Description
(E)-3-Aminoacrylaldehyde (CAS No. 28636-16-0) is a high-purity organic compound with the molecular formula C3H5NO. This unsaturated aldehyde features an amino group conjugated to an acrylaldehyde backbone, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its IUPAC name, (E)-3-aminoprop-2-enal, reflects its trans-configuration, which is critical for stereospecific reactions. Available as a clear to pale-yellow liquid, this compound is rigorously tested for purity and stability, ensuring optimal performance in sensitive applications. Suitable for use in cross-coupling reactions, heterocycle synthesis, and as a building block for bioactive molecules, (E)-3-Aminoacrylaldehyde is an essential reagent for researchers in medicinal chemistry and materials science. Store under inert conditions at recommended temperatures to maintain integrity.
Properties
- CAS Number: 28636-16-0
- Complexity: 48.9
- IUPAC Name: (E)-3-aminoprop-2-enal
- InChI: InChI=1S/C3H5NO/c4-2-1-3-5/h1-3H,4H2/b2-1+
- InChI Key: UCRYVFBKCBUURB-OWOJBTEDSA-N
- Exact Mass: 71.037113783
- Molecular Formula: C3H5NO
- Molecular Weight: 71.08
- SMILES: C(=C/N)C=O
- Topological: 43.1
- Monoisotopic Mass: 71.037113783
- Synonyms: (E)-3-Aminoacrylaldehyde, 28636-16-0, 2-Propenal, 3-amino-, (2E)- (9CI), (E)-3-aminoprop-2-enal, 3-Aminoacrolein, (2E)-3-AMINOPROP-2-ENAL, 25186-34-9, 3-aminoacrylaldehyde, 2-Propenal, 3-amino- (9CI), beta-aminoacrolein, 3-imino-propen-1-ol, SCHEMBL3202034, (z)-3-imino-1-propen-1-ol, SCHEMBL11813926, SCHEMBL15324193, MFCD19227942, AKOS006377810, AS-61430, W10858
Application
(E)-3-Aminoacrylaldehyde serves as a versatile precursor in the synthesis of heterocyclic compounds, particularly in the preparation of pyridines and pyrroles. Its conjugated system enables participation in Michael additions and cyclocondensation reactions, valuable for pharmaceutical intermediates. Researchers also utilize it in the development of fluorescent probes and polymerizable monomers due to its reactive aldehyde and amino functionalities.
Safety and Hazards
GHS Hazard Statements
- H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
- H311 (100%): Toxic in contact with skin [Danger Acute toxicity, dermal]
- H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
- H331 (100%): Toxic if inhaled [Danger Acute toxicity, inhalation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
- H412 (100%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
Precautionary Statements
- P260, P261, P262, P264, P270, P271, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P330, P361+P364, P363, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 3 (100%)
- Acute Tox. 3 (100%)
- Skin Corr. 1B (100%)
- Acute Tox. 3 (100%)
- STOT SE 3 (100%)
- Aquatic Chronic 3 (100%)
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