Cas no 149965-78-6 (Benzyl But-3-Yn-1-ylcarbamate)

Benzyl But-3-Yn-1-ylcarbamate is a carbamate derivative featuring a benzyl-protected amine group and a terminal alkyne functionality. This compound is valuable in organic synthesis, particularly in click chemistry applications, due to its reactive alkyne moiety, which enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions. The benzyl group provides stability and selective deprotection options, making it useful in peptide and polymer chemistry. Its structural versatility allows for further functionalization, serving as a key intermediate in pharmaceutical and materials science research. The compound’s well-defined reactivity and compatibility with diverse reaction conditions enhance its utility in complex molecular assembly.
Benzyl But-3-Yn-1-ylcarbamate structure
Benzyl But-3-Yn-1-ylcarbamate structure
Product Name:Benzyl But-3-Yn-1-ylcarbamate
CAS No:149965-78-6
MF:C12H13NO2
MW:203.237123250961
MDL:MFCD10698151
CID:827379
PubChem ID:21185506
Update Time:2025-06-08

Benzyl But-3-Yn-1-ylcarbamate Chemical and Physical Properties

Names and Identifiers

    • 4-PROP-2-YN-1-YLMORPHOLINE
    • 4-(PROP-2-YN-1-YL)MORPHOLINE
    • 4-(Prop-2-yn-1-yl)morpholine,4-(2-propyn-1-yl)-Morpholine
    • benzyl but-3- yn-1-ylcarbamate
    • 4-Benzyloxycarbonylamino-1-butyne
    • benzyl 3-butynylcarbamate
    • benzyl but-3-ynylcarbamate
    • but-3-ynylcarbamic acid benzyl ester
    • 4-(2-propyn-1-yl)-Morpholine
    • But-3-ynyl-carbamic acid benzyl ester
    • benzyl but-3-yn-1-ylcarbaMate
    • EN300-316547
    • AKOS024462612
    • SY018885
    • benzyl N-(but-3-yn-1-yl)carbamate
    • CS-0158543
    • 149965-78-6
    • benzyl N-but-3-ynylcarbamate
    • ZFA96578
    • Carbamic acid, 3-butynyl-, phenylmethyl ester
    • BENZYLBUT-3-YN-1-YLCARBAMATE
    • MFCD10698151
    • AS-38731
    • AB61411
    • A1-22980
    • SCHEMBL708331
    • ZNOHXIQXZHWLNI-UHFFFAOYSA-N
    • Benzyl But-3-Yn-1-ylcarbamate
    • MDL: MFCD10698151
    • Inchi: 1S/C12H13NO2/c1-2-3-9-13-12(14)15-10-11-7-5-4-6-8-11/h1,4-8H,3,9-10H2,(H,13,14)
    • InChI Key: ZNOHXIQXZHWLNI-UHFFFAOYSA-N
    • SMILES: O(C(NCCC#C)=O)CC1C=CC=CC=1

Computed Properties

  • Exact Mass: 125.08400
  • Monoisotopic Mass: 203.095
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 6
  • Complexity: 235
  • 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: 38.3A^2
  • XLogP3: 2

Experimental Properties

  • Density: 1.102±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 168.1 °C at 760 mmHg
  • Flash Point: 45.8 °C
  • Solubility: Very slightly soluble (0.45 g/l) (25 o C),
  • PSA: 12.47000
  • LogP: -0.11030

Benzyl But-3-Yn-1-ylcarbamate Customs Data

  • HS CODE:2924299090
  • Customs Data:

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Additional information on Benzyl But-3-Yn-1-ylcarbamate

Professional Introduction to Benzyl But-3-Yn-1-ylcarbamate (CAS No. 149965-78-6)

Benzyl But-3-Yn-1-ylcarbamate, a compound with the chemical identifier CAS No. 149965-78-6, represents a significant advancement in the field of pharmaceutical chemistry. This compound, characterized by its unique structural framework, has garnered considerable attention due to its potential applications in drug development and synthetic organic chemistry. The molecular structure of Benzyl But-3-Yn-1-ylcarbamate consists of a benzyl group, a butenynyl moiety, and a carbamate functional group, which collectively contribute to its distinct chemical properties and reactivity.

