24515-49-9

Usage

Uses

Used in Organic Synthesis:
2-(Iodomethyl)naphthalene is utilized as a reagent in organic synthesis for the purpose of introducing iodomethyl groups into a variety of molecules. Its ability to facilitate such chemical modifications makes it a valuable tool in the creation of new compounds with specific functionalities.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2-(iodomethyl)naphthalene serves as a key intermediate in the synthesis of certain drugs. Its unique structure allows for the development of medications with targeted effects, potentially leading to more effective treatments for various conditions.
Used in Agrochemical Production:
Similarly, in agrochemicals, 2-(iodomethyl)naphthalene is employed in the synthesis of compounds designed to protect crops from pests and diseases. Its contribution to the development of these products can enhance agricultural productivity and crop protection.
Used in Materials Science:
Due to its aromatic nature and the presence of the iodine group, 2-(iodomethyl)naphthalene may also have potential applications in materials science. This could include uses in the development of new materials with specific electronic, optical, or structural properties, although further research would be required to explore these possibilities fully.

InChI:InChI=1/C11H9I/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7H,8H2

Upstream product

• 939-26-4 2-bromomethylnaphthyl bromide 
• 104741-96-0 2,2'-(2,13-dithia-tetradecane-1,14-diyl)-bis-naphthalene 
• 1592-38-7 2-Naphthalenemethanol 
• 93-09-4 naphthalene-2-carboxylate 
• 1076-67-1 2-(mercaptomethyl)naphthalene 
• 66-99-9 β-naphthaldehyde 
• 1379610-55-5 4,4,5,5-tetramethyl-2-(naphthalen-2-ylmethyl)-1,3,2-dioxaborolane 

Relevant academic research and scientific papers

Mechanochemical Nucleophilic Substitution of Alcohols via Isouronium Intermediates**

An expansion of the solvent-free synthetic toolbox is essential for advances in the sustainable chemical industry. Mechanochemical reactions offer a superior safety profile and reduced amount of waste compared to conventional solvent-based synthesis. Here

Preparation method of benzyl iodide and derivatives thereof

The invention discloses a preparation method of benzyl iodide and derivatives thereof. The preparation method comprises the following steps: under the reduction action of sodium borohydride, a benzylalcohol compound shown as a formula I reacts with elemental iodine to obtain benzyl iodide shown as a formula II and derivatives thereof; in the formula I and the formula II, R represents one or moresubstituents on a benzene ring and is selected from at least one of aryl, substituted or unsubstituted alkyl, halogen and nitro. The preparation method of benzyl iodide and derivatives thereof is scientific and reasonable, sodium borohydride which is mild in reactivity, low in price and easily available is used as a reducing agent, and elemental iodine is convenient and easily available; in addition, the preparation method has the characteristics of simplicity and convenience in operation, high synthesis yield, easiness in product purification, environmental friendliness and the like.

Cuprous complex containing diphospho-ortho-carborane ligand as well as preparation method and application thereof (by machine translation)

The method comprises the following steps, adding :1) solution to the ortho-carborane solution n - BuLi, reacting, at room temperature for 30 - 60min;2), adding, and reacting 1 - 3h;3) with high yield CuI, of the monovalent copper complex to react alcohol and iodide to synthesize the iodo-hydrocarbon 3 - 6h, and synthesizing the iodo-hydrocarbon; through post-treatment at room temperature for synthesizing the iodo-copper complex, by the following steps: reacting the alcohol with the iodide at room temperature and carrying out post-treatment to obtain the monovalent copper complex . The preparation method comprises the following steps: catalyzing alcohol and iodide to react with the iodide, to synthesize the iodo- hydrocarbyl complex; and the method comprises the following steps: catalyzing alcohol and iodide to react. (by machine translation)

Chlorotrimethylsilane and Sodium Iodide: A Remarkable Metal-Free Association for the Desulfurization of Benzylic Dithioketals under Mild Conditions

A novel metal-free process allowing the reductive desulfurization of various benzylic dithioketals to afford diarylmethane and benzylester derivatives with good to excellent yields is reported. At room temperature, this mild reduction process requires only the use of TMSCl and NaI in CH2Cl2 and tolerates a large variety of functional groups. (Figure presented.).

Iridium-Catalyzed Borylation of Primary Benzylic C-H Bonds without a Directing Group: Scope, Mechanism, and Origins of Selectivity

Primary benzylic boronate esters are useful intermediates in organic synthesis, but these reagents cannot be prepared by hydroboration. The benzylic C-H borylation of methylarenes would be a method to form these products, but such reactions without neat methylarene or a directing group are unknown. We report an approach to divert the borylation of methylarenes from aromatic positions to benzylic positions with a silylborane as reagent and a new iridium catalyst containing an electron-deficient phenanthroline as ligand. This system forms benzylic boronate esters selectively over the corresponding aryl boronate esters. An Ir diboryl monosilyl complex ligated by the phenanthroline was isolated and determined to be the resting state of the catalyst. Mechanistic studies show that this complex is kinetically competent to be an intermediate in the catalytic process. Kinetic studies of benzylic and aryl C-H borylation catalyzed by various Ir complexes show that the rate of aryl C-H borylation decreases with decreasing electron density at the metal center of the Ir catalyst, but that the rate of benzylic C-H borylation is less sensitive to the degree of electron density at the metal center of the Ir catalyst. Kinetic and computational studies suggest that the two borylation reactions respond differently to the degree of electron density at the metal center because they occur with different turnover-limiting steps. The turnover-limiting step in the borylation of aryl C-H bonds is known to be C-H oxidative addition, but the turnover-limiting step of the borylation of benzylic C-H bonds appears to be an isomerization prior to C-B reductive elimination.

Highly enantioselective copper-catalyzed alkylation of β-ketoesters and subsequent cyclization to spirolactones/bi-spirolactones

Cu-catalyzed enantioselective alkylation of β-ketoesters using alcohols for in situ preparation of alkylating reagents is reported. A number of functionalized β-ketoesters containing a quaternary carbon stereocenter are obtained with up to 99% ee. The alkylation products derived from 2-substituted allylic alcohols or their corresponding iodides can then be converted to spirolactones, bi-spirolactones, and related chiral target products.

A two-step asymmetric synthesis of (R)-monoaryl epoxides using a chiral oxathiane as a recoverable reagent: Application to the preparation of (R)-β-adrenergic compounds

It is shown that chiral oxathiane 1 is a recoverable and efficient chiral auxiliary which provides, in two steps, (R)-monoaryl epoxides in high enantiomeric purity (98% R and 92% R according to the solvent used). (R)-β-Adrenergic compounds (R)-(-)-DCI and

A Convenient One-Pot Synthesis of Aralkyl Bromides and Iodides by Reductive Halogenation of Aromatic Carbonyl Compounds

Aromatic aldehydes, ketones, carboxylic acids, and esters are converted in high yields to the corresponding aralkyl bromides or iodides by a one-pot procedure which consist of quenching the complex formed from lithium aluminum hydride and the starting material with hydrogen bromide or iodide.