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What is the chemical structure of Ethyl 2-Oxocyclopentanecarboxylate (CECP)?
Ethyl 2 - Oxocyclopentanecarboxylate (CECP), Chinese name ethyl 2 - oxo cyclopentane carboxylate. The chemical structure of this substance can be inferred from its name.
"Ethyl" shows ethyl, which is "-C ² H", which is attached to the molecule by ester bonds. In "2 - Oxocyclopentanecarboxylate", "cyclopentane" is a cyclic structure containing five carbons. Its skeleton is, "2 - Oxo" means that the second position of cyclopentane has a carbonyl group (), and "carboxylate" indicates that there is a carboxyl-derived ester group ().
In summary, the chemical structure of CECP is that ethyl forms an ester with a carboxyl group next to the 2-carbonyl group of cyclopentane. This structure contains a cyclic structure with a carbonyl group and an ester group attached to it, which presents a specific space and electron distribution, which affects its chemical properties and reactivity.
Common Uses of Ethyl 2-Oxocyclopentanecarboxylate (CECP)
The common preparation methods of ethyl-2-oxo cyclopentane carboxylate (CECP) are as follows:
First, cyclopentanone is used as the starting material. Cyclopentanone is active and can react with diethyl oxalate under the catalysis of strong bases such as sodium alcohol according to the Claisen condensation method. In this reaction, the base removes cyclopentanone α-hydrogen to generate carbon negative ions, which attack the carbonyl nucleophilic attack of diethyl oxalate, and then obtain CECP through ester hydrolysis, decarboxylation and other steps. The raw materials for this route are easy to obtain, but the reaction steps are slightly complicated, and the reaction conditions need to be carefully adjusted, especially the amount of base and the reaction temperature. Otherwise, side reactions will occur frequently and the yield will not be high.
Second, 2-halogenated cyclopentanone and diethyl malonate are used as raw materials. The halogen atom of 2-halogenated cyclopentanone has good departure properties, and the methylene of diethyl malonate is affected by dicarbonyl, hydrogen is acidic, and carbon negative ions are generated under alkaline conditions. The nucleophilic substitution of 2-halogenated cyclopentanone is followed by hydrolysis and decarboxylation to obtain the target product. This approach is simple, but the preparation of 2-halogenated cyclopentanone may require additional steps, and the selectivity of the halogenation reaction also needs to be paid attention to, otherwise the purity of the product will be affected.
Third, cyclopentene is used as raw material, and it is prepared by a series of reactions such as oxidation and esterification. Cyclopentene is oxidized first, such as oxidizing with a suitable oxidant to form an intermediate containing carbonyl and carboxyl groups, and then esterified with ethanol under acid catalysis to obtain CECP. The raw material of this route is simple, but the oxidation step requires a highly selective oxidant, and the reaction conditions are strictly controlled to avoid excessive oxidation causing complex products and unfavorable separation and purification.
What are the synthesis methods of Ethyl 2-Oxocyclopentanecarboxylate (CECP)
The synthesis of ethyl 2-oxo cyclopentanecarboxylate (CECP) has been known for a long time, and there are various methods with their own strengths.
First, cyclopentanone is used as the starting material. Cyclopentanone is first acylated to introduce an acyl group. When acylating, a suitable acylating agent can be selected. Under suitable reaction conditions, the specific position of cyclopentanone is acylated to generate the corresponding acyl cyclopentanone derivative. Then, this derivative is esterified and catalyzed with ethanol to form an ester bond to obtain ethyl 2-oxo cyclopentanecarboxylate. The key to this path lies in the precise control of the acylation reaction and the efficient progress of the esterification reaction. It is necessary to pay attention to the influence of the reaction conditions on the selectivity and yield of the reaction.
Second, start from cyclopentene. Cyclopentene is first oxidized and converted into the corresponding oxidation product. During the oxidation process, a suitable oxidant can be selected to make the double bond of cyclopentene oxidized and broken or oxidized to carbonyl. After that, the oxidation product is further modified, and the carboxyl group and esterification steps are introduced to finally synthesize CECP. This method requires attention to the selectivity of the oxidation reaction to avoid excessive oxidation to produce by-products, and the subsequent carboxyl group introduction and esterification reaction conditions also need to be carefully regulated.
