2H-Pyran-2-one, tetrahydro-6-(2-pentynyl)-

Base Information

• Chemical Name: 2H-Pyran-2-one, tetrahydro-6-(2-pentynyl)-
• CAS No.: 25448-66-2
• Deprecated CAS: 79752-51-5
• Molecular Formula: C10H14O2
• Molecular Weight: 166.22
• Hs Code.: 2932999099
• European Community (EC) Number: 246-999-9
• DSSTox Substance ID: DTXSID70885301
• Nikkaji Number: J250.467G
• Mol file: 25448-66-2.mol

Synonyms:2H-Pyran-2-one, tetrahydro-6-(2-pentynyl)-;25448-66-2;EINECS 246-999-9;2H-Pyran-2-one, tetrahydro-6-(2-pentyn-1-yl)-;Tetrahydro-6-(2-pentynyl)-2H-pyran-2-one;SCHEMBL9403242;DTXSID70885301;6-(2-Pentynyl)tetrahydro-2H-pyran-2-one

Chemical Property of 2H-Pyran-2-one, tetrahydro-6-(2-pentynyl)-

Chemical Property:

• Vapor Pressure: 0.00105mmHg at 25°C
• Boiling Point: 301.4°C at 760 mmHg
• Flash Point: 122.8°C
• PSA: 26.30000
• Density: 1.011g/cm³
• LogP: 1.88560
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC#CCC1CCCC(=O)O1

Technology Process of 2H-Pyran-2-one, tetrahydro-6-(2-pentynyl)-

There total 11 articles about 2H-Pyran-2-one, tetrahydro-6-(2-pentynyl)- 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:

5-Hydroxy-dec-7-ynoic acid (87086-56-4) → 6-(2-pentynyl)-tetrahydro-2-pyranone (25448-66-2)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; Yield given; Heating;

DOI:10.1246/cl.1983.911

Reference yield:

1-bromo-pent-2-yne (16400-32-1) → 6-(2-pentynyl)-tetrahydro-2-pyranone (25448-66-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) LDA / 1.) THF, hexane, -10 deg C, 15 min, 2.) THF, hexane, -50 deg C, 6 h

2: Al₂O₃ / diethyl ether / 6 h / Ambient temperature

3: 99 percent / O₂, methylene blue / methanol / 3 h / 0 °C / Irradiation

4: NaBH₄, NaHCO₃ / H₂O / 2 h / Ambient temperature

5: p-TsOH / benzene / Heating

With aluminum oxide; sodium tetrahydroborate; oxygen; methylene blue; sodium hydrogencarbonate; toluene-4-sulfonic acid; lithium diisopropyl amide; In methanol; diethyl ether; water; benzene;

DOI:10.1021/jo00356a035

Reference yield:

5-oxo-7-decynoic acid (72666-29-6) → 6-(2-pentynyl)-tetrahydro-2-pyranone (25448-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄, NaHCO₃ / H₂O / 2 h / Ambient temperature

2: p-TsOH / benzene / Heating

With sodium tetrahydroborate; sodium hydrogencarbonate; toluene-4-sulfonic acid; In water; benzene;

DOI:10.1021/jo00356a035

upstream raw materials:

5-Hydroxy-dec-7-ynoic acid

2-(2-pentynyl)-3,4-dihydro-2H-pyran

Glutaraldehyde

2-(2-propynyl)-3,4-dihydro-2H-pyran

Downstream raw materials:

Jasmin lactone

Refernces

• 1、 Utaka, Masanori,Kuriki, Hidesuke,Sakai, Takashi,Takeda, Akira. "NEW SYNTHESIS OF JASMINE LACTONE AND RELATED δ-LACTONES FROM 3-SUBSTITUTED 1,2-CYCLOHEXANEDIONES BY USE OF DYE-SENSITIZED PHOTOOXYGENATION". . p. 911 - 912. Retrieved 2007/10/02.