Cas no 15952-61-1 (6-chloro-2H-1,3-benzodioxole-5-carbaldehyde)

6-Chloro-2H-1,3-benzodioxole-5-carbaldehyde is a versatile aromatic aldehyde featuring a chloro-substituted benzodioxole core. Its distinct molecular structure, combining an aldehyde functional group with a halogenated benzodioxole moiety, makes it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The chloro and formyl groups provide reactive sites for further functionalization, enabling applications in heterocyclic chemistry and the development of bioactive compounds. The compound’s stability and well-defined reactivity profile ensure consistent performance in multi-step synthetic routes. Its high purity and structural specificity make it suitable for research and industrial applications requiring precise molecular modifications.
6-chloro-2H-1,3-benzodioxole-5-carbaldehyde structure
15952-61-1 structure
Product Name:6-chloro-2H-1,3-benzodioxole-5-carbaldehyde
CAS No:15952-61-1
MF:C8H5ClO3
MW:184.576501607895
MDL:MFCD00022953
CID:87629
PubChem ID:140014
Update Time:2025-05-19

6-chloro-2H-1,3-benzodioxole-5-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 6-Chloro-3,4-methylenedioxy-benzaldehyde
    • 6-Chloropiperonal
    • 6-Chloro-1,3-benzodioxole-5-carboxaldehyde~2-Chloro-4,5-(methylenedioxy)benzaldehyde
    • 6-chloro-1,3-benzodioxole-5-carbaldehyde
    • 6-Chloro-benzo[1,3]dioxole-5-carbaldehyde
    • 6-chlorobenzyl[d][1,3]dioxole-5-carbaldehyde
    • 6-Chloro-1,3-benzodioxole-5-carboxaldehyde
    • 6-CHLORO-3,4-METHYLENEDIOXYBENZALDEHYDE
    • 6-chloropiperonylaldehyde
    • 6-chloro-2H-1,3-benzodioxole-5-carbaldehyde
    • NSC166400
    • J-009616
    • 6-chlorobenzo[1,3]dioxole-5-carbaldehyde
    • 6-chlorobenzo[d][1,3]dioxole-5-carbaldehyde
    • 1,3-Benzodioxole-5-carboxaldehyde, 6-chloro-
    • DTXSID40166674
    • AKOS000299571
    • N10222
    • 6-Chloro-3,4-methylene dioxybenzaldehyde
    • FT-0621086
    • NSC-166400
    • NSC 166400
    • 15952-61-1
    • AM86665
    • PS-11605
    • MFCD00022953
    • FT-0621040
    • SCHEMBL895213
    • 1,3-Benzodioxole-5-carboxaldehyde,6-chloro-
    • BB 0254870
    • 6-Chloro-3,4-methylene dioxy benzaldehyde
    • 3,4-methylenedioxy-6-chlorobenzaldehyde
    • FLN3X72UKA
    • 2-chloro-4,5-methylenedioxybenzaldehyde
    • ALBB-026350
    • STK051127
    • 6-chlorobenzodioxole-5-carboxaldehyde
    • DB-043429
    • DTXCID8089165
    • MDL: MFCD00022953
    • Inchi: 1S/C8H5ClO3/c9-6-2-8-7(11-4-12-8)1-5(6)3-10/h1-3H,4H2
    • InChI Key: VRNADRCOROWLJC-UHFFFAOYSA-N
    • SMILES: ClC1C(C=O)=CC2=C(C=1)OCO2
    • BRN: 155909

Computed Properties

  • Exact Mass: 183.99300
  • Monoisotopic Mass: 183.993
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 185
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.8
  • Topological Polar Surface Area: 35.5A^2

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.485
  • Melting Point: 114-115°C
  • Boiling Point: 295.5°Cat760mmHg
  • Flash Point: 138.1°C
  • Refractive Index: 1.627
  • Water Partition Coefficient: Insoluble in water.
  • PSA: 35.53000
  • LogP: 1.88120
  • Sensitiveness: Air Sensitive
  • Solubility: Not determined

