2-(4-Hydroxyphenyl)ethanol

Base Information

• Chemical Name: 2-(4-Hydroxyphenyl)ethanol
• CAS No.: 501-94-0
• Molecular Formula: C8H10O2
• Molecular Weight: 138.166
• Hs Code.: 29072900
• European Community (EC) Number: 207-930-8
• NSC Number: 59876
• UNII: 1AK4MU3SNX
• DSSTox Substance ID: DTXSID8060111
• Nikkaji Number: J68J
• Wikipedia: Tyrosol
• Wikidata: Q402607
• Metabolomics Workbench ID: 38507
• ChEMBL ID: CHEMBL53566
• Mol file: 501-94-0.mol

Synonyms:2-(4-hydroxyphenyl)ethyl acetate;4-hydroxybenzeneethanol;4-hydroxyphenylethanol;beta-(4-hydroxyphenyl)ethanol;n-tyrosol;p-hydroxyphenylethanol;p-tyrosol;para-hydroxyphenylethanol;tyrosol;tyrosol acetate

Chemical Property of 2-(4-Hydroxyphenyl)ethanol

Chemical Property:

• Appearance/Colour: off-white to light beige crystals or crystalline
• Vapor Pressure: 0.00113mmHg at 25°C
• Melting Point: 89-92 °C(lit.)
• Refractive Index: 1.577
• Boiling Point: 287.8 °C at 760 mmHg
• PKA: 10.17±0.13(Predicted)
• Flash Point: 143.2 °C
• PSA: 40.46000
• Density: 1.168 g/cm³
• LogP: 0.92700
• Storage Temp.: Store below +30°C.
• Solubility.: 124g/l
• Water Solubility.: slightly soluble
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 138.068079557
• Heavy Atom Count: 10
• Complexity: 85.3

Purity/Quality:

99%, ^*data from raw suppliers

Tyrosol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCO)O
• Recent ClinicalTrials: Effects on Cardiovascular Risk Factors of the Endogenous Hydroxytyrosol Generation After the Combined Intake of Wine and Tyrosol in Humans
• Description: Phenylalanine is an amino acid, which are the building blocks of proteins in your body. This molecule exists in two forms or arrangements: L-phenylalanine and D-phenylalanine. They’re nearly identical but have a slightly different molecular structure. The L-form is found in foods and used to produce proteins in your body, while the D-form can be synthesized for use in certain medical applications . Your body is unable to produce enough L-phenylalanine on its own, so it’s considered an essential amino acid that must be obtained through your diet. It’s found in a wide variety of foods — both plant and animal sources. In addition to its role in protein production, phenylalanine is used to make other important molecules in your body, several of which send signals between different parts of your body. Phenylalanine has been studied as a treatment for several medical conditions, including skin disorders, depression and pain. However, it can be dangerous for people with the genetic disorder phenylketonuria (PKU).
• Uses: L-phenylalanine (LPA) serves as a building block for the various proteins that are produced in the body. LPA can be converted to L-tyrosine (another amino acid ) and subsequently to L-dopa, norepinephrine, and epinephrine . LPA can also be converted (through a separate pathway) to phenylethylamine, a substance that occurs naturally in the brain and appears to elevate mood. Phenolic antioxidant. Tyrosol (Metoprolol EP Impurity G) is a phenolic antioxidant.

Technology Process of 2-(4-Hydroxyphenyl)ethanol

There total 104 articles about 2-(4-Hydroxyphenyl)ethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

1-methylsulfanylmethoxy-4-(2-methylsulfanylmethoxy-ethyl)-benzene → p-hydroxyphenethyl alcohol (501-94-0)

Guidance literature:

With methanol; iodine; at 50 ℃; for 3.5h;

DOI:10.1016/j.tetlet.2004.02.039

Reference yield: 95.0%

tert-butyl(4-(2-(tert-butyldimethylsilyloxy)ethyl)phenoxy)dimethylsilane (96013-68-2) → p-hydroxyphenethyl alcohol (501-94-0)

Guidance literature:

With methanol; trimethylsilyl bromide; at 20 ℃; for 5h; chemoselective reaction;

DOI:10.1039/b803949f

Reference yield: 94.0%

1-methoxymethoxy-4-(2-methoxymethoxy-ethyl)-benzene → p-hydroxyphenethyl alcohol (501-94-0)

Guidance literature:

With methanol; iodine; at 50 ℃; for 34h;

DOI:10.1016/j.tetlet.2004.02.039

upstream raw materials:

tyrosamine

4-hydroxy-phenethyl iodide

4-(2-chloroethyl)phenol

N,N-dimethyltyramine

Downstream raw materials:

2-(4-hydroxyphenyl)ethyl acetate

2-(4-acetoxyphenyl)ethyl acetate

2-(4-(hexyloxy)phenyl)ethanol

O,O-dibenzoyltyrosol

Refernces

• 1、 Tanahashi, Takao,Watanabe, Hiroko,Itoh, Atsuko,Nagakura, Naotaka,Inoue, Kenichiro,et al.. "A SECOIRIDOID GLUCOSIDE FROM FRAXINUS FORMOSANA". . p. 2143 - 2145. Retrieved 1992.
• 2、 Zhao, Mingtao,Hong, Xulin,Abdullah,Yao, Ruilian,Xiao, Yi. "Rapid biosynthesis of phenolic glycosides and their derivatives from biomass-derived hydroxycinnamates". supporting information. p. 838 - 847. Retrieved 2021/02/09.
• 3、 Mannerstedt, Karin,Mishra, Narendra Kumar,Engholm, Ebbe,Lundh, Morten,Madsen, Charlotte S.,Pedersen, Philip J.,Le-Huu, Priska,Pedersen, S?ren L.,Buch-M?nson, Nina,Borgstr?m, Bj?rn,Brimert, Thomas,Fink, Lisbeth N.,Fosgerau, Keld,Vrang, Niels,Jensen, Knud J.. "An Aldehyde Responsive, Cleavable Linker for Glucose Responsive Insulins". supporting information. p. 3166 - 3176. Retrieved 2021/01/21.