3,4-Dihydroxyphenylglycol

Base Information

• Chemical Name: 3,4-Dihydroxyphenylglycol
• CAS No.: 28822-73-3
• Molecular Formula: C8H10O4
• Molecular Weight: 170.165
• Hs Code.: 2907299090
• European Community (EC) Number: 249-260-9
• NSC Number: 92532
• UNII: UEH9K539KJ
• DSSTox Substance ID: DTXSID20865451
• Nikkaji Number: J45.947J
• Wikipedia: Dihydroxyphenylethylene_glycol
• Wikidata: Q262270
• Metabolomics Workbench ID: 37201
• Mol file: 28822-73-3.mol

Synonyms:3,4-dihydroxyphenylglycol;3,4-dihydroxyphenylglycol , DL-;DHPG;dihydroxyphenylethylene glycol;dihydroxyphenylethylene glycol, (+-)-isomer;dihydroxyphenylethylene glycol, (S)-isomer;dihydroxyphenylglycine;DOPEG

Chemical Property of 3,4-Dihydroxyphenylglycol

Chemical Property:

• Appearance/Colour: crystalline solid
• Vapor Pressure: 5.29E-09mmHg at 25°C
• Melting Point: 128-129oC
• Refractive Index: 1.664
• Boiling Point: 453.2 °C at 760 mmHg
• PKA: 9.56±0.10(Predicted)
• Flash Point: 236.6 °C
• PSA: 80.92000
• Density: 1.481 g/cm³
• LogP: 0.12350
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water
• XLogP3: -1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 170.05790880
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

99.5% ^*data from raw suppliers

rac 3,4-Dihydroxyphenylethylene Glycol-d3 ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C1=CC(=C(C=C1C(CO)O)O)O
• Uses: A metabolite of Catecholamines. A labelled metabolite of Catecholamines

Technology Process of 3,4-Dihydroxyphenylglycol

There total 12 articles about 3,4-Dihydroxyphenylglycol 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: 80.0%

2-hydroxy-3′,4′-dihydroxyacetophenone (29477-54-1) → 3,4-dihydroxyphenylethyleneglycol (28822-73-3,3343-19-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 9h; under 2585.81 Torr;

DOI:10.3390/molecules24183239

Reference yield:

4-(1-hydroxy-2,2-dimethoxyethyl)benzene-1,2-diol → hydroxytyrosol (10597-60-1) + 3,4-dihydroxyphenylethyleneglycol (28822-73-3,3343-19-9) + 2-hydroxy-3′,4′-dihydroxyacetophenone (29477-54-1) + 4-methyl-1,2-dihydroxybenzene (452-86-8)

Guidance literature:

With hydrogen; In water; at 90 ℃; for 5h; under 2250.23 Torr; Pressure; Temperature; Autoclave;

DOI:10.1002/cssc.201800684

Reference yield:

1-<3,4-Benzyloxy-phenyl>-aethylenglykol (100434-10-4) → 3,4-dihydroxyphenylethyleneglycol (28822-73-3,3343-19-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00341a035

upstream raw materials:

1-<3,4-Benzyloxy-phenyl>-aethylenglykol

3,4-dibenzyloxybenzaldehyde

3,4-Dibenzyloxy-mandelsaeure-aethylester

3,4-Dibenzyloxy-mandelsaeurenitril-acetat

Downstream raw materials:

2-hydroxy-3′,4′-dihydroxyacetophenone

C₂₀H₆F₂₀O₈

Refernces

• 1、 Kalampaliki, Amalia D.,Giannouli, Vassiliki,Skaltsounis, Alexios-Leandros,Kostakis, Ioannis K.. "A three-step, gram-scale synthesis of hydroxytyrosol, hydroxytyrosol acetate, and 3,4-dihydroxyphenylglycol". . . Retrieved 2019/09/09.
• 2、 Ito, Shosuke,Yamanaka, Yuta,Ojika, Makoto,Wakamatsu, Kazumasa. "The metabolic fate of ortho-quinones derived from catecholamine metabolites". . . Retrieved 2016/02/05.