Alaninol is the organic compound with the formula CH3CH(NH2)CH2OH. A colorless solid, the compound is classified as an amino alcohol. It can be generated by converting the carboxylic group of alanine to an alcohol with a strong reducing agent such as lithium aluminium hydride.[1] The compound is chiral, and as is normal for chiral compounds, the physical properties of the racemate differ somewhat from those of the enantiomers. It is a precursor to numerous chiral ligands used in asymmetric catalysis.[2] The compound is an example of a 1,2-ethanolamine.[3]
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Names | |
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Preferred IUPAC name
2-Aminopropan-1-ol | |
Identifiers | |
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3D model (JSmol)
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ChEBI |
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ChEMBL |
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ChemSpider |
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ECHA InfoCard | 100.025.644 |
EC Number |
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PubChem CID
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UNII |
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CompTox Dashboard (EPA)
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Properties | |
C3H9NO | |
Molar mass | 75.111 g·mol−1 |
Appearance | colorless solid |
Melting point | 96 °C racemate 72-72 °C for R or S |
Boiling point | 174.5 °C (346.1 °F; 447.6 K) |
Hazards | |
GHS labelling: | |
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Danger | |
H314 | |
P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References
edit- ^ Dickman, D.A.; Meyers, A.I.; Smith, G.A.; Gawley, R.E. (1990). "Reduction of α-Amino Acids". Organic Syntheses. 7: 530. doi:10.15227/orgsyn.063.0136. Retrieved 21 December 2022.
- ^ Dawson, Graham J.; Frost, Christopher G.; Williams, Jonathan M.J.; Coote, Steven J. (1993). "Asymmetric palladium catalysed allylic substitution using phosphorus containing oxazoline ligands". Tetrahedron Letters. 34 (19): 3149–3150. doi:10.1016/S0040-4039(00)93403-8.
- ^ Martin Ernst; Johann-Peter Melder; Franz Ingo Berger; Christian Koch (2022). "Ethanolamines and Propanolamines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a10_001.pub2. ISBN 978-3527306732.