The benzyl group, known for its stability and ease of functionalization, plays a crucial role in the compound's overall behavior. It serves as an anchor point for further chemical modifications, enabling the synthesis of more complex derivatives. The presence of the butenynyl unit introduces a reactive alkyne functionality, which is highly valuable in various organic transformations. This feature allows for the introduction of additional functional groups or the formation of new bonds, making Benzyl But-3-Yn-1-ylcarbamate a versatile intermediate in synthetic chemistry.

The carbamate portion of the molecule contributes to its solubility in polar solvents and its reactivity with nucleophiles. This makes it an excellent candidate for use in pharmaceutical synthesis, where such properties are often desirable for drug delivery and metabolic stability. Recent studies have highlighted the compound's potential in the development of novel therapeutic agents, particularly in the realm of anti-inflammatory and analgesic medications.

Recent research has demonstrated the utility of Benzyl But-3-Yn-1-ylcarbamate in the synthesis of bioactive molecules. For instance, studies have shown that derivatives of this compound exhibit significant inhibitory effects on certain enzymes implicated in inflammatory pathways. This finding aligns with the growing interest in developing targeted therapies that modulate enzyme activity without systemic side effects. The structural flexibility offered by Benzyl But-3-Yn-1-ylcarbamate allows chemists to fine-tune its properties, making it a valuable scaffold for drug discovery.

The compound's alkyne functionality has also been explored in cross-coupling reactions, which are fundamental to modern synthetic organic chemistry. These reactions enable the formation of carbon-carbon bonds under mild conditions, often using palladium catalysts. By incorporating Benzyl But-3-Yn-1-ylcarbamate into such reactions, researchers can construct complex molecular architectures with high precision. This capability is particularly important for creating novel drug candidates that mimic natural bioactive molecules.

In addition to its synthetic applications, Benzyl But-3-Yn-1-ylcarbamate has shown promise in material science. Its unique structural features make it suitable for use as a monomer or building block in polymer synthesis. Polymers derived from this compound exhibit interesting physical properties, such as enhanced thermal stability and biodegradability. These characteristics are highly sought after in industries ranging from packaging to medical devices.

The carbamate group's ability to participate in hydrogen bonding has also been leveraged in the design of supramolecular assemblies. These assemblies are formed through non-covalent interactions between molecules, creating structures with tailored properties. Benzyl But-3-Yn-1-ylcarbamate has been used to create stable and functional supramolecular systems that could find applications in nanotechnology and molecular recognition.

From a computational chemistry perspective, Benzyl But-3-Yn-1-ylcarbamate has been extensively studied to understand its electronic structure and reactivity. Advanced computational methods have provided insights into how different substituents affect its properties, guiding experimental design and optimizing synthetic routes. These studies underscore the importance of integrating computational tools with traditional experimental approaches in modern chemical research.

The pharmaceutical industry continues to explore new ways to utilize Benzyl But-3-Yn-1-ylcarbamate and its derivatives. Recent clinical trials have investigated its potential as an intermediate in the synthesis of novel antiviral agents. The compound's ability to undergo multiple transformations makes it an attractive candidate for generating complex drug molecules with improved efficacy and reduced toxicity.

Environmental considerations have also driven research into more sustainable synthetic routes for Benzyl But-3-Yn-1-yllcarbamate. Green chemistry principles have been applied to develop processes that minimize waste and reduce energy consumption. These efforts align with global initiatives to promote sustainable practices across all scientific disciplines.

In conclusion, Benzyl Butenynlcarbamate (CAS No. 149965786) is a multifaceted compound with significant potential across multiple domains of chemistry and related fields. Its unique structural features make it a valuable tool for synthetic chemists, while its biological activity positions it as a promising candidate for pharmaceutical applications. As research continues to uncover new uses for this compound, it is likely to remain at the forefront of chemical innovation for years to come.

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