1835-11-6

Basic information

• Product Name: 4-BENZYLOXY-3-METHOXYACETOPHENONE
• Synonyms: TIMTEC-BB SBB008382;1-(3-methoxy-4-(phenylmethoxy)phenyl)ethanone;4’-(benzyloxy)-3’-methoxy-acetophenon;Acetophenone, 4'-(benzyloxy)-3'-methoxy-;Ethanone, 1-(3-methoxy-4-(phenylmethoxy)phenyl)-;1-[4-(BENZYLOXY)-3-METHOXYPHENYL]ETHANONE;4'-BENZYLOXY-3'-METHOXYACETOPHENONE;4-BENZYLOXY-3-METHOXYACETOPHENONE
• CAS NO: 1835-11-6
• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.3
• Product Categories: Aromatic Acetophenones & Derivatives (substituted);Aromatics;Intermediates
• Mol File: 1835-11-6.mol
• Article Data: 51

Chemical Properties

• Melting Point: 85-87°C
• Boiling Point: 396.5 °C at 760 mmHg
• Flash Point: 185.2 °C
• Appearance: /
• Density: 1.115g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Acetonitrile (Slightly), Dichloromethane (Slightly), DMSO (Slightly, Heated)
• BRN: 1885776
• CAS DataBase Reference: 4-BENZYLOXY-3-METHOXYACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZYLOXY-3-METHOXYACETOPHENONE(1835-11-6)
• EPA Substance Registry System: 4-BENZYLOXY-3-METHOXYACETOPHENONE(1835-11-6)

Safety Data

• Safety Statements: 22-24/25
• RTECS: AM5966000
• Hazardous Substances Data: 1835-11-6(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Solid

Uses

Intermediate in the preparation of Epinephrine metabolites

Upstream product

• 100-44-7 benzyl chloride 
• 498-02-2 1-(3-methoxy-4-hydroxyphenyl)ethanone 
• 100-39-0 benzyl bromide 
• 77-78-1 dimethyl sulfate 
• 90-05-1 2-methoxy-phenol 
• 906668-05-1 2-(2,6-dimethoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)ethan-1-one 
• 52041-27-7 1-(3'-methoxy-4'-(1-phenyl)methoxyphenyl)-2-(2'',6''-dimethoxyphenoxy)ethanal 
• 55708-65-1 1-(benzyloxy)-4-ethenyl-2-methoxybenzene 
• 1197-09-7 1-(3,4-dihydroxyphenyl)ethan-1-one 
• 60525-32-8 ethyl 3-[4-(benzyloxy)-3-methoxyphenyl]-3-oxopropanoate 
• 20194-18-7 sodium phenyl-methanolate 
• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 
• 22317-29-9 1-(4-(benzyloxy)-3-methoxyphenyl)-2-(2-methoxyphenoxy)ethan-1-one 
• 1835-12-7 3-methoxy-4-benzyloxy-α-bromoacetophenone 

Downstream Products

• 2480-86-6 Apocynol 
• 1835-12-7 3-methoxy-4-benzyloxy-α-bromoacetophenone 
• 110030-28-9 4-sec-Butyl-2-methoxy-phenol 
• 16209-54-4 methyl 4-benzyloxy-3-methoxyphenylethanoate 
• 76246-82-7 3-(4-benzyloxy-3,5-dimethoxyphenyl)-1-(4-benzyloxy-3-methoxyphenyl)-2-propene-1-one 
• 119384-65-5 1-(4-benzyloxy-3-methoxyphenyl)-3-(2,3-dibenzyloxy-5-dimethoxymethylphenyl)-2-propen-1-one 
• 75665-88-2 1-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)ethanone 
• 156482-49-4 methyl 3-(4-(benzyloxy)-3-methoxyphenyl)-3-oxopropanoate 
• 418759-58-7 1-(4-hydroxy-5-methoxy-2-nitrophenyl)ethan-1-one 
• 144735-55-7 5-(2-(methoxycarbonyl)trans-ethenyl)-7-methoxy-2-(3'-methoxy-4'-(benzyloxy)phenyl)benzofuran 
• 144735-54-6 1-ethynyl-4-(benzyloxy)-3-methoxybenzene 
• 144735-57-9 2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-7-methoxybenzofurane 
• 144735-77-3 5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran-4-carbaldehyde 
• 144735-56-8 5-((2-methoxycarbonyl)ethyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran 

Relevant articles and documents

Synthesis of β-O-4-type artificial lignin polymers and their analysis by NMR spectroscopy

We describe the synthesis and NMR spectroscopic analysis of three artificial lignin polymers containing only the β-O-4 substructure: syringyl-type homopolymer, p-hydroxyphenyl-type homopolymer and guaiacyl/syringyl-type heteropolymer. Using gel permeation chromatography, the weight-average degree of polymerization (DPw) of the three polymers was determined as 19.2, 38.6, and 13.9, respectively. The polymers were prepared based on the synthetic methodology of guaiacyl-type homopolymer, and were fully characterized using 1H-, 13C-, and 1H- 13C NMR spectroscopy of the acetylated and non-acetylated forms. The spectra of guaiacyl/syringyl-type heteropolymers were in good agreement with those of the β-O-4 substructure of milled wood lignin obtained from the hardwood of Japanese white birch. The Royal Society of Chemistry.

Ipomoeassin F Binds Sec61α to Inhibit Protein Translocation

Ipomoeassin F is a potent natural cytotoxin that inhibits growth of many tumor cell lines with single-digit nanomolar potency. However, its biological and pharmacological properties have remained largely unexplored. Building upon our earlier achievements

Chromium-Salen Complex/Nitroxyl Radical Cooperative Catalysis: A Combination for Aerobic Intramolecular Dearomative Coupling of Phenols

We describe an aerobic intramolecular dearomative coupling reaction of tethered phenols using a catalytic system consisting of a chromium-salen (Cr-salen) complex combined with a nitroxyl radical. This novel catalytic system enables formation of various spirocyclic dienone products including those unable to be accessed by previously reported methods efficiently under mild reaction conditions.

Iron-Catalyzed Wacker-type Oxidation of Olefins at Room Temperature with 1,3-Diketones or Neocuproine as Ligands**

Herein, we describe a convenient and general method for the oxidation of olefins to ketones using either tris(dibenzoylmethanato)iron(III) [Fe(dbm)3] or a combination of iron(II) chloride and neocuproine (2,9-dimethyl-1,10-phenanthroline) as catalysts and phenylsilane (PhSiH3) as additive. All reactions proceed efficiently at room temperature using air as sole oxidant. This transformation has been applied to a variety of substrates, is operationally simple, proceeds under mild reaction conditions, and shows a high functional-group tolerance. The ketones are formed smoothly in up to 97 % yield and with 100 % regioselectivity, while the corresponding alcohols were observed as by-products. Labeling experiments showed that an incorporated hydrogen atom originates from the phenylsilane. The oxygen atom of the ketone as well as of the alcohol derives from the ambient atmosphere.