24317-94-0

Basic information

• Product Name: Ethyl 2-pentylacetoacetate
• Synonyms: 2-N-AMYLACETOACETIC ACID ETHYL ESTER;2-AMYLACETOACETIC ACID ETHYL ESTER;2-ACETYLHEPTANOIC ACID ETHYL ESTER;ETHYL 2-AMYLACETOACETATE;ETHYL 2-ACETYLHEPTANOATE;2-acetyl-heptanoicaciethylester;amylacetoaceticacidethylester;Heptanoicacid,2-acetyl-,ethylester
• CAS NO: 24317-94-0
• Molecular Formula: C₁₁H₂₀O₃
• Molecular Weight: 200.27
• EINECS: 246-157-0
• Mol File: 24317-94-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 117 °C / 10mmHg
• Flash Point: 95.5 °C
• Appearance: /
• Density: 0.94
• Vapor Pressure: 0.038mmHg at 25°C
• Refractive Index: 1.4290-1.4320
• Storage Temp.: Refrigerator, Under inert atmosphere
• Solubility: Chloroform (Slightly), Ethanol (Slightly)
• PKA: 12.08±0.46(Predicted)
• CAS DataBase Reference: Ethyl 2-pentylacetoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-pentylacetoacetate(24317-94-0)
• EPA Substance Registry System: Ethyl 2-pentylacetoacetate(24317-94-0)

Safety Data

• Hazardous Substances Data: 24317-94-0(Hazardous Substances Data)

Usage

General Description

Ethyl 2-pentylacetoacetate is a chemical compound, also known as ethyl 2-pentyl-3-oxobutanoate, with the molecular formula C11H20O3. It is a member of the esters group and is typically characterized by the presence of carbonyl-oxygen atom. Ethyl 2-pentylacetoacetate is primarily used in the manufacture of other chemicals, or as a reagent in organic synthesis, having applications in a variety of industries including pharmaceuticals. Its appearance is typically as a clear, colorless-to-pale-yellowish liquid. It's important to handle this chemical carefully since direct exposure can cause skin and eye irritation. One must handle with appropriate safety measures adhering to safety standards.

InChI:InChI=1/C11H20O3/c1-4-6-7-8-10(9(3)12)11(13)14-5-2/h10H,4-8H2,1-3H3

Upstream product

• 110-53-2 1-Bromopentane 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 628-17-1 amyl iodide 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 4038-46-4 2-amino-6-methyl-5-pentyl-3H-pyrimidin-4-one 
• 1729-68-6 2-(1-hydroxy-ethyl)-heptanoic acid ethyl ester 
• 1338062-53-5 3-pentyl-3-(2,2-diphenylethenyl)tetrahydrofuran-2,4-dione 
• 18281-48-6 2-[(2,4-Dinitro-phenyl)-hydrazono]-heptanoic acid methyl ester 
• 134298-97-8 ethylidene-2 heptanoate d'ethyle (E) 
• 74316-68-0 4-Hexyloxy-benzoic acid 4-(6-oxo-5-pentyl-6H-pyran-2-yl)-phenyl ester 
• 74316-65-7 4-Heptyl-benzoic acid 4-(6-oxo-5-pentyl-6H-pyran-2-yl)-phenyl ester 
• 74316-64-6 4-Hexyl-benzoic acid 4-(6-oxo-5-pentyl-6H-pyran-2-yl)-phenyl ester 
• 74316-67-9 4-Butoxy-benzoic acid 4-(6-oxo-5-pentyl-6H-pyran-2-yl)-phenyl ester 
• 74316-63-5 4-Pentyl-benzoic acid 4-(6-oxo-5-pentyl-6H-pyran-2-yl)-phenyl ester 
• 74316-62-4 4-Butyl-benzoic acid 4-(6-oxo-5-pentyl-6H-pyran-2-yl)-phenyl ester 
• 74316-66-8 4-Methoxy-benzoic acid 4-(6-oxo-5-pentyl-6H-pyran-2-yl)-phenyl ester 
• 74316-71-5 3-amyl-6-(4-hydroxyphenyl)-2-pyrone 

Relevant articles and documents

Substrate Flexibility of the Flavin-Dependent Dihydropyrrole Oxidases PigB and HapB Involved in Antibiotic Prodigiosin Biosynthesis

In the biosynthesis of the tripyrrolic pigment prodigiosin, PigB is a predicted flavin-dependent oxidase responsible for the formation of 2-methyl-3-amylpyrrole (MAP) from a dihydropyrrole. To prove which dihydropyrrole is the true intermediate, both possibilities, 5-methyl-4-pentyl-3,4-dihydro-2H-pyrrole (5 a, resulting from transamination of the aldehyde of 3-acetyloctanal) and 2-methyl-3-pentyl-3,4-dihydro-2H-pyrrole (6, resulting from transamination of the ketone), were synthesised. Only 5 a restored pigment production in a strain of Serratia sp. ATCC 39006 blocked earlier in MAP biosynthesis. PigB is membrane-associated and inactive when its transmembrane domain was deleted, but HapB, its homologue in Hahella chejuensis, lacks the transmembrane domain and is active in solution. Two colourimetric assays for PigB and HapB were developed, and the HapB-catalysed reaction was kinetically characterised. Ten analogues of 5 a were synthesised, varying in the C2 and C3 side chains, and tested as substrates of HapB in vitro and for restoration of pigment production in Serratia ΔpigD in vivo. All lengths of side chain tested at C3 were accepted, but only short side chains at C2 were accepted. The knowledge that 5 a is an intermediate in prodigiosin biosynthesis and the ease of synthesis of analogues of 5 a makes a range of prodigiosin analogues readily available by mutasynthesis.

3-Arylcyclohex-2-en-1-ones and 2,6-Diarylcyclohex-2-en-1-ones. New Liquid Crystalline Compounds

The cyclohex-2-en-1-one unit flanked by one or more aryl rings is shown to provide a new system which can exhibit liquid crystal properties; these new mesogens contain a chiral centre which is both adjacent to a lateral dipolar carbonyl group and its also located in the central core.