6-chloro-2H-1,3-benzodioxole-5-carbaldehyde Security Information

  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26-S36
  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT
  • Risk Phrases:R36/37/38
  • Safety Term:S26;S36

6-chloro-2H-1,3-benzodioxole-5-carbaldehyde Customs Data

  • HS CODE:2932999099
  • Customs Data:

    China Customs Code:

    2932999099

    Overview:

    2932999099. Other heterocyclic compounds containing only oxygen 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

    Summary:

    2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 6-chloro-2H-1,3-benzodioxole-5-carbaldehyde

Comprehensive Overview of 6-Chloro-2H-1,3-Benzodioxole-5-Carbaldehyde (CAS No. 15952-61-1)

6-Chloro-2H-1,3-benzodioxole-5-carbaldehyde (CAS No. 15952-61-1) is a specialized organic compound widely recognized for its unique structural properties and applications in various industries. This compound belongs to the benzodioxole family, characterized by a fused benzene ring and a dioxole moiety. The presence of a chloro substituent and an aldehyde functional group at specific positions enhances its reactivity, making it a valuable intermediate in synthetic chemistry.

In recent years, the demand for 6-chloro-2H-1,3-benzodioxole-5-carbaldehyde has surged due to its role in the development of pharmaceuticals, agrochemicals, and flavor and fragrance compounds. Researchers and manufacturers are increasingly focusing on sustainable and efficient synthesis methods to meet the growing needs of these industries. The compound's versatility is further highlighted by its potential use in green chemistry initiatives, aligning with global trends toward environmentally friendly processes.

One of the most frequently searched questions related to this compound is: "What are the applications of 6-chloro-2H-1,3-benzodioxole-5-carbaldehyde in drug development?" Studies have shown that this compound serves as a key building block in the synthesis of bioactive molecules, particularly those targeting central nervous system (CNS) disorders. Its structural framework is often incorporated into ligands for G-protein-coupled receptors (GPCRs), which are critical in modern drug discovery.

Another trending topic is the compound's role in agrochemical innovation. With the increasing need for crop protection solutions, 6-chloro-2H-1,3-benzodioxole-5-carbaldehyde has been explored as a precursor for herbicides and pesticides. Its ability to undergo selective transformations makes it a preferred choice for designing next-generation agrochemicals with improved efficacy and reduced environmental impact.

From a technical perspective, the synthesis of 6-chloro-2H-1,3-benzodioxole-5-carbaldehyde involves multi-step reactions, including chlorination, oxidation, and cyclization processes. Advanced techniques such as microwave-assisted synthesis and catalytic hydrogenation have been employed to enhance yield and purity. These methods are often discussed in academic and industrial forums, reflecting the compound's significance in organic synthesis.

The compound's physicochemical properties, such as melting point, solubility, and stability, are also of great interest to researchers. For instance, its aldehyde group makes it susceptible to nucleophilic attacks, enabling diverse derivatization pathways. This property is particularly useful in combinatorial chemistry, where rapid generation of molecular libraries is essential for high-throughput screening.

In the context of flavor and fragrance applications, 6-chloro-2H-1,3-benzodioxole-5-carbaldehyde contributes to the synthesis of aromatic compounds with unique olfactory profiles. Its derivatives are often used in perfumery and food additives, catering to the ever-evolving consumer preferences for novel scents and tastes.

As the scientific community continues to explore the potential of 6-chloro-2H-1,3-benzodioxole-5-carbaldehyde, its relevance in material science is also gaining traction. Preliminary studies suggest its utility in designing organic semiconductors and photovoltaic materials, opening new avenues for sustainable energy solutions.

In conclusion, 6-chloro-2H-1,3-benzodioxole-5-carbaldehyde (CAS No. 15952-61-1) stands as a multifaceted compound with broad applications across multiple industries. Its structural elegance and functional diversity make it a subject of ongoing research and innovation, addressing contemporary challenges in healthcare, agriculture, and technology.

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