1-Phenyl-5-tetrahydropyranyloxypent-1-yne

Base Information

• Chemical Name: 1-Phenyl-5-tetrahydropyranyloxypent-1-yne
• CAS No.: 92994-35-9
• Molecular Formula: C16H20O2
• Molecular Weight: 244.334
• DSSTox Substance ID: DTXSID60707866
• Mol file: 92994-35-9.mol

Synonyms:1-phenyl-5-tetrahydropyranyloxypent-1-yne;92994-35-9;SCHEMBL10454403;DTXSID60707866;JACHKAQOIWTEEV-UHFFFAOYSA-N;2-[(5-Phenylpent-4-yn-1-yl)oxy]oxane

Chemical Property of 1-Phenyl-5-tetrahydropyranyloxypent-1-yne

Chemical Property:

• Boiling Point: 379.7±37.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 3.36150
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 244.146329876
• Heavy Atom Count: 18
• Complexity: 280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCOC(C1)OCCCC#CC2=CC=CC=C2

Technology Process of 1-Phenyl-5-tetrahydropyranyloxypent-1-yne

There total 2 articles about 1-Phenyl-5-tetrahydropyranyloxypent-1-yne 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%

3-iodopropyl tetrahydro-2H-pyran-2-yl ether (52103-12-5) + phenylacetylene (536-74-3) → 2-(5-phenylpent-4-ynyloxy)tetrahydro-2H-pyran (92994-35-9)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; hexane; at -78 - 20 ℃;

3-iodopropyl tetrahydro-2H-pyran-2-yl ether; In tetrahydrofuran; hexane; at 20 ℃;

DOI:10.1021/ol9016782

Reference yield:

3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide (33821-94-2) + Me2 SO + phenylacetylene (536-74-3) → 2-(5-phenylpent-4-ynyloxy)tetrahydro-2H-pyran (92994-35-9)

Guidance literature:

In hexane; ammonia;

Reference yield: 100.0%

2-(5-phenylpent-4-ynyloxy)tetrahydro-2H-pyran (92994-35-9) → 5-phenylpent-4-yn-1-ol (24595-58-2)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 70 ℃; for 96h;

DOI:10.1039/b503816b

upstream raw materials:

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

phenylacetylene

3-iodopropyl tetrahydro-2H-pyran-2-yl ether

Downstream raw materials:

5-phenylpent-4-yn-1-ol

(5-bromo-pent-1-ynyl)-benzene

(5-(benzyloxy)pent-1-yn-1-yl)benzene

2-(5-phenylpent-4-yn-1-yl)isoindoline-1,3-dione