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3289-28-9

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3289-28-9 Usage

Description

Cyclohexanecarboxylic acid ethyl ester, also known as Ethyl cyclohexanecarboxylate, is an organic compound that serves as a crucial intermediate in various industries due to its unique chemical properties. It has a distinct cheese-like odor and can be detected at very low concentrations, making it a valuable component in the creation of different products.

Uses

Used in Organic Synthesis:
Cyclohexanecarboxylic acid ethyl ester is used as a key intermediate in organic synthesis for the production of various chemicals and compounds. Its unique chemical structure allows for versatile reactions and the formation of a wide range of products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Cyclohexanecarboxylic acid ethyl ester is utilized as a vital raw material in the development and synthesis of different medications. Its properties make it suitable for use in the creation of new drugs and improving the efficacy of existing ones.
Used in Agrochemicals:
Cyclohexanecarboxylic acid ethyl ester is employed in the agrochemical industry as a significant raw material for the synthesis of various agrochemical products. Its role in this industry is crucial for the development of effective and safe pesticides, herbicides, and other agricultural chemicals.
Used in Dye Industry:
In the dye industry, Cyclohexanecarboxylic acid ethyl ester is used as an essential intermediate for the production of various dyes and pigments. Its unique properties contribute to the development of a wide range of colors and hues, enhancing the quality and variety of dyes available in the market.
Used in Aromatics:
Due to its cheese-like odor and low aroma threshold value (0.001 ppb), Cyclohexanecarboxylic acid ethyl ester is used in the creation of various aromatic products, such as perfumes, fragrances, and flavorings. Its ability to be detected at very low concentrations makes it a valuable addition to the world of aromatics.

Synthesis Reference(s)

Journal of the American Chemical Society, 96, p. 3686, 1974 DOI: 10.1021/ja00818a072

Purification Methods

Ethyl cyclohexanecarboxylate [3289-28-9] M 156.2, b 76 -77o/10mm, 92 -93o/34mm, 196 -1 9 6 . 2o/760mm, d 4 0.955, n D 1.441. Wash the ester with N sodium hydroxide solution, then water, dry with Na2SO4 and distil it. The amide has m 185-186o. [Adkins & Cramer J Am Chem Soc 52 4355 1930, Newman & Walborsky J Am Chem Soc 72 4296 1950, Beilstein 9 III 17, 9 IV 18.]

Check Digit Verification of cas no

The CAS Registry Mumber 3289-28-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,2,8 and 9 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 3289-28:
(6*3)+(5*2)+(4*8)+(3*9)+(2*2)+(1*8)=99
99 % 10 = 9
So 3289-28-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H16O2/c1-2-11-9(10)8-6-4-3-5-7-8/h8H,2-7H2,1H3

3289-28-9 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (L02622)  Ethyl cyclohexanecarboxylate, 98+%   

  • 3289-28-9

  • 5g

  • 742.0CNY

  • Detail
  • Alfa Aesar

  • (L02622)  Ethyl cyclohexanecarboxylate, 98+%   

  • 3289-28-9

  • 25g

  • 2858.0CNY

  • Detail

3289-28-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl cyclohexanecarboxylate

1.2 Other means of identification

Product number -
Other names Ethyl cyclohexylformate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:3289-28-9 SDS

3289-28-9Relevant articles and documents

Preparation of a sulfonated carbonaceous material from lignosulfonate and its usefulness as an esterification catalyst

Lee, Duckhee

, p. 8168 - 8180 (2013)

Sulfonated carbonaceous material useful as a solid acid catalyst was prepared from lignosulfonate, a waste of the paper-making industry sulfite pulping process, and characterized by 13C-NMR, FT-IR, TGA, SEM and elemental analysis, etc. The sulfonic acid group density and total density of all acid groups in the sulfonated carbonaceous material was determined by titration to be 1.24 mmol/g and 5.90 mmol/g, respectively. Its catalytic activity in the esterification of cyclohexanecarboxylic acid with anhydrous ethanol was shown to be comparable to that of the ionic exchange resin Amberlyst-15, when they were used in the same amount. In the meantime, the sulfonic acid group was found to be leached out by 26%-29% after it was exposed to hot water (95 °C) for 5 h. The catalytic usefulness of the prepared carbonaceous material was investigated by performing esterifications.

TEMPERATURE CONTROLLED SELECTIVITY IN METHYLCYCLOPENTANE CARBONYLATION IN HF-SbF5

Culmann, Jean-Christophe,Cherry, Ghassan,Jost, Roland,Sommer, Jean

, p. 701 - 704 (1989)

Protolytic ionization of methylcyclopentane in HF-SbF5, followed by carbonylation at atmospheric pressure yields either methyl cyclopentane- or cyclohexaneoxocarbenium ions depending on the reaction temperature.An example of kinetic versus thermodynamic control.

Direct Amidation of Esters by Ball Milling**

Barreteau, Fabien,Battilocchio, Claudio,Browne, Duncan L.,Godineau, Edouard,Leitch, Jamie A.,Nicholson, William I.,Payne, Riley,Priestley, Ian

supporting information, p. 21868 - 21874 (2021/09/02)

The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.

Aromatic compound hydrogenation and hydrodeoxygenation method and application thereof

-

Paragraph 0094-0096; 0098; 0100-0104, (2021/05/29)

The invention belongs to the technical field of medicines, and discloses an aromatic compound hydrogenation and hydrodeoxygenation method under mild conditions and application of the method in hydrogenation and hydrodeoxygenation reactions of the aromatic compounds and related mixtures. Specifically, the method comprises the following steps: contacting the aromatic compound or a mixture containing the aromatic compound with a catalyst and hydrogen with proper pressure in a solvent under a proper temperature condition, and reacting the hydrogen, the solvent and the aromatic compound under the action of the catalyst to obtain a corresponding hydrogenation product or/and a hydrodeoxygenation product without an oxygen-containing substituent group. The invention also discloses specific implementation conditions of the method and an aromatic compound structure type applicable to the method. The hydrogenation and hydrodeoxygenation reaction method used in the invention has the advantages of mild reaction conditions, high hydrodeoxygenation efficiency, wide substrate applicability, convenient post-treatment, and good laboratory and industrial application prospects.

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