Cas no 112725-22-1 (Succinimidyl 3-(Tri-n-butylstannyl)benzoate)

Succinimidyl 3-(Tri-n-butylstannyl)benzoate is a versatile organotin reagent widely used in bioconjugation and crosslinking applications. Its key advantage lies in the succinimidyl ester group, which facilitates efficient coupling with primary amines under mild conditions, forming stable amide bonds. The tri-n-butylstannyl moiety enables further functionalization via Stille cross-coupling reactions, making it valuable in organic synthesis and radiopharmaceutical labeling. This compound is particularly useful in modifying biomolecules, such as peptides and proteins, due to its selective reactivity and compatibility with aqueous environments. Its stability and well-defined reactivity profile make it a reliable choice for researchers in medicinal chemistry and materials science.
Succinimidyl 3-(Tri-n-butylstannyl)benzoate structure
112725-22-1 structure
Product Name:Succinimidyl 3-(Tri-n-butylstannyl)benzoate
CAS No:112725-22-1
MF:C23H35NO4Sn
MW:508.238306283951
CID:146135
PubChem ID:130716
Update Time:2025-05-28

Succinimidyl 3-(Tri-n-butylstannyl)benzoate Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid,3-(tributylstannyl)-, 2,5-dioxo-1-pyrrolidinyl ester
    • (2,5-dioxopyrrolidin-1-yl) 3-tributylstannylbenzoate
    • 1-{[3-(tributylstannanyl)benzoyl]oxy}pyrrolidine-2,5-dione
    • 2,5-Pyrrolidinedione, 1-((3-(tributylstannyl)benzoyl)oxy)-
    • m-Buate
    • N-Succinimidyl-3-(tri-n-butylstannyl)benzoate
    • STBSB
    • N-succinimidyl 3-(tri-n-butylstannyl)benzoate
    • 2,5-DIOXOPYRROLIDIN-1-YL 3-(TRIBUTYLSTANNYL)BENZOATE
    • SCHEMBL317623
    • Succinimidyl 3-(tri-N-butylstannyl)benzoate
    • 112725-22-1
    • 2,5-Pyrrolidinedione, 1-[[3-(tributylstannyl)benzoyl]oxy]-
    • DTXSID90150149
    • MFCD01863152
    • Succinimidyl 3-(Tri-n-butylstannyl)benzoate
    • Inchi: 1S/C11H8NO4.3C4H9.Sn/c13-9-6-7-10(14)12(9)16-11(15)8-4-2-1-3-5-8;3*1-3-4-2;/h1-2,4-5H,6-7H2;3*1,3-4H2,2H3;
    • InChI Key: PZLUHHMIECGGRR-UHFFFAOYSA-N
    • SMILES: [Sn](C1C=CC=C(C(=O)ON2C(CCC2=O)=O)C=1)(CCCC)(CCCC)CCCC

Computed Properties

  • Exact Mass: 501.16175
  • Monoisotopic Mass: 509.159
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 29
  • Rotatable Bond Count: 13
  • Complexity: 527
  • 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: 63.7?2

Experimental Properties

  • Boiling Point: 528°C at 760 mmHg
  • Flash Point: 273.2°C
  • Solubility: Insuluble (2.2E-3 g/L) (25 oC),
  • PSA: 63.68

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Additional information on Succinimidyl 3-(Tri-n-butylstannyl)benzoate

Exploring the Applications and Properties of Succinimidyl 3-(Tri-n-butylstannyl)benzoate (CAS No. 112725-22-1)

Succinimidyl 3-(Tri-n-butylstannyl)benzoate (CAS No. 112725-22-1) is a specialized organic compound widely utilized in synthetic chemistry and bioconjugation. Its unique structure, featuring a tri-n-butylstannyl group and a succinimidyl ester moiety, makes it a versatile reagent for crosslinking and labeling applications. Researchers often search for "Succinimidyl 3-(Tri-n-butylstannyl)benzoate uses" or "CAS 112725-22-1 synthesis" to understand its role in modifying biomolecules like proteins and peptides. The compound’s ability to introduce stannyl groups into target molecules is particularly valuable in polymer chemistry and material science, aligning with trends in sustainable material development.

In recent years, the demand for Succinimidyl 3-(Tri-n-butylstannyl)benzoate has grown due to its applications in click chemistry and bioorthogonal reactions. These techniques are pivotal in drug discovery and diagnostics, addressing common search queries like "how to use stannyl benzoate derivatives" or "bioconjugation reagents for drug delivery." The compound’s succinimidyl ester group ensures efficient coupling with primary amines, a feature highlighted in forums discussing "amine-reactive probes 2024." Its stability under mild conditions also makes it suitable for nanoparticle functionalization, a hot topic in cancer research and theranostics.

From a synthetic perspective, CAS 112725-22-1 is often explored for its role in organotin chemistry. Queries such as "tri-n-butylstannyl benzoate derivatives" or "stannyl-based crosslinkers" reflect its relevance in constructing complex molecular architectures. The compound’s lipophilic properties further enable its use in cell membrane studies, resonating with trends in lipidomics and proteomics. Notably, its compatibility with photocatalysis and green chemistry protocols aligns with the industry’s shift toward eco-friendly methodologies.

Quality control and handling of Succinimidyl 3-(Tri-n-butylstannyl)benzoate are frequently discussed topics. Searches like "storage conditions for stannyl esters" or "CAS 112725-22-1 stability" underscore the need for proper anhydrous storage and inert atmospheres to preserve reactivity. Suppliers often highlight its high purity grades (>95%) for sensitive applications, catering to demands in pharmaceutical intermediates and diagnostic kits. The compound’s MSDS data and handling guidelines are also critical for laboratory safety, a recurring concern in academic and industrial settings.

Looking ahead, innovations in Succinimidyl 3-(Tri-n-butylstannyl)benzoate derivatives are expected to expand its utility in precision medicine and smart materials. Emerging search terms like "next-gen bioconjugation tools" and "organotin reagents for biomaterials" hint at its potential in 3D bioprinting and wearable sensors. As interdisciplinary research grows, this compound will likely remain a cornerstone in bridging organic synthesis with cutting-edge biotechnology applications.

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