4-Cyclooctene-1-carboxylic acid

Base Information

• Chemical Name: 4-Cyclooctene-1-carboxylic acid
• CAS No.: 4103-10-0
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.209
• Hs Code.: 2916209090
• European Community (EC) Number: 831-000-6
• NSC Number: 155167
• Nikkaji Number: J80.747H
• Mol file: 4103-10-0.mol

Synonyms:4-Cyclooctene-1-carboxylic acid;4103-10-0;(4Z)-cyclooct-4-ene-1-carboxylic acid;cyclooct-4-enecarboxylic acid;(Z)-Cyclooct-4-ene-1-carboxylic acid;NSC155167;cyclooct-4-enecarboxylicacid;cyclooctene-5-carboxylic acid;SCHEMBL4019103;SCHEMBL4019111;KXJSFMMHUAFBLF-UPHRSURJSA-N;(Z)-Cyclooct-4-enecarboxylic acid;(Z)-cyclooct-5-enecarboxylic acid;AKOS004909030;NSC-155167;BS-52376;CS-0112648;D77101;EN300-393250;1610881-44-1

Chemical Property of 4-Cyclooctene-1-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.00141mmHg at 25°C
• Boiling Point: 275.3°Cat760mmHg
• PKA: 4.74±0.20(Predicted)
• Flash Point: 128.6°C
• PSA: 37.30000
• Density: 1.045g/cm³
• LogP: 2.20750
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 154.099379685
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

98% ^*data from raw suppliers

Cyclooct-4-enecarboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC=CCCC(C1)C(=O)O
• Isomeric SMILES: C1C/C=C\CCC(C1)C(=O)O

Technology Process of 4-Cyclooctene-1-carboxylic acid

There total 19 articles about 4-Cyclooctene-1-carboxylic 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: 83.0%

(Z)-cyclooct-4-ene-1-carbonitrile (112654-91-8) → (Z)-cyclooct-4-enecarboxylic acid (4103-10-0,129885-63-8)

Guidance literature:

With potassium hydroxide; dihydrogen peroxide;

DOI:10.1021/jo00240a027

Reference yield: 65.0%

carbon dioxide (124-38-9,18923-20-1) + 5-bromocyclooct-1-ene (4103-12-2) → cyclooct-4-ene-1-carboxylic acid (4103-10-0)

Guidance literature:

5-bromocyclooct-1-ene; With iodine; magnesium; In tetrahydrofuran; Reflux;

carbon dioxide; In tetrahydrofuran; for 48h;

DOI:10.1039/d0sc00078g

Reference yield: 41.0%

carbon dioxide (124-38-9,18923-20-1) → cyclooct-4-ene-1-carboxylic acid (4103-10-0)

Guidance literature:

(Z)-5-bromocyclooct-1-ene; With magnesium;

carbon dioxide;

upstream raw materials:

2-(Pyrrolidin-1-yl)bicyclo[3.3.1]nonan-9-on

methyl iodide

carbon dioxide

(Z)-5-bromocyclooct-1-ene

Downstream raw materials:

cyclooct-4-ene-1-carbonyl chloride

methyl cyclooctanecarboxylate

4-Hydroxy-cyclooctancarbonsaeurelacton

5-cyclooctenecarbonyl chloride

Refernces

• 1、 de Geus, Mark A. R.,Maurits, Elmer,Sarris, Alexi J. C.,Hansen, Thomas,Kloet, Max S.,Kamphorst, Kiki,ten Hoeve, Wolter,Robillard, Marc S.,Pannwitz, Andrea,Bonnet, Sylvestre A.,Codée, Jeroen D. C.,Filippov, Dmitri V.,Overkleeft, Herman S.,van Kasteren, Sander I.. "Fluorogenic Bifunctional trans-Cyclooctenes as Efficient Tools for Investigating Click-to-Release Kinetics". supporting information. p. 9900 - 9904. Retrieved 2020/06/05.
• 2、 -. "CHEMICALLY CLEAVABLE GROUP". Page/Page column 89. . Retrieved 2014/06/11.