Alaninol

Alaninol
Names
	Preferred IUPAC name 2-Aminopropan-1-ol
Identifiers
CAS Number	racemate: 6168-72-5 ; (S): 2749-11-3 ; (R): 35320-23-1 ;
3D model (JSmol)	(S): Interactive image;
ChEBI	(S): CHEBI:78502;
ChEMBL	(S): ChEMBL1229871;
ChemSpider	(S): 72545;
ECHA InfoCard	100.025.644
EC Number	(S): 220-388-7;
PubChem CID	(S): 80307;
UNII	racemate: E8V71RA4B5 ; (S): V403GH89L1 ; (R): 770ZI70L3Q ;
CompTox Dashboard (EPA)	racemate: DTXSID50865762 ;
	InChI (S): InChI=1S/C3H9NO/c1-3(4)2-5/h3,5H,2,4H2,1H3/t3-/m0/s1 Key: BKMMTJMQCTUHRP-VKHMYHEASA-N;
	SMILES (S): CC(CO)N;
Properties
Chemical formula	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:
Pictograms
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 [77 °F], 100 kPa). Infobox references

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]

References

^ 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.

[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.

[Ullmann-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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