Tyrosinol

Tyrosinol
Names
	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	(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.

Names

Other names β-amino-4-hydroxybenzenepropanol
Identifiers
CAS Number	500-88-9^Y (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	(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