Cas no 681260-21-9 (5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE)

5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE is a specialized sulfonyl chloride derivative used as a key intermediate in organic synthesis, particularly in the preparation of sulfonamides and other sulfonate esters. Its tert-butyl and propoxy substituents enhance steric and electronic properties, making it valuable for selective functionalization in pharmaceutical and agrochemical applications. The compound exhibits high reactivity toward nucleophiles, facilitating efficient derivatization under mild conditions. Its stability under controlled storage conditions ensures reliable handling in synthetic workflows. This reagent is particularly useful in constructing complex molecular architectures where precise sulfonylation is required.
5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE structure
681260-21-9 structure
Product Name:5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE
CAS No:681260-21-9
MF:C13H19ClO3S
MW:290.806162118912
CID:890428
PubChem ID:2757334
Update Time:2025-10-29

5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE Chemical and Physical Properties

Names and Identifiers

    • 5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE
    • 5-TERT-BUTYL-2-PROPOXYBENZENESULFONYL CHLORIDE
    • 5-TERT-BUTYL-2-PROPOXYBENZENE-1-SULFONYL CHLORIDE
    • AKOS016016258
    • D82448
    • MFCD03789028
    • CS-0152056
    • 5-(tert-Butyl)-2-propoxybenzene-1-sulfonyl chloride
    • BS-17417
    • 5-(tert-Butyl)-2-propoxybenzene-1-sulfonylchloride
    • 681260-21-9
    • MDL: MFCD03789028
    • Inchi: 1S/C13H19ClO3S/c1-5-8-17-11-7-6-10(13(2,3)4)9-12(11)18(14,15)16/h6-7,9H,5,8H2,1-4H3
    • InChI Key: GMILGTOTIRSNBL-UHFFFAOYSA-N
    • SMILES: ClS(C1=C(C=CC(=C1)C(C)(C)C)OCCC)(=O)=O

Computed Properties

  • Exact Mass: 290.07400
  • Monoisotopic Mass: 290.074
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 5
  • Complexity: 353
  • 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: 4.5
  • Topological Polar Surface Area: 51.8?2

Experimental Properties

  • PSA: 51.75000
  • LogP: 4.78120

5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE 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%

5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE Pricemore >>

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Additional information on 5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE

Introduction to 5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE (CAS No. 681260-21-9)

5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE, identified by the Chemical Abstracts Service Number (CAS No.) 681260-21-9, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and synthetic organic chemistry. This compound belongs to the class of sulfonate chlorides, which are widely utilized as intermediates in the synthesis of various biologically active molecules. The presence of both a tert-butyl group and a propoxy substituent on the benzene ring imparts unique electronic and steric properties, making it a valuable building block for the development of novel therapeutic agents.

The tert-butyl group, characterized by its bulky nature, introduces steric hindrance that can influence the reactivity and selectivity of subsequent chemical transformations. This feature is particularly advantageous in medicinal chemistry, where precise control over molecular interactions is often required to optimize drug efficacy and reduce off-target effects. On the other hand, the propoxy moiety contributes to the compound's solubility and metabolic stability, factors that are critical for the pharmacokinetic profile of drug candidates.

In recent years, there has been a surge in research focused on developing novel sulfonamide-based drugs due to their broad spectrum of biological activities. Sulfonamides are known for their antimicrobial, anti-inflammatory, and anticancer properties, among others. The compound 5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE serves as an excellent precursor for synthesizing sulfonamides by reacting with amines or amine derivatives. This reaction typically proceeds via nucleophilic substitution, where the chloride leaving group is displaced by an amine nitrogen.

One of the most compelling applications of this compound is in the field of oncology. Researchers have been exploring sulfonamide derivatives as potential inhibitors of kinases and other enzymes involved in cancer cell proliferation. The 5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE intermediate allows for the rapid construction of complex sulfonamide structures that can be fine-tuned to target specific oncogenic pathways. For instance, modifications at the propoxy position can alter hydrophobicity and binding affinity, while the tert-butyl group can enhance solubility and bioavailability.

Furthermore, advancements in computational chemistry have enabled more efficient design and optimization of sulfonamide-based drugs. Molecular modeling studies have shown that compounds derived from 5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE can exhibit high binding affinity to target proteins, making them promising candidates for further development. These computational approaches complement traditional synthetic strategies by providing insights into molecular interactions at an atomic level.

The pharmaceutical industry has also been leveraging green chemistry principles to improve the sustainability of drug synthesis. The use of 5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE as an intermediate aligns with these efforts by enabling multistep syntheses under mild conditions with high yields. This not only reduces waste generation but also minimizes energy consumption, aligning with global initiatives to promote environmentally friendly chemical processes.

In conclusion, 5-TERT-BUTYL-2-PROPOXY-BENZENESULFONYL CHLORIDE (CAS No. 681260-21-9) represents a versatile and valuable intermediate in modern pharmaceutical research. Its unique structural features make it an ideal candidate for synthesizing sulfonamide-based drugs with potential applications across various therapeutic areas. As research continues to uncover new biological targets and synthetic methodologies, this compound is poised to play a pivotal role in the next generation of drug discovery and development.

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