CAS 2044-64-6 Dimethylacetoacetamide (HCID 16278)

Overview

used in the production of polyester resins and insecticides; also used in hair colorants; structure in first source

Names & identifiers

Preferred name: Dimethylacetoacetamide
IUPAC: N,N-dimethyl-3-oxobutanamide
English name: N,N-Dimethylacetoacetamide
Molecular formula: C6H11NO2
Molecular weight: 129.16

Names & synonyms

N,N-DimethylacetoacetamideN,N-Dimethyl-3-oxobutanamide2044-64-6Butanamide, N,N-dimethyl-3-oxo-dimethylacetoacetamideACETOACETAMIDE, N,N-DIMETHYL-DTXSID80274547E2L0OAA4KNSC-524755DTXCID607454DMAAm cpdRefChem:161274

Show more names

DMAADMAA80Fanda DMAAFanda DMAA 80%DMAA 80% in H2OAKOS BBS-00006508TIMTEC-BB SBB007704N,N-Dimethylacetoace

218-059-8N,N-Dimethyl-3-oxobutyramideAcetylacetamide, N,N-dimethyl-MFCD00038243Dimethylamid kyseliny acetoctoveN-AcetoacetyldimethylamineCAS-2044-64-6dimethyl acetoacetamide

Database identifiers

CAS: 2044-64-6
PubChem CID: 16278
DTXSID: DTXSID8027454
ChEMBL: CHEMBL3185062
UNII: 7E2L0OAA4K
EC Number: 218-059-8
Nikkaji: J26.749J

Properties

Computed structural properties

XLogP: -0.4
Topological polar surface area: 37.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 9
Formal charge: 0
Complexity: 129

Experimental & physicochemical properties

Physical DescriptionLiquid

Physicochemical properties

Melting point: -55 °C · -55 °C
Boiling point: 105 °C · 105 °C(lit.)
Density: 1.067 g/mL · 1.067 g/mL at 25 °C
vapor pressure: 19.84 hPa · 19.84hPa at 25℃
refractive index: 20 · n20/D 1.447
Flash point: 252 °F · 252 °F
storage temp.: Inert atmosphere,Room Temperature
solubility: 2 O: · H2O: soluble
form: clear liquid
pka: 12.82 · 12.82±0.46(Predicted)
color: 350 · APHA: ≤350
Water Solubility: hydrolysis SLOWLY
BRN: 1755038 · 1755038
InChI: 1S/C6H11NO2/c1-5(8)4-6(9)7(2)3/h4H2,1-3H3
InChIKey: YPEWWOUWRRQBAX-UHFFFAOYSA-N
SMILES: CN(C)C(=O)CC(C)=O
LogP: 0.91 at · 0.91 at 25℃
CAS DataBase Reference: 2044 · 2044-64-6(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 7 E2L0OAA4K · 7E2L0OAA4K
NIST Chemistry Reference: N,N-Dimethylacetoacetamide(2044-64-6)
EPA Substance Registry System: -3 · Butanamide, N,N-dimethyl-3-oxo- (2044-64-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 320 · H320
Precautionary statements: 264 · P264-P305+P351+P338+P337+P313
PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Hazard Codes: N
Risk Statements: 36 · 36/37/38-51/53
Safety Statements: 26 · 26-36-61
RIDADR: 3082 · UN 3082 9 / PGIII
WGK Germany: -
RTECS: 4035000 · AK4035000
TSCA: TSCA listed
HS Code: 2924.19 · 2924.19.1150
Storage Class: 10 · 10 - Combustible liquids
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 87.1% (175 of 201) of all reports.

Warning

H315 (11.9%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 201 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Butanamide, N,N-dimethyl-3-oxo-

Butanamide, N,N-dimethyl-3-oxo- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanamide, N,N-dimethyl-3-oxo- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 18-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/12755

Butanamide, N,N-dimethyl-3-oxo-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (11.9%)

Safety data

PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk: -
tsca: TSCA listed
rtecs: AK4035000
ridadr: UN 3082 9 / PGIII
hs_code: 2924.19.1150
risk_code: 36/37/38-51/53
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: N
safety_code: 26-36-61
Storage Class: 10 - Combustible liquids
Hazard statements: H320
REACH Registrations: Active
Precautionary statements: P264-P305+P351+P338+P337+P313

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 250,000 - <550,000 lb

Consumer UsesSolvent

Industry UsesCatalyst

General Manufacturing Information · 2 items

All Other Chemical Product and Preparation Manufacturing

Butanamide, N,N-dimethyl-3-oxo-: ACTIVE

Applications · 4 items

DescriptionN,N-dimethylacetoacetamide is a clear, colorless to yellow liquid used as a general purpose, low color generating co-promoter for many unsaturated polyester (FRP) resin formulations. It is also used in the production of low VOC unsaturated polyester (FRP) systems for coatings and as an intermediate for the production of insecticides.

UsesN,N-Dimethylacetamide is used as intermediate for the production of insecticides, e.g. dicrotophos and as a promoter in unsaturated polyester resins. Product Data Sheet

UsesN,N-Dimethyl-3-oxobutanamide is used as a reactant in the asymmetric hydrogenation of functionalized ketones in presence of chiral bis(diphenylphosphino)binaphthyl ruthenium complex.

General DescriptionThe product is an 80% solution of N,N-dimethylacetoacetamide (DMAA) in water.