Cas no 10537-08-3 (2-Chloro-9H-carbazole)

2-Chloro-9H-carbazole is a halogenated carbazole derivative with the molecular formula C??H?ClN. This heterocyclic aromatic compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and optoelectronic materials. Its chloro-substituted structure enhances reactivity, facilitating further functionalization via cross-coupling or nucleophilic substitution reactions. The rigid carbazole core contributes to thermal and chemical stability, making it suitable for high-performance applications. Key advantages include its high purity, consistent reactivity, and utility in constructing complex molecular architectures, such as conjugated polymers or bioactive compounds. Proper handling is advised due to potential sensitivity to light and moisture.
2-Chloro-9H-carbazole structure
2-Chloro-9H-carbazole structure
Product Name:2-Chloro-9H-carbazole
CAS No:10537-08-3
MF:C12H8ClN
MW:201.651621818542
MDL:MFCD01444890
CID:1097574
PubChem ID:2752388
Update Time:2025-05-23

2-Chloro-9H-carbazole Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-9H-Carbazole
    • 2-Chlorocarbazole
    • 2-Chlor-carbazol
    • 3-chlorocarbazole
    • 9H-Carbazole,2-chloro
    • 2-chloroarbazole
    • 9H-Carbazole, 2-chloro-
    • AK316321
    • 2-chlorcarbazol
    • LOQQFCPPDBFFSO-UHFFFAOYSA-N
    • FCH1332684
    • OR340088
    • 2-Chloro-9H-carbazole
    • MDL: MFCD01444890
    • Inchi: 1S/C12H8ClN/c13-8-5-6-10-9-3-1-2-4-11(9)14-12(10)7-8/h1-7,14H
    • InChI Key: LOQQFCPPDBFFSO-UHFFFAOYSA-N
    • SMILES: ClC1C=CC2=C(C=1)NC1C=CC=CC2=1

Computed Properties

  • Exact Mass: 201.03500
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 218
  • XLogP3: 4.5
  • Topological Polar Surface Area: 15.8

Experimental Properties

  • Density: 1.363±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 243.0 to 247.0 deg-C
  • Boiling Point: 388.7°C at 760 mmHg
  • Solubility: Insuluble (1.7E-3 g/L) (25 oC),
  • PSA: 15.79000
  • LogP: 3.97450

2-Chloro-9H-carbazole Security Information

2-Chloro-9H-carbazole Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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2-Chloro-9H-carbazole Production Method

2-Chloro-9H-carbazole Suppliers

Shaanxi pure crystal photoelectric technology co. LTD
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(CAS:10537-08-3)2-chloro-9H-carbazole
Order Number:CJC013
Stock Status:in Stock
Quantity:1kg
Purity:99%
Pricing Information Last Updated:Monday, 4 August 2025 09:50
Price ($):price inquiry
Suzhou Senfeida Chemical Co., Ltd
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(CAS:10537-08-3)2-chlorocarbazole
Order Number:sfd14020
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:36
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Additional information on 2-Chloro-9H-carbazole

2-Chloro-9H-Carbazole: A Comprehensive Overview

2-Chloro-9H-Carbazole, also known by its CAS number 10537-08-3, is a versatile organic compound that has garnered significant attention in the fields of material science, pharmacology, and organic electronics. This compound belongs to the broader class of carbazole derivatives, which are characterized by their unique electronic properties and structural versatility. In recent years, advancements in synthetic methodologies and computational modeling have deepened our understanding of 2-chloro-9h-carbazole's potential applications, particularly in the development of advanced materials and therapeutic agents.

The molecular structure of 2-chloro-9h-carbazole consists of a benzene ring fused with an indole moiety, where the chlorine substituent is positioned at the second carbon atom. This substitution pattern significantly influences the compound's electronic properties, making it an attractive candidate for various applications. Recent studies have highlighted the importance of halogen substitution in modulating the optical and electronic characteristics of carbazole derivatives. For instance, research published in *Chemical Materials* demonstrated that the introduction of a chlorine atom at the 2-position enhances the compound's photoluminescence quantum yield, making it suitable for applications in optoelectronic devices.

One of the most promising areas of application for 2-chloro-9h-carbazole is in organic light-emitting diodes (OLEDs). The compound's ability to act as an efficient electron transport layer has been extensively studied. A groundbreaking study conducted at Stanford University revealed that incorporating 2-chloro-9h-carbazole into OLED architectures significantly improves device efficiency and operational stability. This advancement has paved the way for its integration into next-generation display technologies, where high-performance materials are critical for achieving vibrant colors and extended lifespans.

Beyond its role in electronics, 2-chloro-9h-carbazole has also shown potential in the field of drug discovery. Its structural similarity to certain bioactive compounds suggests that it could serve as a lead molecule for developing novel therapeutic agents. Recent research published in *Journal of Medicinal Chemistry* explored the compound's anti-inflammatory properties, demonstrating its ability to inhibit key enzymes involved in inflammatory pathways. These findings underscore its potential as a starting point for developing treatments for inflammatory diseases.

The synthesis of 2-chloro-9h-carbazole has been optimized through various methodologies, with a particular emphasis on green chemistry principles. Traditional synthesis routes often involve multi-step processes with low yields, but recent advancements have introduced more efficient protocols. For example, a study published in *Green Chemistry* reported a one-pot synthesis approach that reduces both time and resource consumption while maintaining high product purity. Such innovations are crucial for scaling up production to meet growing demand across various industries.

In addition to its direct applications, 2-chloro-9h-carbazole serves as a valuable building block for constructing more complex molecular architectures. Its reactivity under various reaction conditions allows chemists to functionalize it further, enabling the creation of tailor-made materials with specific properties. For instance, researchers at MIT have utilized 2-chloro-9h-carbazole as a precursor for synthesizing advanced polymers with enhanced mechanical and thermal stability.

The environmental impact of 2-chloro-9h-carbazole is another area of growing interest. As industries increasingly prioritize sustainability, understanding the compound's biodegradability and eco-toxicity becomes essential. Preliminary studies indicate that 2-chloro-9h-carbazole exhibits moderate biodegradability under aerobic conditions, suggesting that it could be disposed of safely if proper waste management practices are followed.

Looking ahead, the future of 2-chloro-9h-carbazole appears bright, with ongoing research exploring its potential in emerging fields such as flexible electronics and bioelectronics. Its unique combination of electronic properties and structural versatility positions it as a key player in advancing next-generation technologies. As researchers continue to uncover new applications and refine synthetic methods, 2-chloro-9h-carbazole is poised to make significant contributions to both academic and industrial sectors.

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