18515-10-1

Basic information

• Product Name: 2-Hydroxy1-methoxynaphthalene
• Synonyms: 2-Hydroxy1-methoxynaphthalene
• CAS NO: 18515-10-1
• Molecular Formula: C₁₁H₁₀O₂
• Molecular Weight: 174.1959
• Mol File: 18515-10-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Hydroxy1-methoxynaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy1-methoxynaphthalene(18515-10-1)
• EPA Substance Registry System: 2-Hydroxy1-methoxynaphthalene(18515-10-1)

Safety Data

• Hazardous Substances Data: 18515-10-1(Hazardous Substances Data)

Upstream product

• 773-90-0 1-diazo-2(1H)naphthalenone 
• 574-00-5 1,2-Dihydroxynaphthalene 
• 77-78-1 dimethyl sulfate 
• 24764-46-3 2-acetyl-1-methoxynaphthalene 
• 67-56-1 methanol 
• 135-19-3 β-naphthol 
• 573-97-7 1-bromo-2-naphthol 
• 124-41-4 sodium methylate 
• 72054-95-6 1,1-dimethoxy-1,2-dihydronaphthalen-2-one 
• 188584-97-6 (1R,5S)-methyl 2,6,6-trimethyl-4-oxobicyclo[3.1.1]hept-2-ene-3-carboxylate 
• 2216-69-5 1-Methoxynaphthalene 
• 93329-00-1 2-p-nitrobenzoyloxy-1-naphthol 
• 90-15-3 α-naphthol 
• 711-79-5 1-hydroxy-2-acetonaphthone 

Downstream Products

• 18454-53-0 (E)-o-carboxycinnamic acid 
• 753022-40-1 1-methoxy-2-(2-tosyloxyethoxy)naphthalene 

Relevant articles and documents

Overcoming peri- and ortho-selectivity in C-H methylation of 1-naphthaldehydes by a tunable transient ligand strategy

Methyl groups widely exist in bioactive molecules, and site-specific methylation has become a valuable strategy for their structural functionalization. Aiming to introduce this smallest alkyl handle, a highly regioselective peri- and ortho-C-H methylation of 1-naphthaldehyde by using a transient ligand strategy has been developed. A series of methyl-substituted naphthalene frameworks have been prepared in moderate to excellent yields. Mechanistic studies demonstrate that peri-methylation is controlled by the higher electronic density of the peri-position of 1-naphthaldehyde as well as the formation of intermediary 5,6-fused bicyclic palladacycles, whereas experimental studies and theoretical calculations inferred that a 5-membered iridacycle at the ortho-position of 1-naphthaldehyde leads to energetically favorable ortho-methylation via an interconversion between the peri-iridacycle and ortho-iridacycle. Importantly, to demonstrate the synthetic utility of this method, we show that this strategy can serve as a platform for the synthesis of multi-substituted naphthalene-based bioactive molecules and natural products.

Tuning the Reactivity of Peroxo Anhydrides for Aromatic C-H Bond Oxidation

Phenol moieties are key structural motifs in many areas of chemical research from polymers to pharmaceuticals. Herein, we report on the design and use of a structurally demanding cyclic peroxide (spiro[bicyclo[2.2.1]heptane-2,4′-[1,2]dioxolane]-3′,5′-dione, P4) for the direct hydroxylation of aromatic substrates. The new peroxide benefits from high thermal stability and can be synthesized from readily available starting materials. The aromatic C-H oxidation using P4 exhibits generally good yields (up to 96%) and appreciable regioselectivities.