4-Prop-2-ynylcyclohexanecarboxylic acid

Base Information

• Chemical Name: 4-Prop-2-ynylcyclohexanecarboxylic acid
• CAS No.: 250682-80-5
• Molecular Formula: C10H14O2
• Molecular Weight: 166.22
• DSSTox Substance ID: DTXSID70444952
• Mol file: 250682-80-5.mol

Synonyms:4-prop-2-ynylcyclohexanecarboxylic acid;250682-80-5;SCHEMBL929414;SCHEMBL3424858;SCHEMBL13461146;DTXSID70444952;ZYJXERACFBLAME-UHFFFAOYSA-N;4-prop-2-ynyl-cyclohexanecarboxylic acid;4-prop-2-ynylcyclohexane carboxylic acid

Chemical Property of 4-Prop-2-ynylcyclohexanecarboxylic acid

Chemical Property:

• PSA: 37.30000
• LogP: 1.90070
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCC1CCC(CC1)C(=O)O

Technology Process of 4-Prop-2-ynylcyclohexanecarboxylic acid

There total 5 articles about 4-Prop-2-ynylcyclohexanecarboxylic acid 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: 73.0%

(4-prop-2-ynylcyclohexyl)methanol (250682-79-2) → 4-prop-2-ynylcyclohexanecarboxylic acid (250682-80-5)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; at 5 - 20 ℃;

DOI:10.1021/jm0003642

Reference yield:

trans-1,4-Cyclohexanedimethanol (3236-48-4) → 4-prop-2-ynylcyclohexanecarboxylic acid (250682-80-5)

Guidance literature:

Multi-step reaction with 5 steps

1: imidazole / dimethylformamide

2: pyridine / CHCl₃

3: tetrabutylammonium fluoride

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; In chloroform; N,N-dimethyl-formamide; 5: Jones oxidation;

DOI:10.1038/sj.bjp.0703893

Reference yield:

(±)-trans-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclohexyl]methanol (180046-62-2) → 4-prop-2-ynylcyclohexanecarboxylic acid (250682-80-5)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / CHCl₃

2: tetrabutylammonium fluoride

With pyridine; tetrabutyl ammonium fluoride; In chloroform; 4: Jones oxidation;

DOI:10.1038/sj.bjp.0703893

upstream raw materials:

(4-prop-2-ynylcyclohexyl)methanol

trans-1,4-Cyclohexanedimethanol

(±)-trans-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclohexyl]methanol

((1R,4R)-4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexyl)methyl 4-methylbenzenesulfonate

Downstream raw materials:

Apadenoson

methyl 4-prop-2-ynylcyclohexanecarboxylate

Refernces

• 1、 Rieger,Brown,Sullivan,Linden,Macdonald. "Design, synthesis, and evaluation of novel A2A adenosine receptor agonists". . p. 531 - 539. Retrieved 2007/10/03.