27091-70-9

Basic information

• Product Name: N-ACETYL-3-OXOBUTANAMIDE
• Synonyms: N-ACETYL-3-OXOBUTANAMIDE
• CAS NO: 27091-70-9
• Molecular Formula: C6H9NO3
• Molecular Weight: 143.14
• Mol File: 27091-70-9.mol

Chemical Properties

• Melting Point: 89-91 °C
• Boiling Point: 283.5±23.0 °C(Predicted)
• Appearance: /
• Density: 1.120±0.06 g/cm3(Predicted)
• PKA: 9.48±0.46(Predicted)
• CAS DataBase Reference: N-ACETYL-3-OXOBUTANAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ACETYL-3-OXOBUTANAMIDE(27091-70-9)
• EPA Substance Registry System: N-ACETYL-3-OXOBUTANAMIDE(27091-70-9)

Safety Data

• Hazardous Substances Data: 27091-70-9(Hazardous Substances Data)

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 13435-12-6 N-Trimethylsilylacetamide 
• 60-35-5 acetamide 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 

Relevant articles and documents

Zinc carbenoid-mediated chain extension of β-keto amides

The reaction of β-keto amides with ethyl(iodomethyl)zinc provides access to a wide variety of γ-keto amides, including primary, secondary, and tertiary amides. Although the reaction of α-substituted β-keto amides are in many cases unsatisfactory, the method can be applied to a broad spectrum of substrates that possess imide and olefinic functionality.

Reductions with NADH Models. 3. The High Reactivity of Hantzsch Amides

Aromatic ketones and aldehydes are rapidly reduced by various 1,4-dihydropyridines, several of which can be considered to be a model of NADH.The reducing agents bear amide groups and are closely related to Hantzsch esters.They exhibit the highest reactivity among NADH models so far described.In some cases, the rate and completeness of reduction by Hantzsch amides compare favorably with those of reduction by the usually employed metal hydrides.

Synthesis of N-Acylacetoacetamide using 2,2,6-Trimethyl-1,3-dioxin-4-one

Diketene-acetone adduct (2,2,6-trimethyl-1,3-dioxin-4-one) 1 reacts with amide NH to give the corresponding N-acetoacetates 2.Formamide and basic amides such as picolinamide, on treatment with the adduct, are transformed to the N-acyl-2,6-dimethyl-4-oxo-4H-pyran-3-carboxamide (4a and 4p) together with the corresponding N-acetoacetates.Keywords--diketene-acetone adduct; 1,3-dioxin-4-one; acetylketene; diketene; acetoacetylation; 4-pyrone derivatives; N-acylacetoacetamide

1,3-Oxazines and Related Compounds. V. N-Acylacetylation of Carboxamides with the Diketene-Halotrimethylsilane System or Acyl Meldrum's Acids

Various aliphatic and aromatic carboxamides smoothly underwent N-acetoacetylation by means of the diketene-iodotrimethylsilane system to give the corresponding N-acetoacetyl derivatives.The diketene-bromotrimethylsilane system was found to be very efficient for N-acetoacetylation of unsaturated carboxamides such as acrylamide and methacrylamide.In addition, acyl Meldrum's acids proved effective for N-acylacetylation of carboxamides, especially heterocyclic carboxamides such as picolinamides.Keywords: carboxamide; acylacetylation; diketene; iodotrimethylsilane; bromotrimethylsilane; acyl Meldrum's acid