3-Ethynyltetrahydrofuran-3-OL

Base Information

• Chemical Name: 3-Ethynyltetrahydrofuran-3-OL
• CAS No.: 137344-86-6
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• European Community (EC) Number: 893-942-4
• Mol file: 137344-86-6.mol

Synonyms:3-ETHYNYLTETRAHYDROFURAN-3-OL;137344-86-6;3-ETHYNYLOXOLAN-3-OL;SCHEMBL1572978;MDKYDLOXSGSJCT-UHFFFAOYSA-N;MFCD21109852;(+/-)-3-ethynyltetrahydro-3-furanol;AKOS014246347;PB11497;AS-51538;CS-0051374;EN300-244225;P12903;A886513;F2147-8491

Chemical Property of 3-Ethynyltetrahydrofuran-3-OL

Chemical Property:

• PSA: 29.46000
• LogP: -0.22900
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 133

Purity/Quality:

99%, ^*data from raw suppliers

3-Ethynyltetrahydrofuran-3-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1(CCOC1)O

Technology Process of 3-Ethynyltetrahydrofuran-3-OL

There total 3 articles about 3-Ethynyltetrahydrofuran-3-OL 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: 97.0%

tetrahydrofuran-3-one (22929-52-8) + acetylenemagnesium bromide (4301-14-8) → 1-ethynyl-3-oxacyclopentanol (137344-86-6)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.202006550

Reference yield: 75.9%

3-((trimethylsilyl)ethynyl)tetrahydrofuran-3-ol → 1-ethynyl-3-oxacyclopentanol (137344-86-6)

Guidance literature:

With methanol; potassium hydroxide; at 20 ℃; for 2h;

Reference yield:

tetrahydrofuran-3-one (22929-52-8) + acetylene (74-86-2,25067-58-7) → 1-ethynyl-3-oxacyclopentanol (137344-86-6)

Guidance literature:

With ethylmagnesium bromide; Yield given. Multistep reaction; 1) THF, 1 h, 2) THF, 1 h, RT;

DOI:10.1016/S0040-4020(01)96152-6

upstream raw materials:

tetrahydrofuran-3-one

acetylene

acetylenemagnesium bromide

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