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Alaninol

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Alaninol
Names
Preferred IUPAC name 2-Aminopropan-1-ol
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.025.644 Edit this at Wikidata
EC Number
  • (S): 220-388-7
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • (S): InChI=1S/C3H9NO/c1-3(4)2-5/h3,5H,2,4H2,1H3/t3-/m0/s1Key: BKMMTJMQCTUHRP-VKHMYHEASA-N
SMILES
  • (S): CC(CO)N
Properties
Chemical formula C3H9NO
Molar mass 75.111 g·mol
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:
Pictograms GHS05: Corrosive
Signal word Danger
Hazard statements H314
Precautionary statements 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 , 100 kPa). Infobox references
Chemical compound

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. 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. The compound is an example of a 1,2-ethanolamine.

References

  1. 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.
  2. 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.
  3. 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.
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