5457-44-3

Basic information

• Product Name: DIMETHYL 3-OXOADIPATE
• Synonyms: Dimethyl 3-oxohexanedioate;Hexanedioic acid, 3-oxo-, dimethyl ester;3-OXOHEXANEDIOIC ACID DIMETHYL ESTER;BETA-KETOADIPIC ACID DIMETHYL ESTER;DIMETHYL BETA-KETOADIPATE;DIMETHYL 3-OXOADIPATE;3-Oxoadipic acid dimethyl ester;3-ketoadipic acid dimethyl ester
• CAS NO: 5457-44-3
• Molecular Formula: C₈H₁₂O₅
• Molecular Weight: 188.18
• EINECS: 226-716-5
• Mol File: 5457-44-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 271.8°Cat760mmHg
• Flash Point: 107.7°C
• Appearance: /
• Density: 1.175 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.00631mmHg at 25°C
• Refractive Index: n20/D 1.444
• PKA: 10.15±0.46(Predicted)
• CAS DataBase Reference: DIMETHYL 3-OXOADIPATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL 3-OXOADIPATE(5457-44-3)
• EPA Substance Registry System: DIMETHYL 3-OXOADIPATE(5457-44-3)

Safety Data

• Safety Statements: 23-24/25
• Hazardous Substances Data: 5457-44-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 22, p. 848, 1957 DOI: 10.1021/jo01358a620Synthesis, p. 568, 1999

InChI:InChI=1/C8H12O5/c1-12-7(10)4-3-6(9)5-8(11)13-2/h3-5H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 689-31-6 3-oxoadipic acid 
• 412019-08-0 2-acetyl-3-oxo-adipic acid 1-ethyl-6-methyldiester 
• 111-50-2 Adipic acid dichloride 
• 60-29-7 diethyl ether 
• 412018-94-1 2-acetyl-3-oxo-adipic acid dimethyl ester 
• 7664-41-7 ammonia 
• 1070-34-4 butanedioic acid, monoethyl ester 
• 81803-80-7 4-(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-yl)-4-oxo-butyric acid methyl ester 
• 1490-25-1 succinic acid monomethylester chloride 
• 3878-55-5 methyl hydrogen succinate 
• 38330-80-2 monomethyl monopotassium malonate 
• 135452-67-4 2,2-dimethyl-5-(3-ethoxycarbonyl-2-oxopropyl)-1,3-dioxane-4,6-dione 
• 135452-66-3 2,2-dimethyl-5-(3-methoxycarbonyl-2-oxopropyl)-1,3-dioxane-4,6-dione 

Downstream Products

• 5472-97-9 3-semicarbazono-adipic acid dimethyl ester 
• 100795-74-2 3-(5-oxo-1-phenyl-2,5-dihydro-1H-pyrazol-3-yl)-propionic acid methyl ester 
• 60254-71-9 5-chloro-4-oxo-valeric acid 
• 274691-23-5 3-(2-methoxycarbonyl-ethyl)-5-methyl-pyrrole-2,4-dicarboxylic acid-4-benzyl ester-2-methyl ester 
• 857609-28-0 3-oxo-2-phenethyl-adipic acid dimethyl ester 
• 123-76-2 levulinic acid 
• 5451-09-2 5-aminolevulinic acid hydrochloride 
• 689-31-6 3-oxoadipic acid 
• 4440-68-0 α-hydromuconic acid 
• 105-60-2 caprolactam 
• 111-49-9 hexamethylene imine 
• 171257-01-5 ε-caprolactam 
• 628-94-4 adipamide 
• 60551-20-4 γ-(carboxymethyl)-γ-butyrolactone 

Relevant articles and documents

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Method for producing 3-oxoadipic acid

A method of producing 3-oxoadipic acid from an aliphatic compound easily utilizable by a microorganism, such as a saccharide, by utilization of a metabolic pathway of the microorganism is disclosed. The method of producing 3-oxoadipic acid includes the step of culturing at least one type of microorganism having a capacity to produce 3-oxoadipic acid, selected from the group consisting of, for example, microorganisms belonging to the genus Serratia, microorganisms belonging to the genus Corynebacterium, microorganisms belonging to the genus Hafnia, microorganisms belonging to the genus Bacillus, microorganisms belonging to the genus Escherichia, microorganisms belonging to the genus Pseudomonas, microorganisms belonging to the genus Acinetobacter, microorganisms belonging to the genus Alcaligenes, microorganisms belonging to the genus Shimwellia, microorganisms belonging to the genus Planomicrobium, microorganisms belonging to the genus Nocardioides, microorganisms belonging to the genus Yarrowia, microorganisms belonging to the genus Cupriavidus, microorganisms belonging to the genus Rhodosporidium, microorganisms belonging to the genus Streptomyces, and microorganisms belonging to the genus Microbacterium.

METHOD OF PRODUCING EPSILON-CAPROLACTAM

A method of producing ε-caprolactam from 3-oxoadipic acid includes: step 1 of mixing at least one selected from the group consisting of 3-oxoadipic acid and salts thereof with a catalyst and a solvent in the presence of hydrogen to produce 3-hydroxyadipic acid; and step 2 of reacting the 3-hydroxyadipic acid which is a product of step 1, a salt or carboxylic acid derivative thereof, or a mixture of these with hydrogen and ammonia.