Cas no 1734-00-5 (2-Naphthalenecarbonylchloride, 3-hydroxy-)

2-Naphthalenecarbonylchloride, 3-hydroxy-, is a specialized organic compound featuring both a reactive acyl chloride group and a hydroxyl substituent on the naphthalene ring. This dual functionality makes it a valuable intermediate in synthetic organic chemistry, particularly for the preparation of esters, amides, and other derivatives through nucleophilic acyl substitution. The presence of the hydroxyl group further allows for selective modifications, enhancing its utility in fine chemical synthesis. Its structural properties are advantageous for applications in pharmaceuticals, agrochemicals, and advanced material research. The compound is typically handled under controlled conditions due to the reactivity of the acyl chloride moiety.
2-Naphthalenecarbonylchloride, 3-hydroxy- structure
1734-00-5 structure
Product Name:2-Naphthalenecarbonylchloride, 3-hydroxy-
CAS No:1734-00-5
MF:C11H7ClO2
MW:206.62508225441
CID:118009
PubChem ID:12896386
Update Time:2025-10-19

2-Naphthalenecarbonylchloride, 3-hydroxy- Chemical and Physical Properties

Names and Identifiers

    • 2-Naphthalenecarbonylchloride, 3-hydroxy-
    • 3-hydroxy-2-naphthoyl chloride
    • 3-hydroxynaphthalene-2-carbonyl chloride
    • 3-Naphthol-2-carbonyl chloride
    • 2-hydroxy-3-naphthoic acid chloride
    • 2-Hydroxy-3-naphthoyl chloride
    • 2-Naphthalenecarbonylchloride,3-hydroxy
    • 2-Naphthoylchloride,3-hydroxy-(6CI,7CI,8CI)
    • 3-Hydroxy-[2]naphthoylchlorid
    • 3-Hydroxy-2-naphthalenecarbonyl chloride
    • 3-Hydroxy-2-naphthoic acid chloride
    • 3-hydroxynaphthalene-2-carboxylic acid chloride
    • 3-Hydroxy-naphthoesaeure-(2)-chlorid
    • 2-Naphthalenecarbonyl chloride, 3-hydroxy-
    • (1,1-dimethylpiperidin-1-ium-4-yl) 2,2-di(phenyl)acetate
    • (1,1-dimethylpiperidin-1-ium-4-yl) 2,2-di(phenyl)ethanoate
    • 2,2-di(phenyl)acetic acid (1,1-dimethylpiperidin-1-ium-4-yl) ester
    • BDBM50421651
    • 1734-00-5
    • SCHEMBL1889553
    • DTXSID90512506
    • MDL: MFCD11617041
    • Inchi: 1S/C11H7ClO2/c12-11(14)9-5-7-3-1-2-4-8(7)6-10(9)13/h1-6,13H
    • InChI Key: RLCZBUOZNFAZLK-UHFFFAOYSA-N
    • SMILES: ClC(C1=C(C=C2C=CC=CC2=C1)O)=O

Computed Properties

  • Exact Mass: 206.01300
  • Monoisotopic Mass: 206.0134572g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 229
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.9
  • Topological Polar Surface Area: 37.3?2

Experimental Properties

  • PSA: 37.30000
  • LogP: 2.92440

2-Naphthalenecarbonylchloride, 3-hydroxy- Customs Data

  • HS CODE:2916399090
  • Customs Data:

    China Customs Code:

    2916399090

    Overview:

    2916399090 Other aromatic monocarboxylic acids. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acrylic acid\Acrylates or esters shall be packaged clearly

    Summary:

    2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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2-Naphthalenecarbonylchloride, 3-hydroxy- Related Literature

Additional information on 2-Naphthalenecarbonylchloride, 3-hydroxy-

3-Hydroxy-2-Naphthalenecarbonyl Chloride (CAS No. 1734-00-5): A Comprehensive Overview

3-Hydroxy-2-naphthalenecarbonyl chloride, also known by its CAS number 1734-00-5, is a significant compound in the field of organic chemistry, particularly within the realm of naphthalene derivatives. This compound has garnered attention due to its unique structural properties and versatile applications in various chemical industries. In this article, we delve into the molecular structure, synthetic methods, chemical properties, and applications of 3-hydroxy-2-naphthalenecarbonyl chloride, while incorporating recent advancements in its research.

The molecular structure of 3-hydroxy-2-naphthalenecarbonyl chloride is characterized by a naphthalene ring system with a hydroxyl group (-OH) at the 3-position and a carbonyl chloride group (-COCl) at the 2-position. This arrangement imparts the compound with unique electronic and steric properties, making it highly reactive in various chemical transformations. The presence of the hydroxyl group introduces additional functional diversity, enabling it to participate in a wide range of reactions, including nucleophilic substitutions, condensations, and cyclizations.

Recent studies have highlighted the role of 3-hydroxy-2-naphthalenecarbonyl chloride in the synthesis of advanced materials. For instance, researchers have employed this compound as a precursor for the preparation of novel polycyclic aromatic hydrocarbons (PAHs), which exhibit exceptional thermal stability and electronic conductivity. These materials hold promise for applications in organic electronics, such as flexible displays and photovoltaic devices.

In terms of synthesis, 3-hydroxy-2-naphthalenecarbonyl chloride can be prepared via several routes. One common method involves the Friedel-Crafts acylation of naphthalene derivatives, followed by hydroxylation at the 3-position. Another approach utilizes oxidative coupling reactions, where intermediates are subjected to controlled oxidation to introduce the hydroxyl group. These methods have been optimized to enhance yield and purity, ensuring scalability for industrial applications.

The chemical properties of 3-hydroxy-2-naphthalenecarbonyl chloride are heavily influenced by its functional groups. The carbonyl chloride group is highly electrophilic, making it susceptible to nucleophilic attacks by amines, alcohols, or phenols. This reactivity has been exploited in peptide synthesis and polymer chemistry, where it serves as an efficient coupling agent. Additionally, the hydroxyl group at the 3-position facilitates hydrogen bonding, which can be leveraged in designing drug delivery systems or supramolecular assemblies.

Recent advancements in green chemistry have also extended to the synthesis and application of 3-hydroxy-2-naphthalenecarbonyl chloride. Researchers have developed catalytic systems that reduce waste generation and improve reaction efficiency during its production. For example, the use of transition metal catalysts has enabled selective transformations under mild conditions, minimizing environmental impact while maintaining product quality.

In conclusion, 3-hydroxy-2-naphthalenecarbonyl chloride (CAS No. 1734-00-5) stands as a pivotal compound in modern organic chemistry due to its structural versatility and diverse applications. Its role in material science, pharmaceuticals, and green chemistry underscores its significance in advancing technological frontiers. As research continues to uncover new potential uses for this compound, its impact on various industries is expected to grow significantly.

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