Cas no 1583-83-1 (4-(Difluoromethoxy)toluene)

4-(Difluoromethoxy)toluene is a fluorinated aromatic compound characterized by the presence of a difluoromethoxy group attached to a toluene backbone. This structural feature imparts enhanced chemical stability and lipophilicity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The difluoromethoxy group contributes to improved metabolic resistance and bioavailability in active compounds. Its electron-withdrawing properties also facilitate selective functionalization in organic reactions. The compound exhibits favorable solubility in common organic solvents, enabling versatile applications in fine chemical manufacturing. Careful handling is recommended due to potential reactivity under strong oxidizing or reducing conditions. Its well-defined purity profile ensures reproducibility in research and industrial processes.
4-(Difluoromethoxy)toluene structure
4-(Difluoromethoxy)toluene structure
Product Name:4-(Difluoromethoxy)toluene
CAS No:1583-83-1
MF:C8H8F2O
MW:158.145329475403
MDL:MFCD00042253
CID:172690
PubChem ID:354333788
Update Time:2025-10-28

4-(Difluoromethoxy)toluene Chemical and Physical Properties

Names and Identifiers

    • Benzene,1-(difluoromethoxy)-4-methyl-
    • 4-(Difluoromethoxy)toluene
    • 1-(difluoromethoxy)-4-methylbenzene
    • 4-difluoromethoxytoluene
    • 4-methyl(difluoromethoxy)benzene
    • 4-Methylphenyl(difluoromethyl) ether
    • Benzene,1-(difluoromethoxy)-4-methyl
    • Difluormethyl-p-tolylether
    • difluoromethyl 4-methylphenyl ether
    • α,α-Difluoro-4-methylanisole
    • FQIXRCHAVGDBEE-UHFFFAOYSA-N
    • KGOMNESHTWOJRQ-UHFFFAOYSA-N
    • PS-11748
    • A809924
    • D4936
    • Methyl
    • 1583-83-1
    • 1-Difluoromethoxy-4-methyl-benzene
    • AKOS005203021
    • SCHEMBL256789
    • Benzene, 1-(difluoromethoxy)-4-methyl-
    • alpha,alpha-Difluoro-4-methylanisole
    • FT-0616753
    • EINECS 216-434-0
    • NS00047978
    • CS-0188795
    • F20986
    • 4-Methyl-1-(difluoromethoxy)benzene
    • DTXSID20166399
    • NGBGMSZFIOEYGB-UHFFFAOYSA-N
    • 8MNQ5HZ4LH
    • alpha,alpha-Difluoro-p-methylanisole
    • MFCD00042253
    • UNII-8MNQ5HZ4LH
    • A-aminobutenate
    • 1-(Difluoromethoxy)-4-Methyl-Benzene
    • DTXCID4088890
    • STL214797
    • DB-043386
    • MDL: MFCD00042253
    • Inchi: 1S/C8H8F2O/c1-6-2-4-7(5-3-6)11-8(9)10/h2-5,8H,1H3
    • InChI Key: DJDQNISEJVPQCS-UHFFFAOYSA-N
    • SMILES: FC(OC1C=CC(C)=CC=1)F

Computed Properties

  • Exact Mass: 158.05400
  • Monoisotopic Mass: 158.054
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 109
  • 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: nothing
  • Topological Polar Surface Area: 9.2A^2

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.121
  • Boiling Point: 167°C(lit.)
  • Flash Point: 61.2 °C
  • Refractive Index: 1.4520 to 1.4560
  • PSA: 9.23000
  • LogP: 2.59640
  • Solubility: Not determined

4-(Difluoromethoxy)toluene Security Information

4-(Difluoromethoxy)toluene 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%

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4-(Difluoromethoxy)toluene Production Method

Additional information on 4-(Difluoromethoxy)toluene

Professional Introduction to 4-(Difluoromethoxy)toluene (CAS No. 1583-83-1)

4-(Difluoromethoxy)toluene, chemically identified by the CAS number 1583-83-1, is a significant compound in the realm of organic chemistry and pharmaceutical research. This aromatic ether derivative exhibits a unique structural framework that makes it a valuable intermediate in the synthesis of various bioactive molecules. The presence of both a toluene core and a difluoromethoxy substituent imparts distinct electronic and steric properties, which are highly relevant in modern drug discovery and material science applications.

The compound's molecular structure, consisting of a benzene ring substituted with a methyl group and a difluoromethoxy group at the para position, contributes to its reactivity and utility. The electron-withdrawing nature of the difluoromethoxy moiety enhances the electrophilicity of the aromatic ring, making it susceptible to nucleophilic aromatic substitution reactions. This characteristic is particularly advantageous in constructing complex molecular architectures, which are often required in the development of novel therapeutic agents.

In recent years, 4-(Difluoromethoxy)toluene has garnered attention for its role in synthesizing fluorinated heterocycles. Fluoro-substituted compounds are increasingly prevalent in pharmaceuticals due to their improved metabolic stability, enhanced binding affinity, and altered pharmacokinetic profiles. The introduction of fluorine atoms into molecular structures can significantly modulate the properties of drug candidates, often leading to more effective and selective therapeutic outcomes. Current research focuses on leveraging the reactivity of 4-(Difluoromethoxy)toluene to develop new fluorinated derivatives with potential applications in oncology, anti-inflammatory, and antimicrobial therapies.

One notable application of this compound is in the synthesis of kinase inhibitors. Kinases are critical enzymes involved in numerous cellular signaling pathways, and their dysregulation is implicated in various diseases, particularly cancer. By incorporating fluorine atoms into kinase inhibitor molecules derived from 4-(Difluoromethoxy)toluene, researchers aim to enhance drug potency and reduce off-target effects. Preliminary studies have demonstrated that fluorinated kinase inhibitors exhibit improved pharmacokinetic profiles, including increased bioavailability and prolonged half-life.

The utility of 4-(Difluoromethoxy)toluene extends beyond pharmaceuticals into the realm of materials science. Fluoroaromatic compounds are known for their unique electronic properties, making them suitable for applications in organic electronics, liquid crystals, and advanced polymers. The electron-deficient nature of the difluoromethoxy group facilitates charge transport mechanisms, which are essential for the performance of optoelectronic devices. Consequently, this compound is being explored as a building block for developing novel materials with enhanced functional properties.

In conclusion, 4-(Difluoromethoxy)toluene (CAS No. 1583-83-1) represents a versatile intermediate with broad applications in chemical synthesis and material science. Its structural features enable the construction of complex molecules with tailored properties for pharmaceutical and industrial uses. As research continues to uncover new methodologies for fluorinated compound synthesis, the importance of this compound is expected to grow further, driving innovation across multiple scientific disciplines.

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