791088-70-5

Basic information

• Product Name: 1-Bromo-2-(propan-2-yloxy)naphthalene
• Synonyms: 1-Bromo-2-(propan-2-yloxy)naphthalene;1-Bromo-2-isopropoxy-naphthalene
• CAS NO: 791088-70-5
• Molecular Formula: C13H13BrO
• Molecular Weight: 265.14572
• Mol File: 791088-70-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Bromo-2-(propan-2-yloxy)naphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-2-(propan-2-yloxy)naphthalene(791088-70-5)
• EPA Substance Registry System: 1-Bromo-2-(propan-2-yloxy)naphthalene(791088-70-5)

Safety Data

• Hazardous Substances Data: 791088-70-5(Hazardous Substances Data)

Usage

Structure

Naphthalene derivative with a bromine atom and a propan-2-yloxy group

Usage

Intermediate in organic synthesis, reagent in chemical reactions, production of pharmaceuticals and agrochemicals, potential building block in the synthesis of new materials and organic compounds

Appearance

White to light brown solid

Solubility

Insoluble in water, soluble in organic solvents

Upstream product

• 135-19-3 β-naphthol 
• 573-97-7 1-bromo-2-naphthol 
• 75-30-9 2-iodo-propane 
• 15052-09-2 2-isopropoxynaphthalene 

Relevant articles and documents

Axial Chirality at the Boron-Carbon Bond: Synthesis, Stereodynamic Analysis, and Atropisomeric Resolution of 6-Aryl-5,6-dihydrodibenzo[ c,e][1,2]azaborinines

6-Aryl-5,6-dihydrodibenzo[c,e][1,2]azaborinines display restricted rotation at the boron-carbon aryl bond, yielding conformational isomers or atropisomers. The stereodynamic processes were monitored by variable-temperature NMR (D-NMR), dynamic enantioselective HPLC (D-HPLC), or kinetic racemization measurements. The absolute configuration of stable atropisomers (compound 1d, ΔGrac = 26.0 kcal·mol-1) was determined by TD-DFT simulation of the electronic circular dichroism (ECD) spectra. The racemization energy of 1d is more than 12 kcal·mol-1 smaller than its isostere 9-(2-methylnaphthalen-1-yl)phenanthrene.

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.

Intermolecular Palladium(0)-Catalyzed Atropo-enantioselective C-H Arylation of Heteroarenes

Atropisomeric (hetero)biaryls are motifs with increasing significance in ligands, natural products, and biologically active molecules. The straightforward construction of the stereogenic axis by efficient C-H functionalization methods is extremely rare an