88755-15-1

Basic information

• Product Name: Benzene, 4-methoxy-1,2-bis(phenylmethoxy)-
• CAS NO: 88755-15-1
• Molecular Formula: C21H20O3
• Molecular Weight: 320.388
• Mol File: 88755-15-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzene, 4-methoxy-1,2-bis(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 4-methoxy-1,2-bis(phenylmethoxy)-(88755-15-1)
• EPA Substance Registry System: Benzene, 4-methoxy-1,2-bis(phenylmethoxy)-(88755-15-1)

Safety Data

• Hazardous Substances Data: 88755-15-1(Hazardous Substances Data)

Upstream product

• 139-85-5 3,4-dihydroxybenzaldehyde 
• 100-44-7 benzyl chloride 
• 189082-97-1 3,4-bis(benzyloxy)phenyl formate 
• 100-39-0 benzyl bromide 
• 5447-02-9 3,4-dibenzyloxybenzaldehyde 
• 3934-97-2 4-methoxycatechol 
• 27688-86-4 3,4-dibenzyloxyphenol 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 88775-25-1 2-(4,5-dibenzyloxy-2-methoxyphenyl)-4-(3,4-methylenedioxyphenyl)-4-oxobutyramide 
• 88755-42-4 2-(4,5-dibenzyloxy-2-methoxyphenyl)-4-(3,4,-methylenedioxyphenyl)-4-oxobutyronitrile 
• 88775-48-8 4,5-dibenzyloxy-2-methoxy-3'4'-methylenedioxychalcone 
• 199438-60-3 8S-1,2-di-O-benzyl-3-(9'-drimen-11'-yl)-4-O-methylbenzenetriol 
• 251365-26-1 (3S,4R)-[(1S)-1-(4,5-dibenzyloxy-2-methoxyphenyl)-1-hydroxymethyl]-4-(3,4-methylenedioxybenzyl)dihydro-2(3H)-furanone 
• 69818-23-1 4-methoxy-[1,2]benzoquinone 
• 88755-14-0 4,5-dibenzyloxy-2-methoxybenzaldehyde 
• 3934-97-2 4-methoxycatechol 
• 208102-89-0 1,2-di-O-benzyl-3-(8'-drimen-11'-yl)-4-O-methylbenzenetriol 
• 199438-59-0 8S-1,2-di-O-benzyl-3-(11'-hydroxydriman-11'-yl)-4-O-methylbenzenetriol 
• 208102-90-3 1,2-di-O-benzyl-3-(11'-hydroxy-8'-drimen-11'-yl)-4-O-methylbenzenetriol 

Relevant articles and documents

Effects of electron-withdrawing substituents on DPPH radical scavenging reactions of protocatechuic acid and its analogues in alcoholic solvents

The DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging activity of protocatechuic acid (3,4-dihydroxybenzoic acid) and its related catechols was examined. Compounds possessing strong electron-withdrawing substituents showed high activity. NMR analysis of the reaction mixtures of catechols and DPPH radical in methanol showed the formation of methanol adducts. The results suggest that high radical scavenging activity of catechols in alcohol is due to a nucleophilic addition of an alcohol molecule on o-quinones, which leads to a regeneration of a catechol structure. Furthermore, the radical scavenging activity in alcohols would largely depend on the electron-withdrawing/donating substituents, since they affect the susceptibility toward nucleophilic attacks on o-quinone.

Synthesis of wiendendiol-A and wiedendiol-B from Labdane diterpenes

Two efficient enantiospecific syntheses of wiedendiol-A (1) from (-)- sclareol (7), via 11-bromo-8-drimene (11) and 8-drimen-11-al (3), are reported. The first enantiospecific synthesis of wiedendiol-B (2), via 85.95- driman-11-al (26), by two alternative routes starting from 7 and (+)-cis- abienol (8) is also described. 21 prepared from protocatchhualdehyde (17) was used as somatic synthon for preparing 1 and 2.

Mechanistic Studies of Selective Catechol Formation from o-Methoxyphenols using a Copper(II)-Ascorbic Acid-Dioxygen System

Mechanistic details of selective conversion of o-methoxyphenols to the corresponding catechols using a Cu2+-ascorbic acid-O2 system, were studied. 2,5-Dimethoxyphenol was converted predominantly to the o-demethylated compound and partially to the m-demethylated one.Anisole with no phenolic hydroxy group was much less reactive.When guaiacol (1). guaiacol and 2-methoxy-6-methoxyphenol was used as substrates, moderate intermolecular and intramolecular kinetic isotope effects were observed (1.4-1.9). Catechol was derived from 1 in nine-fold excess over catechol when the reaction was run in an 18O2 atmosphere with natural water as a solvent, though no catechol was formed when using natural O2 and H218O.It was determined that the Cu2+-ascorbic acid-O2 system operates in a monooxygenase mode because the oxygen atom of dioxygen (not water) was incorporated into the products, and this oxidative conversion proceeded mainly via ipso-substitution at the methoxy position, probably with hydroxyl radical coordinated to the cupric ion as the active oxygen species.