Cas no 6940-53-0 (4-Chloro-2,5-dimethoxynitrobenzene)

4-Chloro-2,5-dimethoxynitrobenzene is a nitro-substituted aromatic compound featuring chloro and methoxy functional groups at specified positions on the benzene ring. Its distinct molecular structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of fine chemicals, dyes, and pharmaceuticals. The presence of electron-withdrawing (nitro) and electron-donating (methoxy) groups enhances its reactivity in substitution and coupling reactions, offering versatility in synthetic applications. High purity and stability under standard conditions further contribute to its utility in research and industrial processes. The compound is typically handled with standard safety precautions due to its potential irritant properties.
4-Chloro-2,5-dimethoxynitrobenzene structure
6940-53-0 structure
Product Name:4-Chloro-2,5-dimethoxynitrobenzene
CAS No:6940-53-0
MF:C8H8ClNO4
MW:217.606421470642
MDL:MFCD00024577
CID:47097
PubChem ID:87566264
Update Time:2025-05-20

4-Chloro-2,5-dimethoxynitrobenzene Chemical and Physical Properties

Names and Identifiers

    • 1-Chloro-2,5-dimethoxy-4-nitrobenzene
    • 4-Chloro-2,5-dimethoxynitrobenzene
    • 4-Chloro-2,5-dimethyoxy nitrobenzene
    • 2,5-Dimethoxy-4-nitrochlorobenzene
    • Benzene, 1-chloro-2,5-dimethoxy-4-nitro-
    • ORLPGMKKCAEWOW-UHFFFAOYSA-N
    • 4-chloro-2,5-dimethoxy-1-nitrobenzene
    • NSC60143
    • Benzene,5-dimethoxy-4-nitro-
    • ORLPGMKKCAEWOW-UHFFFAOYSA-
    • SBB064140
    • 4-Chloro-2,5-dimethyoxy nitr
    • 4-Chloro-2,5-dimethyoxy nitrobenzen
    • 6940-53-0
    • EINECS 230-086-7
    • AKOS000121264
    • SCHEMBL310130
    • MFCD00024577
    • C1244
    • A836481
    • AS-61799
    • NSC 60143
    • W-104625
    • Z104495352
    • NSC-60143
    • DTXSID8064511
    • EN300-21323
    • InChI=1/C8H8ClNO4/c1-13-7-4-6(10(11)12)8(14-2)3-5(7)9/h3-4H,1-2H3
    • NS00003398
    • FT-0607595
    • EC 230-086-7
    • M87F4QQ3NQ
    • SY112078
    • CS-0239454
    • 1-chloro-2,5-bis(methyloxy)-4-nitrobenzene
    • D89376
    • MDL: MFCD00024577
    • Inchi: 1S/C8H8ClNO4/c1-13-7-4-6(10(11)12)8(14-2)3-5(7)9/h3-4H,1-2H3
    • InChI Key: ORLPGMKKCAEWOW-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=C(C=C1OC)[N+](=O)[O-])OC

Computed Properties

  • Exact Mass: 217.01400
  • Monoisotopic Mass: 217.014
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 208
  • 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
  • Topological Polar Surface Area: 64.3
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.3

Experimental Properties

  • Color/Form: Not available
  • Density: 1.349
  • Melting Point: 140.0 to 144.0 deg-C
  • Boiling Point: 345.8°C at 760 mmHg
  • Flash Point: 345.8 °C at 760 mmHg
  • Refractive Index: 1.545
  • PSA: 64.28000
  • LogP: 2.78860
  • Solubility: Not available

4-Chloro-2,5-dimethoxynitrobenzene Security Information

4-Chloro-2,5-dimethoxynitrobenzene Customs Data

  • HS CODE:2909309090
  • Customs Data:

    China Customs Code:

    2909309090

    Overview:

    2909309090 Other aromatic ethers and their halogenated derivatives\sulfonation\Nitrated derivative(Including nitrosative derivatives).Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2909309090 other aromatic ethers and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

4-Chloro-2,5-dimethoxynitrobenzene Pricemore >>

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SHANG HAI XIAN DING Biotechnology Co., Ltd.
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6940-53-0 98.0%(GC)
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abcr
AB139562-25 g
4-Chloro-2,5-dimethoxynitrobenzene, 98%; .
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€96.50 2023-07-20
abcr
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Additional information on 4-Chloro-2,5-dimethoxynitrobenzene

