Tyrosinol

Tyrosinol
	; L-Tyrosinol (left) and D-tyrosinol (right)
Names
	IUPAC name 4-(2-Amino-3-hydroxypropyl)phenol
	Other names β-amino-4-hydroxybenzenepropanol
Identifiers
CAS Number	500-88-9 ; L: 5034-68-4; D: 58889-64-8;
3D model (JSmol)	Interactive image; L: Interactive image; D: Interactive image;
ChemSpider	477110; L: 133302;
PubChem CID	548190; L: 151247; D: 2734052;
CompTox Dashboard (EPA)	L: DTXSID10198381; D: DTXSID30370102;
	InChI InChI=1S/C9H13NO2/c10-8(6-11)5-7-1-3-9(12)4-2-7/h1-4,8,11-12H,5-6,10H2 Key: DBLDQZASZZMNSL-UHFFFAOYSA-N; L: InChI=1S/C9H13NO2/c10-8(6-11)5-7-1-3-9(12)4-2-7/h1-4,8,11-12H,5-6,10H2/t8-/m0/s1 Key: DBLDQZASZZMNSL-QMMMGPOBSA-N; D: InChI=1S/C9H13NO2/c10-8(6-11)5-7-1-3-9(12)4-2-7/h1-4,8,11-12H,5-6,10H2/t8-/m1/s1 Key: DBLDQZASZZMNSL-MRVPVSSYSA-N;
	SMILES C(C(CO)N)C1=CC=C(O)C=C1; L: C1=CC(=CC=C1C[C@@H](CO)N)O; D: C1=CC(=CC=C1C[C@H](CO)N)O;
Properties
Chemical formula	C9H13NO2
Molar mass	167.208 g·mol−1
Appearance	white solid
Melting point	91.4–92.1 °C (196.5–197.8 °F; 364.5–365.2 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Tyrosinol is an organic compound with the formula HOC₆H₄CH₂CH(NH₂)CH₂OH. A colorless or white solid, it is produced by the reduction of the amino acid tyrosine with borane dimethylsulfide.^[1] The compound, which is chiral, is an example of a 1,2-ethanolamine as well as a phenethylamine.^[2]

Related compounds

^ Phoon, Chee Wee; Abell, Chris (1998). "Solid Phase Aldol and Conjugate Addition Reactions Using Evans' Oxazolidinone Chiral Auxiliary". Tetrahedron Letters. 39 (17): 2655–2658. doi:10.1016/S0040-4039(98)00230-5.
^ 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.