ChemicalBook--->CAS DataBase List--->51145-57-4

51145-57-4

51145-57-4 Structure

51145-57-4 Structure
IdentificationMore
[Name]

Ethyl 2-acetyl-3-(dimethylamino)acrylate
[CAS]

51145-57-4
[Synonyms]

2-ACETYL-3-DIMETHYLAMINO-ACRYLIC ACID ETHYL ESTER
ETHYL 2-ACETYL-3-(DIMETHYLAMINO)ACRYLATE
ETHYL N, N-DIMETHYLAMINOMETHYLENE ACETOACETATE
Ethyl (2E)-2-(dimethylaminomethylidene)-3-oxobutanoate
ethyl (2z)-2-acetyl-3-(dimethylamino)acrylate
Ethyl 2-[(dimethylamino)methylene]-3-oxo-Butanoicate
[Molecular Formula]

C9H15NO3
[MDL Number]

MFCD00087563
[Molecular Weight]

185.22
[MOL File]

51145-57-4.mol
Chemical PropertiesBack Directory
[Appearance]

Yellow Oil
[Melting point ]

41-44 °C(Solv: isopropyl ether (108-20-3))
[Boiling point ]

128°C 0,2mm
[density ]

1.038±0.06 g/cm3(Predicted)
[refractive index ]

1.5330-1.5370
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[solubility ]

Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
[form ]

Liquid
[pka]

3.52±0.70(Predicted)
[color ]

Pale red
[λmax]

304nm(EtOH(95vol%))(lit.)
[CAS DataBase Reference]

51145-57-4(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi,C
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R34:Causes burns.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
[RIDADR ]

UN2735
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

2922500090
Hazard InformationBack Directory
[Chemical Properties]

Yellow Oil
[Uses]

Ethyl 2-Dimethylaminomethylene-3-oxobutanoate (cas# 51145-57-4) is a compound useful in organic synthesis.
[Synthesis]

Ethyl acetoacetate

141-97-9

N,N-Dimethylformamide dimethyl acetal

4637-24-5

Butanoic acid, 2-[(diMethylaMino)Methylene]-3-oxo-, ethyl ester,(2Z)-

134653-70-6

The general procedure for the synthesis of ethyl (Z)-2-((dimethylamino)methylene)-3-oxobutanoate from ethyl acetoacetate and N,N-dimethylformamide dimethyl acetal was as follows: referring to Example 75, ethyl acetoacetate (79 mL, 0.62 mol) was added to N,N-dimethylformamide dimethyl acetal (100 mL, 0.68 mol) and the mixture was heated to reflux for 1 hour. Upon completion of the reaction, the excess acetal was removed by subtractive distillation, followed by subtractive distillation of the residue to afford the target product (Z)-ethyl (Z)-2-((dimethylamino)methylene)-3-oxobutanoate (85 g, 74% yield). The boiling point of the product was 125-130 °C (400 Pa).1H-NMR (CDCl3) δ: 1.33 (3H, t, J = 7.1 Hz), 2.33 (3H, s), 3.04 (6H, br s), 4.23 (2H, q, J = 7.1 Hz), 7.68 (1H, s).

[References]

[1] Patent: WO2006/73361, 2006, A1. Location in patent: Page/Page column 147
[2] Patent: US2007/244088, 2007, A1. Location in patent: Page/Page column 38
[3] Patent: US2008/9523, 2008, A1. Location in patent: Page/Page column 18; 19
[4] Patent: WO2008/4943, 2008, A1. Location in patent: Page/Page column 59
[5] Patent: WO2008/4942, 2008, A1. Location in patent: Page/Page column 56
Spectrum DetailBack Directory
[Spectrum Detail]

Ethyl 2-acetyl-3-(dimethylamino)acrylate(51145-57-4)1HNMR
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