3721-95-7 Usage
Description
Cyclobutanecarboxylic acid is an organic compound with the chemical formula C4H6O2. It is a cyclic carboxylic acid, featuring a four-membered carbon ring with two carbonyl groups attached. This unique structure endows it with specific chemical properties and makes it suitable for various industrial applications.
Uses
Used in Water Treatment:
Cyclobutanecarboxylic acid is used as a water treatment agent to improve water quality and prevent the formation of scale and corrosion in water systems. Its carboxylic acid groups can chelate metal ions, thus preventing them from forming insoluble deposits.
Used in Raw Materials for Fluosilicate Production:
Cyclobutanecarboxylic acid serves as a key raw material in the production of various fluosilicates, such as sodium fluosilicate, potassium fluosilicate, ammonium fluosilicate, copper fluosilicate, and barium fluosilicate. These fluosilicates are used in a range of applications, including water fluoridation, pesticide manufacturing, and the production of opal glass.
Used in Silicic Tetrafluoride Production:
Cyclobutanecarboxylic acid is also utilized in the synthesis of silicic tetrafluoride (SiF4), an important industrial chemical used in the production of high-purity silicon and as a fluorinating agent in various chemical processes.
Used in Electrolytic Lead Refining:
In the refining of lead through electrolysis, cyclobutanecarboxylic acid acts as a refining agent. It helps in the purification of lead by removing impurities and improving the quality of the final product.
Used as a Mordant in Textile Industry:
Cyclobutanecarboxylic acid is employed as a mordant in the textile industry. Mordants are substances that help fix dyes to fibers, ensuring colorfastness and improving the durability of dyed textiles.
Used in Metal Surface Treatment:
Cyclobutanecarboxylic acid is utilized in the treatment of metal surfaces, where it can enhance the adhesion of coatings, improve corrosion resistance, and provide other beneficial surface properties.
Preparation
Cyclobutanecarboxylic acid synthesis: Put 1,1-Cyclobutanedicarboxylic acid into a distillation device for heating, decarboxylate at about 160°C to release carbon dioxide, then heat for distillation, collect 189-195°C fractions as crude product, and re-distill to obtain the finished product cyclobutanecarboxylic acid. Yield 86%-91%.
Synthesis Reference(s)
The Journal of Organic Chemistry, 22, p. 1680, 1957 DOI: 10.1021/jo01363a041
Purification Methods
Dissolve the acid in aqueous HCO 3 then acidify with HCl and extract it into Et2O, wash with H2O, dry (Na2SO4), concentrate to a small volume, then distil it through a glass helices packed column. The S-benzylisothiuronium salt has m 176o (from EtOH), the anilide has m 112.5-113o, and the p-toluide has m 123o. [Payne & Smith J Org Chem 22 1680 1957, Kantaro & Gunning J Am Chem Soc 73 480 1951, Stodola & Heisig Org Synth Coll Vol III 213 1955, Beilstein 9 H 5.]
Check Digit Verification of cas no
The CAS Registry Mumber 3721-95-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,7,2 and 1 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3721-95:
(6*3)+(5*7)+(4*2)+(3*1)+(2*9)+(1*5)=87
87 % 10 = 7
So 3721-95-7 is a valid CAS Registry Number.
InChI:InChI=1/C5H8O2/c6-5(7)4-2-1-3-4/h4H,1-3H2,(H,6,7)/p-1
3721-95-7Relevant articles and documents
Cobalt-Catalyzed Acceptorless Dehydrogenation of Alcohols to Carboxylate Salts and Hydrogen
Gunanathan, Chidambaram,Kishore, Jugal,Pattanaik, Sandip,Pradhan, Deepak Ranjan
supporting information, (2020/03/03)
The facile oxidation of alcohols to carboxylate salts and H2 is achieved using a simple and readily accessible cobalt pincer catalyst (NNNHtBuCoBr2). The reaction follows an acceptorless dehydrogenation pathway and displays good functional group tolerance. The amine-amide metal-ligand cooperation in cobalt catalyst is suggested to facilitate this transformation. The mechanistic studies indicate that in-situ-formed aldehydes react with a base through a Cannizzaro-type pathway, resulting in potassium hemiacetolate, which further undergoes catalytic dehydrogenation to provide the carboxylate salts and H2
Synthesis method of analgesic intermediate bromomethyl cyclobutane
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Paragraph 0009; 0010; 0011; 0012; 0013; 0014, (2017/07/21)
The invention relates to a synthesis method of analgesic intermediate bromomethyl cyclobutane. The synthesis method comprises the following steps: by taking ethylene and acrylic acid as starting materials, carrying out Diels-Alder reaction to obtain cyclobutanecarboxylic acid, then reducing to obtain cyclobutanemethanol, and then brominating to obtain high-purity bromomethyl cyclobutane, wherein the total yield reaches more than 65%. The synthesis method provided by the invention has the advantages of available raw materials, mild reaction conditions, simple postprocessing operation, small environmental pollution, short reaction time, high reaction operational safety, high reaction yield, good product quality and low cost, and industrial production is facilitated.
Gold-catalyzed cycloisomerization of 1,7-enyne esters to structurally diverse cis -1,2,3,6-tetrahydropyridin-4-yl ketones
Rao, Weidong,Sally,Koh, Ming Joo,Chan, Philip Wai Hong
, p. 3183 - 3195 (2013/06/27)
A synthetic method that relies on gold(I)-catalyzed cycloisomerization of 1,7-enyne esters to prepare highly functionalized cis-1,2,3,6-tetrahydropyridin- 4-yl ketone derivatives in good to excellent yields and as a single regio-, diastereo-, and enantiomer is described. By taking advantage of the distinctive differences in the electronic and steric properties between an NHC (NHC = N-heterocyclic carbene) and phosphine ligand in the respective gold(I) complexes, a divergence in product selectivity was observed. In the presence of [PhCNAuIPr]+SbF6- (IPr = 1,3-bis(2,6- diisopropylphenyl)imidazol-2-ylidine) as the catalyst, tandem 1,3-acyloxy migration/6-exo-trig cyclization/1,5-acyl migration of the substrate was found to selectively occur to give the δ-diketone-substituted 1,2,3,6-tetrahydropyridine adduct. In contrast, reactions with the gold(I) phosphine complex [MeCNAu(JohnPhos)]+SbF6- (JohnPhos = (1,1′-biphenyl-2-yl)-di-tert-butylphosphine) as the catalyst was discovered to result in preferential 1,3-acyloxy migration/6-exo-trig cyclization/hydrolysis of the 1,7-enyne ester and formation of the cis-1,2,3,6-tetrahydropyridin-4-yl ketone derivative. The utility of this piperidine forming strategy as a synthetic tool that makes use of 1,7-enyne esters was exemplified by its application to the synthesis of an enantiopure analogue of the bioactive 2,3,4,4a,5,9b-hexahydroindeno[1,2-c]pyridine family of compounds.