| Identification | More | [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 Properties | Back 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 Data | Back 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) . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2922500090 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow Oil | [Uses]
Ethyl 2-Dimethylaminomethylene-3-oxobutanoate (cas# 51145-57-4) is a compound useful in organic synthesis. | [Synthesis]
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 |
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