52800-47-2

Basic information

• Product Name: 3-(benzyloxy)benzene-1,2-diol
• Synonyms: 3-(benzyloxy)benzene-1,2-diol;3-(Benzyloxy)pyrocatechol
• CAS NO: 52800-47-2
• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.23258
• EINECS: -0
• Mol File: 52800-47-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 63-65℃
• Appearance: /
• Density: 1.264
• CAS DataBase Reference: 3-(benzyloxy)benzene-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(benzyloxy)benzene-1,2-diol(52800-47-2)
• EPA Substance Registry System: 3-(benzyloxy)benzene-1,2-diol(52800-47-2)

Safety Data

• Hazardous Substances Data: 52800-47-2(Hazardous Substances Data)

Usage

General Description

3-(benzyloxy)benzene-1,2-diol, also known as benzyl resorcinol, is a chemical compound composed of a benzene ring with two hydroxyl groups and a benzyloxy group attached. It is used in various cosmetic and skincare products for its skin lightening and brightening properties, and as a fragrance ingredient. Benzyl resorcinol is also used in the pharmaceutical industry for its potential antiseptic and antifungal properties. It has been shown to inhibit the enzyme tyrosinase, which is involved in the production of melanin, and therefore has potential applications in the treatment of hyperpigmentation and skin discoloration. Additionally, it has also shown promise as an ingredient in sunscreen formulations due to its ability to absorb UV radiation. Overall, 3-(benzyloxy)benzene-1,2-diol is a versatile compound with various potential industrial and medicinal applications.

Upstream product

• 100-39-0 benzyl bromide 
• 87-66-1 2-hydroxyresorcinol 
• 103215-00-5 4-(benzyloxy)-2-ethoxybenzo[d][1,3]dioxole 
• 103214-99-9 2-ethoxy4-hydroxy-1,3-benzodioxol 
• 100-44-7 benzyl chloride 

Downstream Products

• 103215-06-1 3'-benzyloxybenzo-15-crown-5 
• 103215-05-0 3'-benzyloxybenzo-18-crown-6 
• 52249-83-9 1-(benzyloxy)-2,3-dimethoxybenzene 
• 103215-01-6 1-Benzyloxy-2,3-bis<2-hydroxyethoxy>benzol 
• 535967-55-6 2,3-bis(2'-methoxyethoxy)-1-benzyloxybenzene 
• 535967-58-9 2,3-bis(2'-(2''-methoxyethoxy)ethoxy)-1-benzyloxybenzene 
• 535967-60-3 2,3-bis(2'-(2''-(2'''-methoxyethoxy)ethoxy)ethoxy)-1-benzyloxybenzene 
• 913985-88-3 4-bromo-2,3-dimethoxy-1-benzyloxybenzene 
• 913985-90-7 N-[2-(4-hydroxy-2,3-dimethoxy-phenyl)-ethyl]-acetamide 
• 770686-91-4 4-benzyloxy-2,3-dimethoxyphenethylamine 
• 913985-89-4 N-[2-(4-benzyloxy-2,3-dimethoxy-phenyl)-ethyl]-acetamide 
• 69471-04-1 4-benzyloxy-2,3-dimethoxybenzaldehyde 
• 19587-73-6 2.3-Dimethoxy-4-benzyloxy-benzylalkohol 
• 535967-56-7 2,3-bis(2'-methoxyethoxy)phenol 

Relevant articles and documents

BIOMARKER PANEL TARGETED TO DISEASES DUE TO MULTIFACTORIAL ONTOLOGY OF GLYCOCALYX DISRUPTION

The present disclosure provides biomarkers useful as companion diagnostics for detecting glycocalyx-based disease that is amenable to treatment using compounds designed for improving the condition of the glycocalyx and/or reducing inflammation and/or oxidative damage, as well as related compositions, kits, and methods.

Synthesis of photochromic benzopyrans annulated by 15(18)-crown-5(6) ether

The reaction of hydroxy-substituted benzo-15(18)-crown-5(6) ether or benzo-18-crown-6 ether with β-phenylcinnamaldehyde in the presence of titanium tetraethoxide yielded crown-annulated 2,2-diphenylbenzopyrans. The compounds are photochromic, and the spectral characteristics of their colored form are unusual for this class of chromenes.

Synthesis and Characterization of Crowned 1,4-Benzoquinones as Ionophore-Dienophile (Redox) Combined Systems: Double Interaction with Catecholamines and Tryptamine

The crowned 1,4-benzoquinones (1) (15-crown-5) and (2) (18-crown-6) have been synthesized from pyrogallol (3) by: (1) the selective monobenzylation (4); (2) crown ether formation using a pyrocatechols (5) and (6); (3) debenzylation (7) and (8); and (4) oxidation to 1,4-benzoquinones.Both compounds (1) and (2) underwent smooth Diels-Alder reactions with cyclopentadiene (25 deg C), thebaine (80 deg C), and buta-1,3-diene (BF3*Et2O, 0 deg C).The cyclopentadiene adducts (11) and (12) were photochemically transformed into the cage compounds (13) and (14), while the thebaine adducts (15) and (16) were smoothly converted into the hydroquinone derivatives (17) and (18) by silicic acid.The butadiene adducts (19) and (20) were transformed into the crowned naphthoquinones (23) and (24) in high yields.The redox potentials of these crowned quinones in the presence of alkali-metal ions were studied by cyclic voltammetry.The specific interaction between compound (2) and tryptamine, dopamine, and homoveratrylamine via ion-binding and charge-transfer complex formation was evidenced by u.v. spectroscopic studies.