Third, specific halogenated cyclopentane derivatives are used as raw materials. The halogenated cyclopentane derivative first undergoes nucleophilic substitution reaction with the carbonyl-containing reagent to construct the carbonyl-containing cyclopentane structure. Then a carboxyl group is introduced through carboxylation reaction, and finally an esterification reaction is carried out. This path needs to optimize the conditions of the nucleophilic substitution reaction to ensure the smooth progress of the reaction. At the same time, the reaction conditions of the carboxylation and esterification steps are also crucial, which is related to the purity and yield of the final product.
In short, there are many methods for synthesizing ethyl 2-oxo cyclopentane carboxylic acid esters, and each method has its own advantages and disadvantages. In actual synthesis, the appropriate synthesis method should be carefully selected according to many factors such as the availability of raw materials, the difficulty of controlling the reaction conditions, and the purity and
What are the physical and chemical properties of Ethyl 2-Oxocyclopentanecarboxylate (CECP)?
Ethyl 2 - Oxocyclopentanecarboxylate (CECP) is an organic compound. Its physical properties, at room temperature, are usually colorless to light yellow liquids with a special odor. Looking at its properties, it is clear and transparent. Its boiling point, melting point and other properties vary depending on the characteristics of the functional groups contained in the molecular structure. The value of the boiling point is about a certain temperature range. This is due to the intermolecular force. The presence of carbonyl and ester groups in the molecule affects the strength of the interaction between molecules, which in turn determines the energy required for boiling. The melting point is also affected by similar factors. The regularity of the structure and the attraction between molecules determine the transition temperature between the solid and liquid states.
As for the chemical properties, CECP is active because it contains carbonyl and ester groups. Carbonyl carbons are partially positively charged and vulnerable to attack by nucleophiles. Nucleophilic addition reactions can occur when nucleophiles containing active hydrogen, such as alcohols, amines, etc. For example, when reacting with alcohols, under the action of appropriate catalysts, corresponding acetal or hemiacetal products can be generated. Ester groups also participate in many reactions, and hydrolysis is one of them. Under acidic or alkaline conditions, ester groups can undergo hydrolysis. In acidic hydrolysis, 2-oxo cyclopentanecarboxylic acid and ethanol are slowly formed; basic hydrolysis is more rapid, resulting in corresponding carboxylate and ethanol. This is due to the promotion of the reaction by the alkaline environment. In addition, CECP can also participate in reactions such as Claisen ester condensation. In the field of organic synthesis, it is an important reaction path for the construction of complex organic structures. It can be condensed with other ester-containing compounds under alkali catalysis to form new carbon-carbon bonds and ester-based structures, thus laying the foundation for the synthesis of organic molecules with specific structures and functions.
What are the precautions for ethyl 2-Oxocyclopentanecarboxylate (CECP) in storage and transportation?
Ethyl 2 - Oxocyclopentanecarboxylate (CECP) is an important intermediate in organic synthesis. When storing and transporting, many matters must be paid attention to.
Let's talk about storage first. CECP is more active in nature and needs to be placed in a cool and dry place. Because of the humid environment, it may cause hydrolysis, damage its chemical structure and reduce its quality. And if the temperature is too high, it will also cause unnecessary chemical reactions, so a cool environment is very critical. The storage place must be well ventilated to prevent the accumulation of volatile gases and cause safety hazards. At the same time, it should be kept away from fire sources and oxidants. CECP is prone to ignition or even explosion when exposed to open flames or strong oxidants, endangering safety.
As for transportation, there are also many key points. Packaging must be tight and firm to ensure that CECP does not leak during bumpy journeys. Vehicles should be well ventilated to disperse volatile gases. Furthermore, transport personnel need to be professionally trained to be familiar with the hazard characteristics of CECP and emergency response methods. When planning transportation routes, avoid densely populated areas and environmentally sensitive areas. In case of leakage, it can reduce the harm to people and the environment.
In short, whether it is storing or transporting Ethyl 2-Oxocyclopentanecarboxylate (CECP), it needs to be treated with caution and follow the corresponding norms and requirements to ensure personnel safety and product quality.