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Ethyl cyclobutanecarboxylate is an organic compound that serves as an important intermediate in the synthesis of various chemical products. It is characterized by its unique chemical structure, which includes a cyclobutane ring and a carboxylate ester functional group.

14924-53-9

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14924-53-9 Usage

Uses

Used in Chemical Synthesis:
Ethyl cyclobutanecarboxylate is used as a synthetic intermediate for the production of cyclobutylidenecyclopropane through a three-step sequence. Ethyl cyclobutanecarboxylate plays a crucial role in the creation of complex organic molecules and contributes to the advancement of chemical research and development.

Synthesis Reference(s)

Tetrahedron Letters, 8, p. 215, 1967 DOI: 10.1016/S0040-4039(00)90519-7

Check Digit Verification of cas no

The CAS Registry Mumber 14924-53-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,9,2 and 4 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 14924-53:
(7*1)+(6*4)+(5*9)+(4*2)+(3*4)+(2*5)+(1*3)=109
109 % 10 = 9
So 14924-53-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H12O2/c1-2-9-7(8)6-4-3-5-6/h6H,2-5H2,1H3

14924-53-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl Cyclobutanecarboxylate

1.2 Other means of identification

Product number -
Other names Cyclobutanecarboxylic acid, ethyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14924-53-9 SDS

14924-53-9Relevant academic research and scientific papers

Favorski type rearrangement in the lead tetraacetate oxidation of cycloalkanones

Mathew, Felix,Myrboh, Bekington

, p. 1097 - 1101 (1996)

The cycloalkanones (1a-1f) have been converted into their corresponding cycloalkane carboxylates (2a-2f) by a lead(IV) acetate promoted rearrangement in presence of perchloric acid in triethyl orthoformate.

Synthesis of 3-hydroxyindanones via potassium salt of amino acid catalyzed regioselective intramolecular aldolization of ortho-diacylbenzenes

Chanda, Tanmoy,Chowdhury, Sushobhan,Anand, Namrata,Koley, Suvajit,Gupta, Ashutosh,Singh, Maya Shankar

supporting information, p. 981 - 985 (2015/03/04)

First organocatalytic intramolecular aldolization of ortho-diacylbenzenes to construct highly functionalized 3-hydroxyindanones is described. In this transformation a high trans-selectivity is achieved by the use of metal salt of amino acid. This method allows an easy access to the strained spirocyclic 3-hydroxyindanones related to a number of natural product frameworks. Synthesis of a new class of indole skeleton substituted by 3-hydroxyindanones added an extra essence to this new protocol.

METHOD OF TREATMENT

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Paragraph 0771, (2014/09/29)

The present invention relates to a method of treating T cell mediated inflammatory immune diseases or T cell mediated hypersensitivity diseases, which comprises administering to a human in need thereof an effective amount of a compound which inhibits EZH2 and/or EZH1, or a pharmaceutically acceptable salt thereof.

ENHANCER OF ZESTE HOMOLOG 2 INHIBITORS

-

Page/Page column 56, (2013/12/03)

This invention relates to novel substituted benzamide according to Formula (I) which are inhibitors of Enhancer of Zeste Homolog 2 (EZH2), to pharmaceutical compositions containing them, to processes for their preparation, and to their use in therapy for the treatment of cancers.

General Synthesis of Methyl- and Dimethyl-cyclobutanes from Simple 1,3-Diols by Phase Transfer Catalysis

Toeroek, Bela,Molnar, Arpad

, p. 801 - 804 (2007/10/02)

A general method is described for the preparation of methyl- and dimethyl-cyclobutanes from simple 1,3-diols.The key steps of the procedure are a phase transfer catalysed ring closure and the transformation of a carboxyl group to a methyl group.Phase transfer catalysis provides good yields in the synthesis of the cyclobutane skeleton.

Direct Observation of α-Oxo Ketenes from the Photolysis of α-Diazo β-Diketones

Leung-Toung, Regis,Wentrup, Curt

, p. 4850 - 4858 (2007/10/02)

Monitoring by IR spectroscopy of the broad-band irradiation of the symmetrically substituted 2-diazocyclohexane-1,3-dione (11), 3-diazopentane-2,4-dione (19), and 4-diazo-2,2,6,6-tetramethylheptane-3,5-dione (24) in Ar matrices at 12 K showed the formation of 2-carbonylcyclopentanone (s-Z-12), acetyl(methyl)ketene (s-E-20), and tert-butyl(pivaloyl)ketene (s-E-25), respectively, in less than 10 min.On increasing the photolysis time to >3 h, the α-oxo ketenes 12, 20, and 25 decarbonylated to the corresponding oxocarbenes which underwent Wolff rearrangement to carbonylcyclobutane (15), dimethylketene (23), and di-tert-butylketene (28), respectively.The reaction of 2-carbonylcyclopentanone (12) with CH3OH was monitored by IR spectroscopy.Thus, it was found that the reaction started at ca. 100 K and was essentially complete at 140 K, involving the initial formation of the enol form (9) of methyl 2-oxocyclopentanecarboxylate.

Hydrogenolysis of Small Cycloalkanes, XI. - Hydrogenation of Bicyclobutane-1- and -2-carboxylates

Hertzsch, Winfried,Musso, Hans

, p. 1485 - 1491 (2007/10/02)

Hydrogenation of ethyl bicyclobutane-2-carboxylate (1) with Pd/C in ethanol at normal conditions leads to 95 percent of ethyl 2-methylbutyrate (2) and 5 percent of ethyl n-valerate (3).The corresponding 1-carboxylic acid ester 8 yields 99 percent of 2 but less than 1 percent of cyclobutane as well as the cis- and trans-2-methylcyclopropanecarboxylates 5 and 9.In this case 2-methylenebutyric and cis- and trans-2-methylcrotonic acid esters (10, 11a, and 12) can be detected as intermediates.From these, conclusions can be made about the mechanism at the catalyst. 5 is the main product with a poisoned catalyst.

Crown ether catalysis of decarboxylation and decarbalkoxylation of β-keto acids and malonates: a synthetic application

Hunter, Duncan H.,Patel, Vijay,Perry, Richard A.

, p. 2271 - 2277 (2007/10/02)

The effect of 18-crown-6 ether on the decarboxylation rates of the sodium and potassium salts of 3-camphor carboxylic acid 1 and of 1-carbomethoxy-1-carboxycyclohexane 2 was studied.For 2 the K-18C6 salt reacted ca. 104 times faster than the parent acid.This remarkable difference in reactivity was used in developing a one-pot, two-step procedure for decarbalkoxylation of malonic esters.This procedure was then applied to a range of malonates, β-keto esters, and an α-cyano ester.The effect of 15C5, other cations, and good nucleophiles was also studied.

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