| Identification | More | [Name]
ETHYL 3-AMINOCROTONATE | [CAS]
626-34-6 | [Synonyms]
3-AMINOCROTONIC ACIDETHYL ESTER
AURORA KA-7376
ETHYL 3-AMINOCROTONATE
(Z)-ETHYL 3-AMINOBUT-2-ENOATE
Ethyl (2Z)-3-amino-2-butenoate
Ethyl 3-aminocrotonate, 98+%
2-Butenoic acid, 3-amino-, ethyl ester, (2Z)-
trans-3-amino-but-2-enoic acid ethyl ester
(2Z)-3-Amino-2-butenoic acid ethyl ester
(Z)-3-Aminocrotonic acid ethyl
(Z)-3-Aminocrotonic acid ethyl ester | [EINECS(EC#)]
230-782-0 | [Molecular Formula]
C6H11NO2 | [MDL Number]
MFCD02730138 | [Molecular Weight]
129.16 | [MOL File]
626-34-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
33-35 °C (lit.) | [Boiling point ]
210-215 °C (lit.) | [density ]
1.022 g/mL at 25 °C(lit.)
| [refractive index ]
1.4990 | [Fp ]
207 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
5.32±0.70(Predicted) | [Appearance]
Off-white to light yellow <33°C Solid,>35°C Liquid | [Water Solubility ]
Soluble in water (26 g/L) (25°C). | [Sensitive ]
Air & Moisture Sensitive & Hygroscopic | [BRN ]
471284 | [InChI]
InChI=1S/C6H11NO2/c1-3-9-6(8)4-5(2)7/h4H,3,7H2,1-2H3/b5-4- | [InChIKey]
YPMPTULBFPFSEQ-PLNGDYQASA-N | [SMILES]
C(OCC)(=O)/C=C(\N)/C | [LogP]
0.390 (est) | [CAS DataBase Reference]
626-34-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns.
R36/37:Irritating to eyes and respiratory system . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
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) . | [RIDADR ]
UN 3263 8/PG 2
| [WGK Germany ]
3
| [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29224999 |
| Hazard Information | Back Directory | [Uses]
Ethyl 3-aminocrotonate, is used as an intermediate in organic synthesis. It is also used as an active ingredient in pharmaceutical synthesis and feed auxiliary agent. It is also used as an active pharmaceutical intermediate. | [Synthesis]
Example 9: Preparation of ethyl 3-aminocrotonate was carried out using continuous flow experiments. The experiments were carried out in a 1.58 mm OD SS316 tubular reactor. By using a simple T-mixer and a 1 m long reactor, ethyl acetoacetate was mixed with ammonia (25% solution) in a ratio of 1:3 with a residence time of 22 min. The yield of the product ethyl 3-aminocrotonate was 94% at 50 °C. | [References]
[1] Comptes Rendus Chimie, 2011, vol. 14, # 5, p. 511 - 515
[2] Patent: WO2012/147103, 2012, A2. Location in patent: Page/Page column 7
[3] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1986, vol. 35, p. 1438 - 1442
[4] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1986, # 7, p. 1586 - 1592
[5] European Journal of Medicinal Chemistry, 2018, vol. 155, p. 946 - 960 |
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