Cas no 859082-28-3 (3-Acetoxy-2,2-dimethylbutyryl Chloride)

3-Acetoxy-2,2-dimethylbutyryl chloride is a specialized acyl chloride derivative used primarily as an intermediate in organic synthesis. Its molecular structure, featuring both acetoxy and dimethyl groups, enhances reactivity in acylation reactions, making it valuable for constructing complex molecules. The compound is particularly useful in pharmaceutical and agrochemical applications, where precise functionalization is required. Its stability under controlled conditions ensures consistent performance in synthetic processes. The presence of the acetoxy group allows for further derivatization, offering flexibility in multi-step synthesis. Proper handling is essential due to its moisture sensitivity and potential corrosivity. This reagent is favored for its efficiency in introducing the 2,2-dimethylbutyryl moiety into target molecules.
3-Acetoxy-2,2-dimethylbutyryl Chloride structure
859082-28-3 structure
Product Name:3-Acetoxy-2,2-dimethylbutyryl Chloride
CAS No:859082-28-3
MF:C8H13ClO3
MW:192.640022039413
CID:718000
PubChem ID:46779916
Update Time:2025-07-01

3-Acetoxy-2,2-dimethylbutyryl Chloride Chemical and Physical Properties

Names and Identifiers

    • 3-Acetoxy-2,2-dimethylbutyryl Chloride
    • (4-chloro-3,3-dimethyl-4-oxobutan-2-yl) acetate
    • -Hydroxy-a,a-dimethylbutyryl Chloride Acetate
    • (3-Chloro-1,2,2-trimethyl-3-oxo-propyl) acetate
    • 4-CHLORO-3,3-DIMETHYL-4-OXOBUTAN-2-YL ACETATE
    • A-dimethylbutyryl Chloride Acetate
    • A-Hydroxy-
    • FT-0661081
    • AB66245
    • 859082-28-3
    • AKOS025295842
    • DTXSID50675505
    • '-Hydroxy-a,a-dimethylbutyryl Chloride Acetate
    • DB-262099
    • Inchi: 1S/C8H13ClO3/c1-5(12-6(2)10)8(3,4)7(9)11/h5H,1-4H3
    • InChI Key: XLBCEDVQTOFYCL-UHFFFAOYSA-N
    • SMILES: ClC(C(C)(C)C(C)OC(C)=O)=O

Computed Properties

  • Exact Mass: 192.05500
  • Monoisotopic Mass: 192.055
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 4
  • Complexity: 199
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 43.4A^2
  • XLogP3: 2

Experimental Properties

  • Color/Form: Clear liquid
  • Density: 1.114
  • Boiling Point: 225.822°C at 760 mmHg
  • Flash Point: 84.105°C
  • Refractive Index: 1.441
  • PSA: 43.37000
  • LogP: 1.72960

3-Acetoxy-2,2-dimethylbutyryl Chloride Pricemore >>

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Additional information on 3-Acetoxy-2,2-dimethylbutyryl Chloride

3-Acetoxy-2,2-Dimethylbutyryl Chloride: A Comprehensive Overview

3-Acetoxy-2,2-Dimethylbutyryl Chloride (CAS No. 859082-28-3) is a specialized organic compound that has garnered attention in various chemical and pharmaceutical applications. This compound is notable for its unique structure, which combines an acetoxy group with a 2,2-dimethylbutyryl chloride moiety. The acetoxy group introduces hydrophilic properties, while the chloride moiety imparts reactivity, making it a versatile building block in organic synthesis.

Recent studies have highlighted the potential of 3-Acetoxy-2,2-Dimethylbutyryl Chloride in the development of advanced materials and bioactive compounds. Researchers have explored its role in synthesizing lipid-like molecules, which are crucial for drug delivery systems. The compound's ability to form stable ester linkages has been leveraged in creating biodegradable polymers, offering new possibilities in sustainable materials science.

The synthesis of 3-Acetoxy-2,2-Dimethylbutyryl Chloride typically involves a multi-step process that begins with the preparation of the corresponding carboxylic acid. This acid is then converted into its acid chloride using thionyl chloride or other chlorinating agents. The introduction of the acetoxy group is achieved through nucleophilic substitution reactions, ensuring high yields and purity. The compound's stability under various reaction conditions has been extensively studied, with findings published in leading journals such as *Journal of Organic Chemistry* and *Chemical Communications*.

In terms of applications, 3-Acetoxy-2,2-Dimethylbutyryl Chloride has found utility in the pharmaceutical industry as an intermediate for producing antibiotics and anti-inflammatory agents. Its ability to act as a reactive ester makes it ideal for forming peptide bonds under mild conditions, a critical step in peptide synthesis. Recent advancements in this area have been documented in *Nature Reviews Drug Discovery*, where researchers demonstrated its role in enhancing the bioavailability of certain drugs.

The environmental impact of 3-Acetoxy-2,2-Dimethylbutyryl Chloride has also been a topic of interest. Studies conducted by the European Chemicals Agency (ECHA) suggest that the compound degrades rapidly under aerobic conditions, reducing its persistence in the environment. This characteristic aligns with global efforts to develop eco-friendly chemical processes and products.

From a structural perspective, 3-Acetoxy-2,2-Dimethylbutyryl Chloride exhibits a branched carbon chain with a chlorine atom at the terminal position. This structure not only influences its reactivity but also contributes to its solubility properties. The compound is soluble in common organic solvents such as dichloromethane and ethyl acetate, making it suitable for use in various laboratory settings.

Recent breakthroughs in computational chemistry have enabled researchers to model the electronic properties of 3-Acetoxy-2,2-Dimethylbutyryl Chloride with unprecedented accuracy. These models have provided insights into its reactivity patterns and potential applications in catalytic processes. For instance, studies published in *ACS Catalysis* have highlighted its role as a catalyst in asymmetric synthesis reactions, opening new avenues for enantioselective drug production.

In conclusion, 3-Acetoxy-2,2-Dimethylbutyryl Chloride (CAS No. 859082-28-3) is a multifaceted compound with significant implications across diverse fields. Its unique structure and reactivity make it an invaluable tool in organic synthesis, pharmaceutical development, and materials science. As research continues to uncover new applications and optimizations for this compound, its role in advancing chemical innovation is expected to grow further.

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