Cyclopentanol, 2-ethynyl- (8CI, 9CI)

Base Information

• Chemical Name: Cyclopentanol, 2-ethynyl- (8CI, 9CI)
• CAS No.: 22022-30-6
• Molecular Formula: C7H10 O
• Molecular Weight: 110.1537
• Hs Code.: 2906199090
• Mol file: 22022-30-6.mol

Synonyms:Cyclopentanol, 2-ethynyl- (8CI, 9CI)

Chemical Property of Cyclopentanol, 2-ethynyl- (8CI, 9CI)

Chemical Property:

• PSA: 20.23000
• LogP: 0.78060

Purity/Quality:

99% ^*data from raw suppliers

2-Ethynylcyclopentanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanol, 2-ethynyl- (8CI, 9CI)

There total 13 articles about Cyclopentanol, 2-ethynyl- (8CI, 9CI) 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:

2-ethynylcyclopentyl formate (79938-01-5) → cis-2-Ethynylcyclopentan-1-ol (22022-30-6,61967-50-8,61967-60-0,67921-28-2,69685-11-6)

Guidance literature:

With potassium carbonate; In methanol; at 25 ℃; for 0.75h; Yield given;

DOI:10.1021/ja00415a020

Reference yield:

6-ethynyltetrahydropyran-2-yl acetate → trans-2-Ethynylcyclopentan-1-ol (61967-50-8) + cis-2-Ethynylcyclopentan-1-ol (22022-30-6,61967-50-8,61967-60-0,67921-28-2,69685-11-6)

Guidance literature:

With samarium diiodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1016/S0040-4020(03)01103-7

Reference yield:

trans-2-iodo-1-[(trimethylsilyl)ethynyldimethylsiloxy]cyclopentane → cis-2-Ethynylcyclopentan-1-ol (22022-30-6,61967-50-8,61967-60-0,67921-28-2,69685-11-6)

Guidance literature:

trans-2-iodo-1-[(trimethylsilyl)ethynyldimethylsiloxy]cyclopentane; With triethyl borane; In hexane; toluene; at 20 ℃; for 2h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane; toluene; at 20 ℃; for 2h;

DOI:10.1021/jo0206667

upstream raw materials:

2,2,2-trifluoroethanol

1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (1R,2S)-2-ethynyl-cyclopentyl ester

1,2-epoxy-1-ethynyl-cyclopentane

2-ethynylcyclopentyl formate

Downstream raw materials:

rac-(3aR,6aR)-3-methylenehexahydro-2H-cyclopenta[b]furan-2-one

cis-2-oxabicyclo<4.3.0>non-4-en-3-one

Refernces

• 1、 Sukeda, Makoto,Ichikawa, Satoshi,Matsuda, Akira,Shuto, Satoshi. "The first radical method for the introduction of an ethynyl group using a silicon tether and its application to the synthesis of 2′-deoxy-2′-C-ethynylnucleosides". . p. 3465 - 3475. Retrieved 2007/10/03.
• 2、 Hanack, Michael,Schuhmacher, Werner,Kunzmann, Erich. "Vinyl Cations, 37. Rearrangement of Cyclic Homopropargyl Sulfonates to Condensed Cyclobutanones and Cyclopropyl Ketones". . p. 1467 - 1487. Retrieved 2007/10/02.