1-Ethynylcyclopentanol

Base Information

• Chemical Name: 1-Ethynylcyclopentanol
• CAS No.: 17356-19-3
• Deprecated CAS: 2360801-00-7
• Molecular Formula: C7H10O
• Molecular Weight: 110.156
• Hs Code.: 29061990
• European Community (EC) Number: 241-385-7
• NSC Number: 134047
• UNII: 6LB5RD2XU4
• DSSTox Substance ID: DTXSID2066191
• Nikkaji Number: J236.154J
• Wikidata: Q72477741
• Mol file: 17356-19-3.mol

Synonyms:1-Ethynylcyclopentanol;17356-19-3;Cyclopentanol, 1-ethynyl-;1-ethynylcyclopentan-1-ol;1-Ethynyl-1-cyclopentanol;Cyclopentyl ethynyl carbinol;1-ethynyl-cyclopentan-1-ol;6LB5RD2XU4;EINECS 241-385-7;NSC 134047;NSC-134047;AI3-37705;Cyclopentanol, ethynyl-;NSC134047;1-ethinylcyclopentanol;1-ethynyl-cyclopentanol;UNII-6LB5RD2XU4;SCHEMBL26489;1-Ethynylcyclopentanol, 98%;1-ethynyl-1-hydroxycyclopentane;DTXSID2066191;MFCD00001365;STK523245;AKOS005454374;AB91835;AT31549;BS-42141;1-ETHYNYL-1-CYCLOPENTANOL, 98+%,;FT-0607767;EN300-205175;A881756;J-010921;Z57953034;F8883-8235

Chemical Property of 1-Ethynylcyclopentanol

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid after melting
• Vapor Pressure: 1.1mmHg at 25°C
• Melting Point: 27 °C
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 155.4 °C at 760 mmHg
• PKA: 13.34±0.20(Predicted)
• Flash Point: 48.9 °C
• PSA: 20.23000
• Density: 1.01 g/cm³
• LogP: 0.92470
• Storage Temp.: Flammables area
• Water Solubility.: Insoluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 110.073164938
• Heavy Atom Count: 8
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

1-Ethynylcyclopentanol 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37
• Safety Statements: 16-26-27-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CC1(CCCC1)O
• Uses: 1-Ethynylcyclopentanol is used in organic synthesis.

Technology Process of 1-Ethynylcyclopentanol

There total 17 articles about 1-Ethynylcyclopentanol 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: 99.9%

cyclopentanone (120-92-3) + acetylene (74-86-2,25067-58-7) → 1-ethynylcyclopentanol (17356-19-3)

Guidance literature:

acetylene; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 1h;

cyclopentanone; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield: 99.0%

1-<2-(Trimethylsilyl)ethynyl>cyclopentan-1-ol (71321-24-9) → 1-ethynylcyclopentanol (17356-19-3)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/jhet.3454

Reference yield: 32.0%

calcium carbide (75-20-7) + cyclopentanone (120-92-3) → 1-ethynylcyclopentanol (17356-19-3)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In dimethyl sulfoxide; at 20 ℃; for 26h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01219

upstream raw materials:

ethynyldimagnesium dibromide

diethyl ether

cyclopentanone

sodium acetylide

Downstream raw materials:

1-(cyclopent-1-en-1-yl)ethanone

methyl-carbamic acid-(1-ethynyl-cyclopentyl ester)

1,1-Tetramethylen-3-(p-tolyl-sulfinyl)-allen

2-methyl-3,4-cyclopentenopyridine

Refernces

• 1、 Huo, Xiaohong,Ma, Shengming,Xiao, Junzhe,Zhang, Jiacheng,Zhang, Wanbin,Zhao, Ling. "Enantio- And Diastereodivergent Construction of 1,3-Nonadjacent Stereocenters Bearing Axial and Central Chirality through Synergistic Pd/Cu Catalysis". supporting information. p. 12622 - 12632. Retrieved 2021/08/31.
• 2、 Chenna Reddy,Patil, Vineetkumar B.,Nawaz Khan, Fazlur Rahman,Saravanan, Vadivelu. "Synthesis of Imidazo[1,2-a]pyridines and Imidazo[2,1-b]thiazoles Attached to a Cycloalkyl or Saturated Heterocycle Containing a Tertiary Hydroxy Substitution". . p. 1486 - 1497. Retrieved 2019/04/04.