Cycloheptanecarboxylic acid

Base Information

• Chemical Name: Cycloheptanecarboxylic acid
• CAS No.: 1460-16-8
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 29162090
• European Community (EC) Number: 215-954-5
• NSC Number: 18964
• UNII: 865KG6BK6Q
• DSSTox Substance ID: DTXSID10163256
• Nikkaji Number: J1.767A
• Wikidata: Q27110147
• Metabolomics Workbench ID: 49858
• Mol file: 1460-16-8.mol

Synonyms:Cycloheptanecarboxylic acid;Cycloheptylcarboxylicacid;NSC 18964;

Chemical Property of Cycloheptanecarboxylic acid

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.00318mmHg at 25°C
• Melting Point: 71oC
• Refractive Index: n20/D 1.4704(lit.)
• Boiling Point: 135-138 ºC (9 mmHg)
• PKA: 4.82±0.20(Predicted)
• Flash Point: >110 ºC
• PSA: 37.30000
• Density: 1.035
• LogP: 2.04140
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

99% ^*data from raw suppliers

Cycloheptanecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCCC(CC1)C(=O)O
• Uses: Cycloheptanoic acid is an organic carboxylic acid used in organic synthesis and pharmaceutical intermediates.

Technology Process of Cycloheptanecarboxylic acid

There total 53 articles about Cycloheptanecarboxylic 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: 99.0%

carbon monoxide (201230-82-2) + Cycloheptene (628-92-2,45509-99-7) → cycloheptanoic acid (1460-16-8)

Guidance literature:

With sulfuric acid; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; water; palladium(II) acetylacetonate; acetic acid; at 20 - 100 ℃; for 20h; under 30003 Torr; Inert atmosphere; Autoclave;

DOI:10.1002/anie.201908451

Reference yield: 92.0%

carbon monoxide (201230-82-2) + cycloheptanol (502-41-0) → cycloheptanoic acid (1460-16-8)

Guidance literature:

With nickel(II) iodide; tributylphosphine; butanone; lithium iodide; In water; at 200 ℃; for 20h; regioselective reaction; Inert atmosphere; Autoclave;

DOI:10.1021/acs.organomet.0c00082

Reference yield: 90.0%

4-cycloheptene-1-carboxylic acid (1614-73-9) → cycloheptanoic acid (1460-16-8)

Guidance literature:

With hydrogen; Pd-BaSO₄; under 760 Torr;

upstream raw materials:

cycloheptyl bromide

1,8-octanedial

cyclohept-1-enecarboxylic acid

cyclohept-2-enecarboxylic acid

Downstream raw materials:

methyl cycloheptanecarboxylate

cycloheptylmethanol

cycloheptanecarboxamide

1-(Hydroxy-diphenyl-methyl)-cycloheptanecarboxylic acid

Refernces

• 1、 Trusau, Kiryl I.,Kirillova, Marina V.,André, Vania,Usevich, Andrew I.,Kirillov, Alexander M.. "Mild oxidative functionalization of cycloalkanes catalyzed by novel dicopper(II) cores". . . Retrieved 2021.
• 2、 Costa, Ines F. M.,Kirillova, Marina V.,André, Vania,Fernandes, Tiago A.,Kirillov, Alexander M.. "Time-Dependent Self-Assembly of Copper(II) Coordination Polymers and Tetranuclear Rings: Catalysts for Oxidative Functionalization of Saturated Hydrocarbons". supporting information. p. 14491 - 14503. Retrieved 2021/07/19.
• 3、 Comba, Peter,Ghosh, Tamal,Hashmi, A. Stephen K.,Krieg, Saskia,Menche, Maximilian,Paciello, Rocco,Rück, Katharina S. L.,Sabater, Sara,Sch?fer, Ansgar,Schaub, Thomas. "Mechanistic Investigation of the Nickel-Catalyzed Carbonylation of Alcohols". supporting information. . Retrieved 2020/03/19.