6939-33-9

Usage

Uses

Used in Chemical Synthesis:
7-Methyl-1-naphthol is used as an intermediate in the synthesis of dyes, pigments, and pharmaceuticals. Its chemical structure allows it to be a key component in creating a wide range of colorants and medicinal compounds.
Used in Organic Chemical Reactions:
As a reagent, 7-Methyl-1-naphthol is utilized in various organic chemical reactions, facilitating the formation of desired products and contributing to the advancement of organic chemistry.
Used in Analytical and Biological Studies:
7-Methyl-1-naphthol serves as a fluorescent probe in analytical and biological studies, enabling researchers to track and visualize specific processes or substances within complex systems.
Used in Medicinal Applications:
Due to its antioxidant and anti-inflammatory properties, 7-Methyl-1-naphthol is used as a potentially useful compound for medicinal applications, offering therapeutic benefits in various treatments.
Used in Cosmetic Applications:
7-METHYL-1-NAPHTHOL's properties also make it a candidate for use in cosmetics, where its antioxidant and anti-inflammatory effects can contribute to the development of skincare and other beauty products.
However, it is important to note that 7-Methyl-1-naphthol should be handled with care due to its potential hazards. It may be harmful if ingested, inhaled, or absorbed through the skin, and can cause irritation to the respiratory tract and skin. Proper safety measures should be taken to mitigate these risks during its use in various applications.

InChI:InChI=1/C11H10O/c1-8-5-6-9-3-2-4-11(12)10(9)7-8/h2-7,12H,1H3

Upstream product

• 104115-64-2 2-bromo-7-methyl-1,2,3,4-tetrahydronapthalin-1-one 
• 121-69-7 N,N-dimethyl-aniline 
• 19061-31-5 1,4-dihydro-1,4-epoxy-6-methylnaphthalene 
• 88-14-2 2-furanoic acid 
• 127926-10-7 (+)-cis-1,2-dihydro-(1R,2S)-dihydroxy-7-methylnaphthalene 
• 91-57-6 2-Methylnaphthalene 
• 90500-13-3 5-methyl-2-iodosylbenzoic acid 

Downstream Products

• 6939-34-0 7-methyl-[1]naphthylamine 
• 6939-38-4 N-(7-methyl-[1]naphthyl)-acetamide 

Relevant academic research and scientific papers

Substituent-induced regioselective hydroxylation of the aromatic C-H bond on naphthalene with metachloroperbenzoic acid catalyzed by F20TPPMnCl

The regioselective hydroxylation of the aromatic C-H bond on a series of naphthalenes with different β-substituent R (R = H, Me, Et, i-Pr, OMe, COOH, Br, etc.) was studied, and the substituent effect on the regioselectivity was investigated. The electron-donating substituent afforded the aromatic C-H bond hydroxylation at the 1α position with more than 80% selectivity, while the electron-withdrawing substituent afforded the aromatic C-H bond hydroxylation at the 4α position with more than 60% selectivity of β-substituted naphthalene hydroxylated with metachloroperbenzoic acid catalyzed by tetrakis(pentafluorophenyl)porphyrin manganese(III) chloride. The research showed that the steric and electronic effects of the substituent appeared to play a significant role in determining the regioselectivity, and the electronic effect was of more importance than the steric effect of the substituent in the current situation. The studies may provide additional proofs for the stepwise mechanism of the aromatic C-H bond hydroxylation through a cationic intermediate. Copyright

Acid-catalyzed dehydration of naphthalene-cis-1,2-dihydrodiols: Origin of impaired resonance effect of 3-substituents

Acid-catalyzed dehydrations of substituted naphthalene-cis-1,2-dihydrodiols occur with loss of the 1- or 2-OH group to form 2- and 1-naphthols, respectively. Effects of substituents MeO, Me, H, F, Br, I, and CN at 3-, 6-, and 7-positions of the naphthalene ring are consistent with rate-determining formation of β-hydroxynaphthalenium ion (carbocation) intermediates. For reaction of the 1-hydroxyl group the 3-substituents are correlated by the Yukawa-Tsuno relationship with ρ = -4.7 and r = 0.25 or by σp constants with ρ = -4.25; for reaction of the 2-hydroxyl group the 3-substituents are correlated by σm constants with ρ = -8.1. The correlations for the 1-hydroxyl imply a surprisingly weak resonance interaction of +M substituents (MeO, Me) with a carbocation reaction center but are consistent with the corresponding correlation for acid-catalyzed dehydration of 3-substituted benzene-cis-1,2-dihydrodiols for which ρ = -6.9 and r = 0.43. Substituents at the 6- and 7-positions of the naphthalene rings by contrast are correlated by σ+ with ρ = -3.2 for reaction of the 1-hydroxyl group and ρ = -2.7 for reaction of the 2-hydroxyl group. The unimpaired resonance implied by these substituent effects appears to be inconsistent with a previous explanation of the weak resonance of the 3-substituents in terms of imbalance of charge development and/or nonplanarity of the benzenium ring in the transition state. An alternative possibility is that the adjacent hydroxyl group interferes sterically with conjugation of +M substituents. "Hyperaromaticity" of the arenium ion intermediates does not appear to be a factor influencing this behavior.

ARYNIC SPECIES; EFFECT OF SUBSTITUENTS ON THE REACTIVITY OF MONOSUBSTITUTED DEHYDROBENZENES

Evidence is presented demonstrating the existence of free dehydrobenzenes in the thermal decomposition of diaryliodonium-2-carboxylates, and that o-benzyne itself and its 4-methyl-, 4-chloro-, 4-bromo- and 4-nitro-derivatives are generated from insoluble polymer-bound precursors and trapped by a second solid phase in Diels-Alder reactions.Lifetimes for these elusive species are determined.

ARYNIC SPECIES II; TOSYL AND TRIAZENE AS LEAVING GROUP IN THE GENERATION OF ARYNES FROM POLYMER-BOUND REAGENTS

o-Benzyne and its 4-methyl, 4-chloro and 4-bromo-derivatives were generated in the thermal decomposition of two new kinds of polymer-bound precursors: 1(2-carboxyaryl)triazenes and 2-carboxyaryl-sulphonates.New kinds of trapping polymers for these elusive

GENERATION OF MONOSUBSTITUTED o-BENZYNES FROM POLYMERIC REAGENTS VIA HETEROLYTIC FRAGMENTATIONS

Generation of four 4-substituted o-benzynes by heterolytic fragmentation reactions is demonstrated.