cis-(5-Methyltetrahydrofuran-2-yl)methanol

Base Information

• Chemical Name: cis-(5-Methyltetrahydrofuran-2-yl)methanol
• CAS No.: 16015-08-0
• Molecular Formula: C6H12O2
• Molecular Weight: 116.15800
• European Community (EC) Number: 843-087-8
• DSSTox Substance ID: DTXSID50936229
• Nikkaji Number: J411.495G

Synonyms:[(2R,5R)-5-methyloxolan-2-yl]methanol;Furfuryl alcohol, tetrahydro-5-methyl-, cis-;Rac-[(2R,5R)-5-methyloxolan-2-yl]methanol;cis-(5-Methyltetrahydrofuran-2-yl)methanol;140459-81-0;SCHEMBL264287;DTXSID50936229;PCZHHBOJPSQUNS-PHDIDXHHSA-N;5beta-Methyltetrahydrofuran-2beta-methanol;(5-Methyltetrahydro-2-furanyl)methanol, (Z)-;EN300-317959

Chemical Property of cis-(5-Methyltetrahydrofuran-2-yl)methanol

Chemical Property:

• PSA: 29.46000
• LogP: 0.54620
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 72.9

Purity/Quality:

97% ^*data from raw suppliers

Cis-(5-methyltetrahydrofuran-2-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(O1)CO
• Isomeric SMILES: C[C@@H]1CC[C@@H](O1)CO

Technology Process of cis-(5-Methyltetrahydrofuran-2-yl)methanol

There total 5 articles about cis-(5-Methyltetrahydrofuran-2-yl)methanol 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:

hex-5-en-2-ol (17397-24-9,17397-29-4,54774-27-5,626-94-8) → cis-5-methyltetrahydrofurfuryl alcohol (16015-08-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / pyridine / 2 h / 0 - 5 °C

2: H₂O₂, KOH / methanol; H₂O / 1.) 0-5 deg C, 2.) room temperature

3: 1) di-tert-butyl-peroxyoxalate / 2) trichloroacetic acid / benzene / 120 h / 25 °C

With pyridine; potassium hydroxide; di-tert-butyl peroxyoxalate; dihydrogen peroxide; trichloroacetic acid; In methanol; water; benzene;

DOI:10.1021/jo00182a006

Reference yield:

1-methylpent-4-en-1-yl methanesulfonate (89122-07-6) → cis-5-methyltetrahydrofurfuryl alcohol (16015-08-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O₂, KOH / methanol; H₂O / 1.) 0-5 deg C, 2.) room temperature

2: 1) di-tert-butyl-peroxyoxalate / 2) trichloroacetic acid / benzene / 120 h / 25 °C

With potassium hydroxide; di-tert-butyl peroxyoxalate; dihydrogen peroxide; trichloroacetic acid; In methanol; water; benzene;

DOI:10.1021/jo00182a006

Reference yield:

5-hexen-2-yl hydroperoxide (89122-01-0) → trans-5-methyltetrahydrofurfuryl alcohol (54774-28-6) + cis-5-methyltetrahydrofurfuryl alcohol (16015-08-0)

Guidance literature:

With di-tert-butyl peroxyoxalate; In benzene; at 25 ℃; for 120h; Title compound not separated from byproducts;

DOI:10.1021/jo00182a006

upstream raw materials:

1,2-epoxy-5-hexene

5-hexen-2-yl hydroperoxide

hex-5-en-2-ol

1-methylpent-4-en-1-yl methanesulfonate

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