41908-23-0

Basic information

• Product Name: 2-(Benzyloxy)-1-broMonaphthalene
• Synonyms: 2-(Benzyloxy)-1-broMonaphthalene
• CAS NO: 41908-23-0
• Molecular Formula: C₁₇H₁₃BrO
• Molecular Weight: 313.18852
• Mol File: 41908-23-0.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 430.1±20.0 °C(Predicted)
• Appearance: /
• Density: 1.395±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(Benzyloxy)-1-broMonaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Benzyloxy)-1-broMonaphthalene(41908-23-0)
• EPA Substance Registry System: 2-(Benzyloxy)-1-broMonaphthalene(41908-23-0)

Safety Data

• Hazardous Substances Data: 41908-23-0(Hazardous Substances Data)

Usage

General Description

2-(Benzyloxy)-1-bromonaphthalene is a chemical compound with the molecular formula C17H13BrO. It is an organic compound that belongs to the class of bromonaphthalenes. 2-(Benzyloxy)-1-broMonaphthalene is also known by its CAS number 124112-95-8. It is commonly used in organic synthesis, particularly in the preparation of various organic compounds. This chemical may also have potential applications in the pharmaceutical and agrochemical industries. Additionally, its aromatic structure and bromine substitution make it a useful building block in the synthesis of various biologically active compounds.

Upstream product

• 613-62-7 2-benzyloxynaphthalene 
• 573-97-7 1-bromo-2-naphthol 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 3401-47-6 1-bromo-2-methoxynaphthalene 
• 773-90-0 1-diazo-2(1H)naphthalenone 
• 620-05-3 iodomethylbenzene 
• 135-19-3 β-naphthol 

Downstream Products

• 573-97-7 1-bromo-2-naphthol 
• 219834-92-1 1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene 
• 719304-50-4 [3-(2-benzyloxynaphthalen-1-yl)pyridin-4-yl]dimethylamine 
• 98655-52-8 1-methyl-2-phenylnaphtho[2,1-b]furan 
• 99747-67-8 2,2'-bis(benzyloxy)-1,1'-binaphthalene 
• 219834-96-5 2-(phenylmethoxy)-1-naphthalene boronic acid 
• 35060-38-9 (2-naphthyl)phenylmethanol 
• 1224595-33-8 2-(benzyloxy)-1-mesitylnaphthalene 
• 1238894-47-7 1-[2-(benzyloxy)-naphthalen-1-yl]propan-2-ol 
• 1360571-23-8 (2-(benzyloxy)naphthalen-1-yl)(phenyl)sulfane 
• 1360571-31-8 ((2-(benzyloxy)naphthalen-1-yl)thio)triisopropylsilane 
• 1357176-55-6 (2S)-2-((R)-(2-(benzyloxy)naphthalen-1-yl)(6-methoxyquinolin-4-yl)methyl)-8-ethylquinuclidine 
• 1451092-92-4 C₂₇H₂₀O 

Relevant articles and documents

Enantioselective Synthesis of Atropisomeric Biaryls using Biaryl 2,5-Diphenylphospholanes as Ligands for Palladium-Catalysed Suzuki-Miyaura Reactions

Here we describe the development of biaryl 2,5-diphenylphospholanes as a new class of C2-symmetric, monodentate ligands for asymmetric Suzuki-Miyaura (ASM) reactions. Screening of a series of exemplary phospholanes led to the identification of two ligands that were used to prepare a range of atropisomeric biaryl and heterobiaryl products with good to excellent levels of enantioselectivity (up to 97:3 e.r.) under mild conditions. DFT studies suggest that the formation of a constraining ligand pocket and coordination of one of the biaryl methoxy groups in the optimised ligands to the metal centre is crucial for restricting conformational freedom in the bond-forming step. (Figure presented.).

Catalytic Enantioselective Synthesis of Axially Chiral Diarylmethylidene Indanones

We describe the first atropselective Suzuki-Miyaura cross-coupling of β-keto enol triflates to access axially chiral (Z)-diarylmethylidene indanones (DAIs). The chemical, physical, and biological properties of DAIs are unknown, despite their being structurally similar to arylidene indanones, primarily due to the lack of racemic or chiral methods. Through this work, we demonstrate a general and efficient protocol for the racemic as well as the atropselective synthesis of (Z)-DAIs. An unusual intramolecular Morita-Baylis-Hillman reaction is utilized for the Z-selective synthesis of β-keto enol triflates.

Enantioselective Ni-Catalyzed Electrochemical Synthesis of Biaryl Atropisomers

A scalable enantioselective nickel-catalyzed electrochemical reductive homocoupling of aryl bromides has been developed, affording enantioenriched axially chiral biaryls in good yield under mild conditions using electricity as a reductant in an undivided cell. Common metal reductants such as Mn or Zn powder resulted in significantly lower yields in the absence of electric current under otherwise identical conditions, underscoring the enhanced reactivity provided by the combination of transition metal catalysis and electrochemistry.