76280-60-9

Basic information

• Product Name: Benzenemethanol, 3,5-bis(methoxymethoxy)-
• CAS NO: 76280-60-9
• Molecular Formula: C11H16O5
• Molecular Weight: 228.245
• Mol File: 76280-60-9.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 3,5-bis(methoxymethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 3,5-bis(methoxymethoxy)-(76280-60-9)
• EPA Substance Registry System: Benzenemethanol, 3,5-bis(methoxymethoxy)-(76280-60-9)

Safety Data

• Hazardous Substances Data: 76280-60-9(Hazardous Substances Data)

Usage

Commonly known as

BMM
Chemical compound used as a building block in the synthesis of pharmaceuticals, agrochemicals, and advanced materials
Aromatic alcohol with two methoxymethoxy groups attached to the benzene ring at the 3 and 5 positions
Clear, colorless liquid with a slightly sweet odor
Used primarily as a solvent, intermediate, and coupling agent in various industrial processes
Applications in the production of polymers, resins, coatings, and adhesives
Versatile and valuable chemical for creating a wide range of useful products

Upstream product

• 76280-61-0 3,5-di-[(methoxymethyl)oxy]benzaldehyde 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 107-30-2 chloromethyl methyl ether 
• 76280-59-6 methyl 3,5-bis(methoxymethoxy)benzoate 

Downstream Products

• 144337-52-0 3,5-bis(methoxymethoxy)-1-<<(tert-butyldimethylsilyl)oxy>methyl>benzene 
• 574742-56-6 3,5-bis-methoxymethoxybenzyl chloride 
• 252679-37-1 4-((2E)-3,7-dimethyl-2,6-octadienyl)-3,5-bis(methoxymethoxy)benzyl alcohol 
• 853786-30-8 (2S,3S)-6-[(E)-2-(3,5-Bis-methoxymethoxy-phenyl)-vinyl]-3-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-2-methoxymethoxymethyl-2,3-dihydro-benzo[1,4]dioxine 
• 71022-96-3 (+/-)-3'-acetoxyolivetol 
• 76280-66-5 2'-Acetoxyolivetol 
• 76280-67-6 1-(3,5-Bis-phenyl)-2-pentanol 
• 76280-63-2 1-(3,5-Bis-phenyl)-3-oxo-1-pentene 
• 76280-65-4 1-(3,5-Bis-phenyl)-3-pentanone 
• 76280-68-7 1-(2-Acetoxypentyl)-3,5-bis-benzene 
• 76280-64-3 2-(3,5-Bis-phenyl)-2-(1-hydroxy-1-butyl)-1,3-dithiane 
• 76280-69-8 1-(3,5-Bis-phenyl)-3-pentanol 
• 76280-62-1 2-(3,5-Bis-phenyl)-1,3-dithiane 
• 76280-70-1 1-(3-Acetoxypentyl)-3,5-bis-benzene 

Relevant articles and documents

Stereoselective Synthesis of Baulamycin A

New structural classes of antibiotics are rare, structurally novel broad-spectrum antibiotics exceptionally so. The recently discovered baulamycins constitute a remarkable example of these highly prized compounds and, as such, have attracted considerable attention in the form of both synthetic efforts and biological studies. For the first time, we report a gram-scale preparation of the common carbon framework of the baulamycin family, as well as the total synthesis of its most potent member, baulamycin A. Our approach employs highly stereoselective, catalyst-controlled asymmetric conjugate additions to thioesters to set key stereocenters, as well as the first reported use of "dry ozonolysis" to reveal a masked carboxylic acid in the total synthesis of a natural product.

New multi-target-directed small molecules against Alzheimer's disease: A combination of resveratrol and clioquinol

Alzheimer's disease (AD) is currently one of the most difficult and challenging diseases to treat. Based on the 'multi-target-directed ligands' (MTDLs) strategy, we designed and synthesised a series of new compounds against AD by combining the pharmacophores of resveratrol and clioquinol. The results of biological activity tests showed that the hybrids exhibited excellent MTDL properties: a significant ability to inhibit self-induced β-amyloid (Aβ) aggregation and copper(ii)-induced Aβ aggregation, potential antioxidant behaviour (ORAC-FL value of 0.9-3.2 Trolox equivalents) and biometal chelation. Among these compounds, (E)-5-(4-hydroxystyryl)quinoline-8-ol (10c) showed the most potent ability to inhibit self-induced Aβ aggregation (IC50 = 8.50 μM) and copper(ii)-induced Aβ aggregation and to disassemble the well-structured Aβ fibrils generated by self- and copper(ii)-induced Aβ aggregation. Note that 10c could also control Cu(i/ii)-triggered hydroxyl radical (OH) production by halting copper redox cycling via metal complexation, as confirmed by a Cu-ascorbate redox system assay. Importantly, 10c did not show acute toxicity in mice at doses of up to 2000 mg kg-1 and was able to cross the blood-brain barrier (BBB), according to a parallel artificial membrane permeation assay. These results indicate that compound 10c is a promising multifunctional compound for the development of novel drugs for AD. This journal is the Partner Organisations 2014.

Scope and limitations of the Heck-Matsuda-coupling of phenol diazonium salts and styrenes: A protecting-group economic synthesis of phenolic stilbenes

4-Phenol diazonium salts undergo Pd-catalyzed Heck reactions with various styrenes to 4′-hydroxy stilbenes. In almost all cases higher yields and fewer side products were observed, compared to the analogous 4-methoxy benzene diazonium salts. In contrast, the reaction fails completely with 2- and 3-phenol diazonium salts. For these substitution patterns the methoxy-substituted derivatives are superior. The Royal Society of Chemistry 2013.