16695-54-8

Basic information

• Product Name: N-ACETOACETYLMORPHOLINE
• Synonyms: ASISCHEM D08271;1-MORPHOLINO-1,3-BUTANEDIONE;N-ACETOACETYLMORPHOLINE;4-(1,3-dioxobutyl)morpholine;N-Acetoacetomorpholide;1-Morpholin-4-yl-butane-1,3-dione;4-(Acetoacetyl)morpholine;4-Acetoacetylmorpholine
• CAS NO: 16695-54-8
• Molecular Formula: C₈H₁₃NO₃
• Molecular Weight: 171.19
• EINECS: 240-742-4
• Mol File: 16695-54-8.mol
• Article Data: 27

Chemical Properties

• Melting Point: 68°C
• Boiling Point: 140°C 2mm
• Flash Point: 153.8 °C
• Appearance: /
• Density: 1.141 g/cm³
• Vapor Pressure: 0.000163mmHg at 25°C
• Refractive Index: 1.473
• Storage Temp.: 2-8°C
• PKA: 13.66±0.20(Predicted)
• CAS DataBase Reference: N-ACETOACETYLMORPHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ACETOACETYLMORPHOLINE(16695-54-8)
• EPA Substance Registry System: N-ACETOACETYLMORPHOLINE(16695-54-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 16695-54-8(Hazardous Substances Data)

Usage

General Description

N-Acetoacetylmorpholine is a chemical compound, also known under the registry number 1696-20-4, utilized in various industrial applications. It can be formed from the reaction between acetoacetic acid and morpholine - a heterocyclic amine. This chemical compound is a clear or light yellow liquid, with a unique structure including a five-membered morpholine ring. Due to its chemical properties, N-Acetoacetylmorpholine is frequently used as an intermediate in the production of pharmaceutical drugs and dyes. Its potential health hazards are yet to be fully understood, hence handling this chemical requires protective equipment and safe laboratory practices.

InChI:InChI=1/C8H13NO3/c1-7(10)6-8(11)9-2-4-12-5-3-9/h2-6H2,1H3

Upstream product

• 110-91-8 morpholine 
• 674-82-8 4-methyleneoxetan-2-one 
• 30645-78-4 3-(4-chloro-phenyl)-6-methyl-[1,3]oxazine-2,4-dione 
• 10128-60-6 3,6-dimethyl-2H-1,3-oxazine-2,4(3H)-dione 
• 34132-56-4 3-phenyl-3,4-dihydro-6-methyl-2H-1,3-oxazine-2,4-dione 
• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 59176-42-0 4-(2-chloro-3-oxo-butyryl)-morpholine 
• 1118-84-9 allyl acetoacetate 
• 25151-42-2 morpholinium acetate 
• 1694-31-1 tert-butyl acetoacetate 
• 105-45-3 acetoacetic acid methyl ester 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 83305-65-1 4-(2-benzyl-3-oxo-butyryl)-morpholine 
• 61418-24-4 2-(2-morpholin-4-yl-2-oxoethyl)benzoic acid 
• 671775-91-0 4-{6-methyl-5-(4-morpholinylcarbonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-4-pyrimidinyl}benzonitrile 
• 1398101-66-0 (2-methyl-4,6-diphenylpyridin-3-ylcarbonyl)(morpholin-4-yl)ketone 
• 1562660-76-7 6-[6-methyl-5-(morpholin-4-ylcarbonyl)-2-oxo-4-phenyl-3,4-dihydropyrimidin-1(2H)-yl]hexanoic acid 
• 1562660-86-9 4-[6-methyl-5-(morpholin-4-ylcarbonyl)-2-oxo-4-phenyl-3,4-dihydropyrimidin-1(2H)-yl]benzoic acid 
• 1562661-01-1 3-[6-methyl-5-(morpholin-4-ylcarbonyl)-2-oxo-4-phenyl-3,4-dihydropyrimidin-1(2H)-yl]benzoic acid 
• 1562661-07-7 4-{[6-methyl-5-(morpholin-4-ylcarbonyl)-2-oxo-4-phenyl-3,4-dihydropyrimidin-1(2H)-yl]methyl}benzoic acid 
• 1562660-67-6 4-[6-methyl-5-(morpholin-4-ylcarbonyl)-2-oxo-4-phenyl-3,4-dihydropyrimidin-1(2H)-yl]butanoic acid 
• 941120-54-3 [6-methyl-5-(morpholin-4-ylcarbonyl)-2-oxo-4-phenyl-3,4-dihydropyrimidin-1(2H)-yl]acetic acid 
• 65287-92-5 4-(2-benzoyloxy-3-oxo-butyryl)-morpholine 
• 425608-06-6 1-morpholino-2-(phenylthio)ethanone 
• 500587-68-8 1-morpholino-2-(p-tosyl)ethan-1-one 

Relevant articles and documents

Preparation of an ABC tricyclic model of the cylindrospermopsin alkaloids via a biomimetically inspired pathway

Two tricyclic guanidine model compounds 28 and 29 have been prepared in 12 steps from 1,5-pentanediol using a biomimetic synthetic approach. The pivotal reaction in the sequence is a tethered Biginelli condensation between 21/22 and β-keto esters 23 and 24. This journal is the Partner Organisations 2014.

Intermolecular acetoxyaminoalkylation of α-diazo amides with (diacetoxyiodo)benzene and amines

Multicomponent reactions of diazo compounds have attracted much attention in recent years. Such transformations are generally conducted by applying transition metal catalysis and involve the corresponding metal carbenes as key intermediates. In this letter, a metal-free three-component intermolecular acetoxyaminoalkylation of α-diazo amides with tertiary aryl amines and (diacetoxyiodo)benzene is presented.

Eco-friendly access to β-ketoamides: One-step catalyst-and solvent-free amidation of β-ketoesters under microwave irradiation

A highly efficient and facile catalyst- and solvent-free one step amidation of β-ketoesters, without using any additional reagents, is described. Therefore, β-ketoamides are obtained in good to excellent yields by condensation of β-ketoesters with various primary or secondary amines. This eco-friendly protocol has been developed under microwave irradiation.