691253;Tetrahydro-2-(2-propen-1-yloxy)-2H-pyran;C93480;A825727;J-506191;2-(Allyloxy)tetrahydro-2H-pyran, contains ~1% K2CO3 as stabilizer

Chemical Property of 2-Allyloxytetrahydropyran

Chemical Property:

• Vapor Pressure: 0.593mmHg at 25°C
• Refractive Index: n20/D 1.4275(lit.)
• Boiling Point: 195.3 °C at 760 mmHg
• Flash Point: 65.6 °C
• PSA: 18.46000
• Density: 0.943 g/cm³
• LogP: 1.71560
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

2-Allyloxytetrahydropyran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-19-22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC1CCCCO1

Technology Process of 2-Allyloxytetrahydropyran

There total 11 articles about 2-Allyloxytetrahydropyran 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: 98.0%

3,4-dihydro-2H-pyran (110-87-2) + allyl alcohol (107-18-6) → 2-(prop-2-en-1-yloxy)oxane (69161-61-1,4203-49-0)

Guidance literature:

With Aluminum(III) chloride hexahydrate; at 30 ℃; for 0.5h;

DOI:10.1016/S0040-4039(01)02372-3

Reference yield: 92.0%

3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9) → 2-(prop-2-en-1-yloxy)oxane (69161-61-1,4203-49-0)

Guidance literature:

With hydrogen; In toluene; at 110 ℃; for 4h; under 760.051 Torr; Schlenk technique;

DOI:10.1055/s-0037-1610318

Reference yield: 86.3%

3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9) → 2-propoxy-tetrahydro-pyran (6581-64-2) + 2-(prop-2-en-1-yloxy)oxane (69161-61-1,4203-49-0)

Guidance literature:

With hydrogen; palladium dichloride; In N,N-dimethyl-formamide; for 0.5h; under 18751.5 Torr; Product distribution; Ambient temperature; various time;

upstream raw materials:

3,4-dihydro-2H-pyran

allyl alcohol

3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide

Dimethylallene

Downstream raw materials:

nonane-1,5-diol

oct-7-ene-1,5-diol

(tetrahydropyranyloxy)acetaldehyde

Refernces

• 1、 Takahashi, Mitsuru,Suzuki, Hiroharu,Moro-Oka, Yoshihiko,Ikawa, Tsuneo. "1,3-O- TO -C-ALKYL MIGRATION OF 1-ALKENYL ALKYL ACETALS AND KETALS CATALYZED BY BORON TRIFLUORIDE. SELECTIVE CROSS- AND REGIOSELECTIVE ALDOL TYPE REACTIONS". . p. 1079 - 1082. Retrieved 1982.
• 2、 Pilli, Ramadevi,Balakrishnan, Venkadesh,Chandrasekaran, Revathi,Rasappan, Ramesh. "Iron-catalyzed protodehalogenation of alkyl and aryl halides using hydrosilanes". supporting information. p. 1749 - 1753. Retrieved 2019/02/20.
• 3、 Cresswell, Alexander J.,Lloyd-Jones, Guy C.. "Room-Temperature Gold-Catalysed Arylation of Heteroarenes: Complementarity to Palladium Catalysis". supporting information. p. 12641 - 12645. Retrieved 2016/08/30.