128542-53-0

Basic information

• Product Name: 1-Hydroxy-6-iodonaphthalene
• Synonyms: 1-Hydroxy-6-iodonaphthalene;6-Iodonaphthalen-1-ol
• CAS NO: 128542-53-0
• Molecular Formula: C₁₀H₇IO
• Molecular Weight: 270.06645
• Mol File: 128542-53-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Hydroxy-6-iodonaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hydroxy-6-iodonaphthalene(128542-53-0)
• EPA Substance Registry System: 1-Hydroxy-6-iodonaphthalene(128542-53-0)

Safety Data

• Hazardous Substances Data: 128542-53-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-Hydroxy-6-iodonaphthalene is used as a starting material in organic synthesis for the preparation of various pharmaceuticals, dyes, and agrochemicals. Its unique structure allows for the creation of a wide range of compounds with diverse applications.
Used in Pharmaceutical Industry:
1-Hydroxy-6-iodonaphthalene is used as an intermediate in the synthesis of pharmaceuticals for its potential therapeutic properties. Its chemical structure can be modified to develop new drugs with specific medicinal applications.
Used in Dye and Pigment Production:
1-Hydroxy-6-iodonaphthalene is used as a precursor in the production of fluorescent dyes and pigments due to its inherent fluorescent properties. These dyes and pigments find use in various industries, including textiles, paints, and plastics.
Used in Agrochemical Industry:
1-Hydroxy-6-iodonaphthalene is used in the development of agrochemicals, such as pesticides and herbicides, leveraging its chemical properties to target and control pests and weeds in agricultural settings.
Used in Medical Research and Development:
1-Hydroxy-6-iodonaphthalene is studied for its potential antifungal and antibacterial properties, making it a target for medical research and development. Its ability to inhibit the growth of certain microorganisms could lead to the creation of new treatments for infections.
However, it is crucial to handle 1-Hydroxy-6-iodonaphthalene with care due to its toxic and potentially harmful effects if not properly managed. Proper safety measures and guidelines should be followed during its production, use, and disposal to minimize any adverse effects on human health and the environment.

Upstream product

• 1123760-80-4 C₁₀H₉IO₂ 
• 23894-12-4 6-aminonaphthalen-1-ol 

Downstream Products

• 590417-28-0 5-hydroxy-2-naphthaleneboronic acid 
• 115782-87-1 6-Phenylethynyl-[1,4]naphthoquinone 
• 115782-84-8 6-Phenylethynyl-naphthalen-1-ol 

Relevant articles and documents

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.

Substituted phenylalkanoic acid derivatives and use thereof

A compound represented by the formula (I) or a salt thereof: wherein n represents an integer of 1 to 3, R represents an alkyl group having 3 to 8 carbon atoms, a group represented by the following formula: R1(CH2)k— (wherein k represents 0 or an integer of 1 to 3; R1 represents a saturated cyclic alkyl group having 3 to 7 carbon atoms or a saturated condensed cyclic alkyl group having 6 to 8 carbon atoms, and the group R1 may be substituted with a lower alkyl group having 1 to 4 carbon atoms) and the like, and Ar represents a condensed bicyclic group such as naphthalen-1-yl group, which has suppressing action on prostaglandin and leukotriene production and is useful for prophylactic and/or therapeutic treatment of various inflammatory diseases and the like caused by these lipid mediators.