Acetoacetamide, N,N-diethyl-
Basic information
- CAS
2235-46-3- Standard SMILES
CCN(CC)C(=O)CC(C)=O- InChIKey
NTMXFHGYWJIAAE-UHFFFAOYSA-N- Molecular formula
- C8H15NO2
- Average molar mass
- 157.21 g/mol
- Monoisotopic mass
- 157.11027872
Names & identifiers
- Preferred name
- Acetoacetamide, N,N-diethyl-
- IUPAC
- N,N-diethyl-3-oxobutanamide
- English name
- N,N-Diethylacetoacetamide
- Molecular formula
- C8H15NO2
- Molecular weight
- 157.21
Names & synonyms
N,N-DiethylacetoacetamideN,N-Diethyl-3-oxobutanamideDiethylacetoacetamideN,N-Diethyl-3-oxobutyramideButanamide, N,N-diethyl-3-oxo-ACETOACETAMIDE, N,N-DIETHYL-N-diethylacetoacetamideAcetoacetdiethylamideHSDB 2708PROMOTOR CEINECS 218-792-3AI3-06569
Show more names
DEAATetramidAKOS BBS-00006457Resveratrol Impurity 32N-ACETOACETYLDIETHYLAMINEn,n-diethyl-acetoacetamid
UNII-LG9561531VBRN 06364864-04-00-00409 (Beilstein Handbook Reference)N,NDiethylacetylacetamideEC 218-792-3DTXSID8052695N,NDiethylacetoacetamideN,NDiethyl3oxobutanamide
Database identifiers
- CAS
2235-46-3- PubChem CID
- 16699
- DTXSID
DTXSID8052695- UNII
- LG9561531V
- EC Number
- 218-792-3
- Nikkaji
- J26.748A
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 37.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 150
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
SpringerMaterials PropertiesDielectric constant
Density0.995 @ 20 °C/20 °C
Color/FormLIQUID
SolubilitySOLUBLE IN WATER
Flash Point
121 °C
250 °F.
Boiling PointDECOMPOSES
Melting PointFREEZING POINT: -70 °C
Physical DescriptionLiquid; [HSDB] Yellow or brown liquid; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- -73 °C · -73 °C
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 99.6% (266 of 267) of all reports.
Not Classified
Aggregated GHS information provided per 267 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Butanamide, N,N-diethyl-3-oxo-
REACH registered substance: N,N-diethyl-3-oxobutyramide (EC: 218-792-3)
Butanamide, N,N-diethyl-3-oxo-: Does not have an individual approval but may be used under an appropriate group standard
Fire PotentialSLIGHT, WHEN EXPOSED TO HEAT OR FLAME.
Hazards SummaryEmergency treatment: Irritants; [HSDB] A mild eye irritant; [RTECS] May cause irritation; [Alfa Aesar MSDS]
Hazard Classes and CategoriesNot Classified
Safety & protection
Fire Fighting ProceduresWATER, FOAM, ALCOHOL FOAM.
Toxicology
Non-Human Toxicity ExcerptsLIMITED ANIMAL EXPERIMENTS SUGGEST LOW TOXICITY.
Safety data
Chemistry & industry
Uses & manufacturing
Uses
Used as an intermediate for insecticides and pigments; [HSDB]
PRECURSOR IN INSECTICIDE SYNTHESIS (PHOSPHAMIDON)
INTERMEDIATE FOR PIGMENTS
Methods of ManufacturingDIKETENE DIMER + DIETHYLAMINE.
General Manufacturing InformationButanamide, N,N-diethyl-3-oxo-: ACTIVE
Applications
UsesN,N-Diethylacetoacetamide is used as intermediate for the manufacture of insecticides, e.g. phosphamidon Product Data Sheet
UsesN,N-Diethylacetoacetamide is an intermediate in the synthesis of Phosphamidon (E/Z mixture) (P353730), an organophosphate insecticide that acts as a cholinesterase inhibitor.
UsesN,N-Diethylacetoacetamide is a β-dicarbonyl compound that can be used to synthesize potent calcium channel blockers such as 2,6,6-trimethyl-3-diethylaminocarbonyl-4-aryl-5-oxo-1,4,5,6,7,8-hexahydroquinoline derivatives and N,N-diethyl-2,6,6-trimethyl-4-(3-nitrophenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxamide. It can also undergo Michael addition in the presence of bis(2,4-pentanedionato)nickel(II) catalyst.
Upstream & downstream products
Upstream raw materials
Related reactions
9 records
Compound notes
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