Cyclopropanecarboxylic acid

Base Information

• Chemical Name: Cyclopropanecarboxylic acid
• CAS No.: 1759-53-1
• Molecular Formula: C4H6O2
• Molecular Weight: 86.0904
• Hs Code.: 29162000
• European Community (EC) Number: 217-162-5
• NSC Number: 1112
• UNII: 008803351S
• DSSTox Substance ID: DTXSID1040665
• Nikkaji Number: J23.483D
• Wikidata: Q2317381
• Metabolomics Workbench ID: 53906
• ChEMBL ID: CHEMBL4649900
• Mol file: 1759-53-1.mol

Synonyms:CPCA cpd;cyclopropane carboxylic acid;cyclopropanecarboxylic acid

Chemical Property of Cyclopropanecarboxylic acid

Chemical Property:

• Appearance/Colour: clear colourless to light yellow liquid
• Vapor Pressure: 0.362mmHg at 25°C
• Melting Point: 14-17 °C(lit.)
• Refractive Index: n20/D 1.438(lit.)
• Boiling Point: 183 °C at 760 mmHg
• PKA: 4.83(at 25℃)
• Flash Point: 71.7 °C
• PSA: 37.30000
• Density: 1.314 g/cm³
• LogP: 0.48100
• Storage Temp.: 0-6°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 86.036779430
• Heavy Atom Count: 6
• Complexity: 73.6

Purity/Quality:

99% ^*data from raw suppliers

Cyclopropanecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34-22
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1CC1C(=O)O
• Description: Cyclopropanecarboxylic acid is a kind of organic acid. It is a clear liquid used as an intermediate for agrochemicals, pharmaceuticals, and other organic synthesis for the applications of electronics, chemicals, polymer additives, coatings, adhesives, surfactants, and other applications1. Moreover, its derivatives of are used against parasites in plants and animals. For example, the alkynyl esters of cyclopropane-carboxylic acid are used as pesticides. Similarly, cyclopropane carboxylic acid esters containing a polyhalogenated substituent are used as fungicides. The ethyl derivative is reagent used in the addition of cyclopropane and can act as annulation reagent for the conversion of aromatics to 2-methylindanones under Friedel-Crafts conditions2.
• Uses: Cyclopropanecarboxylic acid is a monocarboxylic acid and a member of cyclopropanes. It is a conjugate acid of a cyclopropanecarboxylate.

Technology Process of Cyclopropanecarboxylic acid

There total 54 articles about Cyclopropanecarboxylic 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: 98.0%

1‐cyclopropyl‐4,4,4‐trifluorobutane‐1,3‐dione (30923-69-4) → cyclopropanecarboxylic acid (1759-53-1)

Guidance literature:

With oxygen; sodium hydrogencarbonate; In acetonitrile; for 4h; Molecular sieve; Irradiation;

DOI:10.1016/j.tetlet.2016.11.002

Reference yield: 97.0%

(3S,4S)-4-(N-allyl-4-methylphenylsulfonamido)-1,3-diphenylhept-1-yn-3-yl cyclopropanecarboxylate (1427519-95-6) → ((3R,6S)-3-methyl-5-phenyl-6-propyl-1-tosyl-1,2,3,6-tetrahydropyridin-4-yl)(phenyl)methanone (1427520-28-2) + cyclopropanecarboxylic acid (1759-53-1)

Guidance literature:

With Echavarren's catalyst; water; In 1,2-dichloro-ethane; at 80 ℃; for 24h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/jo400121j

Reference yield: 96.0%

2,3-dibromopropionic acid (600-05-5) + acetyl chloride (75-36-5) → cyclopropanecarboxylic acid (1759-53-1)

Guidance literature:

2,3-dibromopropionic acid; acetyl chloride; With copper(l) chloride; zinc; In diethyl ether; at 10 - 20 ℃; for 11h; Inert atmosphere;

With Methylenetriphenylphosphorane; In diethyl ether; Temperature; Solvent; Concentration;

upstream raw materials:

naphthalene

cyclopropane-1,1-dicarboxylic acid

4-Chlorobutyronitrile

Cyclopropyl methyl ketone

Downstream raw materials:

N-phenylcyclopropanecarboxamide

2-cyclopropyl-1H-benzo[d]imidazole

Cyclopropancarbonsaeure-isopropylester

methyl cyclopropylcarboxylate

Refernces

• 1、 Cohen,S.,Yogev,A.. "-". . p. 2013 - 2014. Retrieved 1976.
• 2、 Ripoll. "". . p. 389. Retrieved 1977.
• 3、 Wood, Susanna H.,Etridge, Stephen,Kennedy, Alan R.,Percy, Jonathan M.,Nelson, David J.. "The Electrophilic Fluorination of Enol Esters Using SelectFluor: A Polar Two-Electron Process". supporting information. p. 5574 - 5585. Retrieved 2019/03/21.
• 4、 -. "CONDENSED HETEROCYCLIC COMPOUND HAVING CYCLOALKYLPYRIDYL GROUP OR SALT THEREOF, AGRICULTURAL AND HORTICULTURAL INSECTICIDE COMPRISING THE COMPOUND, AND METHOD FOR USING THE INSECTICIDE". . . Retrieved 2018/09/24.