Tetrahydro-5-methyl-2-furanmethanol (trans)

Base Information

• Chemical Name: Tetrahydro-5-methyl-2-furanmethanol (trans)
• CAS No.: 54774-28-6
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• DSSTox Substance ID: DTXSID901016227
• Nikkaji Number: J411.303I
• Mol file: 54774-28-6.mol

Synonyms:54774-28-6;TETRAHYDRO-5-METHYL-2-FURANMETHANOL (TRANS);SCHEMBL264560;DTXSID901016227;rel-((2R,5S)-5-Methyltetrahydrofuran-2-yl)methanol

Chemical Property of Tetrahydro-5-methyl-2-furanmethanol (trans)

Chemical Property:

• Boiling Point: 165.5±0.0 °C(Predicted)
• PKA: 14.44±0.10(Predicted)
• PSA: 29.46000
• Density: 0.981±0.06 g/cm3(Predicted)
• 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:

99% ^*data from raw 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 Tetrahydro-5-methyl-2-furanmethanol (trans)

There total 5 articles about Tetrahydro-5-methyl-2-furanmethanol (trans) 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: 53.0%

hex-5-en-2-ol (17397-24-9,17397-29-4,54774-27-5,626-94-8) → trans-5-methyltetrahydrofurfuryl alcohol (54774-28-6)

Guidance literature:

With tert.-butylhydroperoxide; oxygen; bis(1-morpholinocarbamoyl-4,4-dimethyl-1,3-pentanedionato)cobalt(II); In isopropyl alcohol; at 50 ℃; for 0.5h; under 760 Torr;

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

Reference yield:

tert-butyldimethyl((5-methyl-tetrahydrofuran-2-yl)methoxy)silane → trans-5-methyltetrahydrofurfuryl alcohol (54774-28-6) + cis-5-methyltetrahydrofurfuryl alcohol (16015-08-0)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; water; optical yield given as %de; Inert atmosphere;

DOI:10.1021/ol802142k

upstream raw materials:

1,2-epoxy-5-hexene

hex-5-en-2-ol

5-hexen-2-yl hydroperoxide

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

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