Tetrahydro-2-(2-propynyloxy)-2H-pyran

Base Information

• Chemical Name: Tetrahydro-2-(2-propynyloxy)-2H-pyran
• CAS No.: 6089-04-9
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Hs Code.: 29329900
• European Community (EC) Number: 228-027-5
• NSC Number: 152714
• DSSTox Substance ID: DTXSID601016042
• Nikkaji Number: J111.058F
• Mol file: 6089-04-9.mol

Synonyms:6089-04-9;Tetrahydro-2-(2-propynyloxy)-2H-pyran;2-(2-Propynyloxy)tetrahydropyran;2-(Prop-2-yn-1-yloxy)tetrahydro-2H-pyran;2-prop-2-ynoxyoxane;2-Propargyloxane;2H-Pyran, tetrahydro-2-(2-propynyloxy)-;2-(Propargyloxy)tetrahydropyran;Propargyl 2-tetrahydropyranyl ether;2-(2-Propynyloxy)tetrahydro-2H-pyran;Propargyl alcohol tetrahydropyranyl ether;2-Propynyl 2-pyranyl ether;3-(2'-Tetrahydropyranyloxy)propyne;1-(2'-Tetrahydropyranyloxy)-2-propyne;propargyl tetrahydropyranyl ether;3-(Tetrahydro-2-pyranyloxy)propyne;MFCD00006604;NSC 152714;2-(prop-2-ynyloxy)tetrahydro-2H-pyran;Tetrahydro-2-(2-propyn-1-yloxy)-2H-pyran;THPO-CH2C=CH;2-propargyloxytetrahydropyran;SCHEMBL79105;2-(prop-2-yn-1-yloxy)oxane;2-prop-2-ynyloxytetrahydropyran;3-tetrahyropyranyloxy-1-propyne;2-prop-2-ynoxy-tetrahydro-pyran;3-tetrahydropyranyloxy-1-propyne;HQAXHIGPGBPPFU-UHFFFAOYSA-;2-prop-2-ynyloxy-tetrahydropyran;3-tetrahydropyranyloxy--1-propyne;2-(2-propynyloxy)-tetrahydropyran;DTXSID601016042;2-Prop-2-ynyloxy-tetrahydro-pyran;2-tetrahydropyranyl propargyl ether;Tetrahydro-2-(2-propynyloxy)pyran;prop-2-ynyl tetrahydropyranyl ether;EINECS 228-027-5;2-(Propargyloxy)tetrahydro-2H-pyran;NSC152714;3-(2-tetrahydropyranyloxy)-1-propyne;AKOS015837584;2-(2-propinyloxy)tetrahydro-2H-pyrane;NSC-152714;propargyl alcohol tetrahydropyranylether;Tetrahydro-2-(2-propynyloxy)2H-pyran;3-(tetrahydropyran-2-yloxy)-1-propyne;COUMARIN-3-CARBOXYLICACIDCHLORIDE;tetrahydro-2-(2-propinyloxy)-2H-pyran;tetrahydro-2-(2-propynyloxy)-2H-pyrane;2-(prop-2-ynyloxy)-tetrahydro-2H-pyran;SY050753;tetrahydro -2-(2-propynyloxy)-2H-pyran;AI3-30238;3-(tetrahydro-2H-pyran-2-yloxy)-1-propyne;CS-0038687;P1624;Propargyl (tetrahydro-2H-pyran-2-yl) ether;(RS)-tetrahydro-2-(2-propynyloxy)-2H-pyran;2-Propynyl tetrahydro-2H-pyran-2-yl ether #;3-[(tetrahydro-2H-pyran-2-yl)oxy]1-propyne;2H-Pyran, tetrahydro-2-(2-propyn-1-yloxy)-;EN300-133583;Tetrahydro-2-(2-propynyloxy)-2H-pyran, 98%;3,4,5,6-tetrahydro-2-(2-propynyloxy)-2H-pyran;J-800374

Chemical Property of Tetrahydro-2-(2-propynyloxy)-2H-pyran

Chemical Property:

• Appearance/Colour: Clear colorless to light yellow liquid
• Vapor Pressure: 0.886mmHg at 25°C
• Refractive Index: n20/D 1.458(lit.)
• Boiling Point: 187 °C at 760 mmHg
• Flash Point: 59.4 °C
• PSA: 18.46000
• Density: 0.99 g/cm³
• LogP: 1.16280
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(2-Propynyloxy)tetrahydropyran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,F
• Statements: 11
• Safety Statements: 26-27-28-36/37/39-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CCOC1CCCCO1
• Uses: Tetrahydro-2-(2-propynyloxy)-2H-pyran was used in preparation of 1,3-dienyl acetal.

Technology Process of Tetrahydro-2-(2-propynyloxy)-2H-pyran

There total 13 articles about Tetrahydro-2-(2-propynyloxy)-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: 100.0%

3,4-dihydro-2H-pyran (110-87-2) + propargyl alcohol (107-19-7) → 3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 24h;

DOI:10.1055/s-2003-42094

Reference yield: 97.0%

dihydropyran (3174-74-1) + propargyl alcohol (107-19-7) → 3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9)

Guidance literature:

With toluene-4-sulfonic acid; at 60 ℃;

DOI:10.1016/S0022-328X(00)99782-1

Reference yield: 95.0%

3,4-dihydro-2H-pyran (110-87-2) + 3-Butyn-1-ol (927-74-2) → 3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 0 - 23 ℃; for 1.16667h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b03054

upstream raw materials:

3,4-dihydro-2H-pyran

propargyl alcohol

dihydropyran

4-(tetrahydro-pyran-2-yloxy)-but-2-yn-1-ol

Downstream raw materials:

pent-2-yn-1-ol

17,23-dihydroxy-21,24-dinor-17βH-chol-4-en-20-yn-3-one

hex-2-yn-1-ol

4-hydroxy-2-butynoic acid

Refernces

• 1、 Xu,Qiu,Chokekijchai,Mitsuya,Zemlicka. "Unsaturated acyclic analogues of 2'-deoxyadenosine and thymidine containing fluorine: Synthesis and biological activity". . p. 875 - 882. Retrieved 1995.
• 2、 Stien,Crich,Bertrand. "Chiral acyl radical equivalents: 5-exo cyclization of conformationally constrained 1,3-dioxolanyl radicals". . p. 10779 - 10788. Retrieved 1998.
• 3、 Li Ding,Guo Zhihong,Liu Hung-wen. "Mechanistic studies of the inactivation of crotonase by (methylenecyclopropyl)formyl-CoA". . p. 275 - 276. Retrieved 1996.
• 4、 Yamahira, Tatsuya,Onodera, Gen,Fukuda, Tsutomu,Kimura, Masanari. "Ni-catalyzed direct carboxylation of propargylic alcohols with carbon dioxide". supporting information. p. 853 - 855. Retrieved 2021/05/19.