Cas no 777952-91-7 (N-cyclobutylsulfamoyl chloride)

N-Cyclobutylsulfamoyl chloride is a sulfamoyl chloride derivative featuring a cyclobutyl substituent. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of sulfonamides and related functionalized molecules. Its reactive sulfamoyl chloride group enables efficient nucleophilic substitution reactions with amines, alcohols, and other nucleophiles, facilitating the introduction of the cyclobutylsulfamoyl moiety into target structures. The cyclobutyl ring imparts steric and electronic effects that can influence the physicochemical properties of resulting derivatives, making it valuable in medicinal chemistry and materials science applications. The compound is typically handled under anhydrous conditions due to its moisture sensitivity. Proper storage and handling are essential to maintain its reactivity and stability.
N-cyclobutylsulfamoyl chloride structure
777952-91-7 structure
Product Name:N-cyclobutylsulfamoyl chloride
CAS No:777952-91-7
MF:C4H8ClNO2S
MW:169.629818916321
CID:3412412
PubChem ID:22326606
Update Time:2025-10-20

N-cyclobutylsulfamoyl chloride Chemical and Physical Properties

Names and Identifiers

    • CYCLOBUTANAMINE, N-(CHLOROSULFONYL)-
    • Sulfamoyl chloride, N-cyclobutyl-
    • N-cyclobutylsulfamoyl chloride
    • 777952-91-7
    • N-cyclobutylsulfamoylchloride
    • SCHEMBL1659874
    • KDVKENMVPSUFTF-UHFFFAOYSA-N
    • EN300-1168264
    • AKOS006336596
    • cyclobutylsulfamoyl chloride
    • Inchi: 1S/C4H8ClNO2S/c5-9(7,8)6-4-2-1-3-4/h4,6H,1-3H2
    • InChI Key: KDVKENMVPSUFTF-UHFFFAOYSA-N
    • SMILES: S(Cl)(NC1CCC1)(=O)=O

Computed Properties

  • Exact Mass: 168.9964274Da
  • Monoisotopic Mass: 168.9964274Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 179
  • 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: 1
  • Topological Polar Surface Area: 54.6?2

N-cyclobutylsulfamoyl chloride Pricemore >>

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Additional information on N-cyclobutylsulfamoyl chloride

N-Cyclobutylsulfamoyl Chloride: A Comprehensive Overview

N-Cyclobutylsulfamoyl chloride, with the CAS number 777952-91-7, is a versatile and significant compound in the field of organic chemistry. This compound, also referred to as N-cyclobutylsulfamoyl chloride, is widely recognized for its role in various chemical reactions and applications. Its structure consists of a cyclobutane ring attached to a sulfamoyl chloride group, making it a valuable intermediate in the synthesis of diverse organic molecules.

Recent advancements in synthetic chemistry have highlighted the importance of N-cyclobutylsulfamoyl chloride in constructing complex molecular architectures. Researchers have demonstrated its utility in forming stable amide bonds, which are critical in pharmaceuticals and agrochemicals. The cyclobutane ring introduces unique steric and electronic properties, enabling the compound to participate in a wide range of reactions, including nucleophilic substitutions and condensations.

One of the most notable applications of N-cyclobutylsulfamoyl chloride is its use as an electrophilic reagent in peptide synthesis. The sulfamoyl chloride group acts as an excellent leaving group, facilitating the formation of amide bonds under mild conditions. This property has been exploited in the development of novel drug delivery systems and bioactive molecules. Furthermore, the compound's ability to undergo ring-opening reactions has opened new avenues for the synthesis of cyclic structures with potential applications in materials science.

Recent studies have also explored the use of N-cyclobutylsulfamoyl chloride in catalytic processes. Its ability to act as a catalyst precursor has been leveraged in asymmetric synthesis, where it plays a pivotal role in inducing stereochemical control. This has led to the development of enantioselective methods for synthesizing chiral compounds, which are essential in the pharmaceutical industry.

The synthesis of N-cyclobutylsulfamoyl chloride involves a multi-step process that typically begins with the preparation of cyclobutane derivatives. The introduction of the sulfamoyl group is achieved through nucleophilic substitution reactions, often utilizing thionyl chloride as a chlorinating agent. The optimization of reaction conditions has significantly improved the yield and purity of this compound, making it more accessible for large-scale applications.

In terms of stability and handling, N-cyclobutylsulfamoyl chloride exhibits moderate thermal stability but is highly reactive under basic conditions. Its reactivity makes it suitable for use in both solution-phase and solid-phase synthesis techniques. However, careful handling is required due to its sensitivity to moisture and light.

Looking ahead, ongoing research into N-cyclobutylsulfamoyl chloride is focused on expanding its application scope while improving its synthetic efficiency. Collaborative efforts between academic institutions and industrial research labs are expected to yield innovative uses for this compound in fields such as biotechnology and nanotechnology.

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