Comprehensive Analysis of 4-Chloro-2,5-dimethoxynitrobenzene (CAS No. 6940-53-0): Properties, Applications, and Industry Trends

4-Chloro-2,5-dimethoxynitrobenzene (CAS 6940-53-0) is a specialized organic compound belonging to the nitrobenzene derivative family. With the molecular formula C8H8ClNO4, this yellow crystalline solid has garnered attention in pharmaceutical intermediates, agrochemical synthesis, and advanced material research. Its unique chloro-dimethoxy-nitro substitution pattern makes it a versatile building block for complex molecular architectures.

Recent Google Trends data reveals growing searches for "nitrobenzene derivatives applications" and "green synthesis of chloroaromatics," reflecting industry demand for sustainable halogenated compounds. The compound’s CAS 6940-53-0 is frequently queried alongside "spectroscopic characterization methods" and "safe handling protocols," indicating robust research interest. Analytical techniques like HPLC (High-Performance Liquid Chromatography) and GC-MS (Gas Chromatography-Mass Spectrometry) are commonly employed for purity verification, as emphasized in recent ACS (American Chemical Society) publications.

The 4-Chloro-2,5-dimethoxynitrobenzene structure features three functional groups: a nitro group (-NO2) at position 1, methoxy groups (-OCH3) at positions 2 and 5, and a chloro substituent (-Cl) at position 4. This arrangement contributes to its moderate polarity (logP ≈ 2.3) and melting point range of 98-102°C, as documented in ChemSpider databases. Researchers investigating "electron-withdrawing group effects" often cite this compound’s predictable reactivity in nucleophilic aromatic substitution (SNAr) reactions.

Industrial applications leverage 6940-53-0 as a precursor for dyes, liquid crystals, and specialty polymers. Patent filings from 2020-2023 highlight its role in developing OLED (Organic Light-Emitting Diode) materials, with particular focus on "charge-transport layer optimization." The compound’s nitro-to-amine reduction pathway also enables synthesis of diamino derivatives used in epoxy resin hardeners, addressing the surging demand for high-performance composites in aerospace and automotive sectors.

Environmental considerations drive innovation in 4-Chloro-2,5-dimethoxynitrobenzene production. A 2022 Journal of Organic Chemistry study demonstrated photocatalytic degradation efficiency exceeding 85% under UV/ZnO conditions, responding to searches for "benign halogenated compound disposal." Regulatory compliance with REACH and TSCA frameworks remains critical, with SDS (Safety Data Sheet) documentation emphasizing proper PPE (Personal Protective Equipment) including nitrile gloves and vapor respirators during handling.

Emerging research explores CAS 6940-53-0 in medicinal chemistry, particularly as a scaffold for kinase inhibitors. Computational studies using Schr?dinger’s Maestro software suggest promising binding affinities when the nitro group is modified to amide functionalities. These findings align with growing PubMed queries about "nitroaromatics in drug discovery" and "structure-activity relationship optimization."

Quality control protocols for 4-Chloro-2,5-dimethoxynitrobenzene typically specify ≥98% purity by GC analysis, with residual solvent limits per ICH Q3C guidelines. Leading suppliers provide detailed COA (Certificate of Analysis) including 1H NMR (Nuclear Magnetic Resonance) and FT-IR (Fourier-Transform Infrared) spectra, addressing the "analytical chemistry verification" concerns prevalent in research forums.

The compound’s stability profile shows excellent resistance to hydrolysis at pH 5-8, but requires protection from strong oxidizers and reducing agents. Storage recommendations in amber glass under nitrogen atmosphere reflect best practices for nitroaromatic preservation, a topic generating 27% YoY growth in Chemistry Stack Exchange discussions.

Future prospects for 6940-53-0 include microwave-assisted synthesis optimization—a hot topic in "green chemistry metrics" searches—and biocatalytic transformation studies. Recent Nature Communications articles propose enzymatic pathways for selective methoxy group modification, potentially enabling new chiral intermediates for asymmetric synthesis.

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