6947-02-0

Basic information

• Product Name: cyclohexyl acetoacetate
• Synonyms: cyclohexyl acetoacetate;3-Oxobutanoic acid cyclohexyl ester;3-Oxobutyric acid cyclohexyl ester;Acetoacetic acid cyclohexyl ester;cyclohexyl 3-oxobutanoate
• CAS NO: 6947-02-0
• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.23224
• EINECS: 230-111-1
• Mol File: 6947-02-0.mol
• Article Data: 54

Chemical Properties

• Boiling Point: 278.19°C (rough estimate)
• Flash Point: 107.7°C
• Appearance: /
• Density: 1.0683 (rough estimate)
• Vapor Pressure: 0.0139mmHg at 25°C
• Refractive Index: 1.4680 (estimate)
• CAS DataBase Reference: cyclohexyl acetoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: cyclohexyl acetoacetate(6947-02-0)
• EPA Substance Registry System: cyclohexyl acetoacetate(6947-02-0)

Safety Data

• Hazardous Substances Data: 6947-02-0(Hazardous Substances Data)

Usage

General Description

Cyclohexyl acetoacetate is a colorless to pale yellow liquid with a fruity odor. It is a chemical compound used in the production of a variety of items, including pharmaceuticals, fragrances, and polymers. It is primarily used as a chemical intermediate in the synthesis of various compounds due to its ability to undergo a range of chemical reactions, such as esterification, condensation, and hydrogenation. This versatile compound is also known for its potential as a flavoring agent in food and beverages, as well as a fragrance ingredient in cosmetic and personal care products. Additionally, cyclohexyl acetoacetate has been shown to possess antifungal and antibacterial properties, making it a valuable component in the development of new drugs and antimicrobial agents.

InChI:InChI=1/C10H16O3/c1-8(11)7-10(12)13-9-5-3-2-4-6-9/h9H,2-7H2,1H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 108-93-0 cyclohexanol 
• 105-45-3 acetoacetic acid methyl ester 
• 674-82-8 4-methyleneoxetan-2-one 
• 42490-66-4 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 6289-39-0 cyclohexyl bromoacetate 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 40053-29-0 S-phenyl 3-oxobutanethioate 
• 15925-47-0 S-tert-butyl acetothioacetate 

Downstream Products

• 196707-73-0 bis(cyclohexyl) 1,4-dihydro-2,6-dimethyl-4-(1-methyl-5-nitroimidazol-2-yl)-3,5-pyridinedicarboxylate 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 1421520-94-6 2,5-dicyclohexaneformate 1,4-cyclohexanedione 
• 1304065-65-3 C₁₀H₁₅BrO₃ 
• 1342884-98-3 dicyclohexyl 4-(4-chloro-1H-imidazol-5-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 56161-87-6 nitro-acetic acid cyclohexyl ester 
• 100287-51-2 3-Cyclopentyl-1,6-dimethyl-4-(2-nitro-phenyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid cyclohexyl ester; hydrochloride 
• 63254-54-6 cyclohexyl diazoacetate 

Relevant articles and documents

N, N’-dimethyl formamide (DMF) mediated Vilsmeier–Haack adducts with 1,3,5-triazine compounds as efficient catalysts for the transesterification of β-ketoesters

N, N’-dimethyl formamide (DMF) mediated Vilsmeier–Haack (VH) adducts with 1,3,5-triazine compunds such as trichloroisocyanuric acid (TCCA) and trichlorotriazine (TCTA) were prepared by replacing classical oxy chlorides POCl3, and SOCl2, which were explored as efficient catalysts for the transesterification of β-ketoesters. The prepared (TCCA/DMF) and (TCTA/DMF) adducts improved greenery of the classical Vilsmeier–Haack reagents (POCl3/DMF), and (SOCl2/DMF), and demonstrated their better efficient catalytic ativity. Reaction times were in the range: 3.5 to 6.5 hr (SOCl2/DMF); 2.8–5.2 hr (POCl3/DMF); 2.5–5.2 hr (TCCA/DMF) and 2.5–5.0 hr (TCTA/DMF) catalytic systems. Ultrasonically (US) assisted protocols with these reagents further reduced the reaction times (two to three times), while microwave assisted (MW) protocols with these reagents were much more effective. The reactions could be completed in only few seconds (less than a minute) in MWassisted protocols as compared to US assited reactions, followed by good product yields.

NEW ANALOGS AS ANDROGEN RECEPTOR AND GLUCOCORTICOID RECEPTOR MODULATORS

The present invention relates to novel dihydropyridine derivatives of formula (I): as modulators of nuclear receptors selected from androgen receptor and glucocorticoid receptor, to processes for their preparation, to pharmaceutical compositions comprising said compounds and to the use of said for manufacturing a medicament for the treatment of pathological conditions or diseases that can improve by modulation of androgen receptor and/or glucocorticoid receptor, selected from cancer, metastasizing cancers, benign prostate hyperplasia, polycystic ovary syndrome (PCOS), hair loss, hirsutism, acne, hypogonadism, muscle wasting diseases, cachexia, Cushing's syndrome, anti-psychotic drug induced weight gain, obesity, post-traumatic stress disorder and alcoholism.

Catalytic synthesis method for higher beta-ketoester

The invention relates to a reaction for synthesizing higher beta-ketoester by adopting NOMC (nitrogen-doped ordered mesoporous carbon) as a heterogeneous catalyst for catalyzing transesterification between simple beta-ketoester and alcohol. According to the reaction, NOMC is taken as the catalyst, beta-ketoester and alcohol are taken as the raw materials, the reaction is performed at the temperature of 90-110 DEG C for 4-6 h, and the highest yield of higher beta-ketoester can reach 97%. Compared with the conventional commonly-used homogeneous catalyst for the catalytic reaction, the reaction has the advantages that the catalyst is convenient to recover, the product is convenient to separate and the like.