Cas no 56149-52-1 (Butanedioic acid,1-(4-hydroxybutyl) ester)

Butanedioic acid, 1-(4-hydroxybutyl) ester is a diester compound derived from succinic acid and 1,4-butanediol. This chemical is characterized by its bifunctional structure, featuring both ester and hydroxyl groups, which contribute to its reactivity and versatility in synthetic applications. It is commonly utilized as an intermediate in polymer chemistry, particularly in the production of biodegradable polyesters and polyurethanes. The hydroxyl group allows for further functionalization, enabling crosslinking or chain extension. Its balanced hydrophilicity and hydrolytic stability make it suitable for specialty coatings, adhesives, and plasticizers. The compound’s controlled reactivity and compatibility with various substrates enhance its utility in industrial formulations.
Butanedioic acid,1-(4-hydroxybutyl) ester structure
56149-52-1 structure
Product Name:Butanedioic acid,1-(4-hydroxybutyl) ester
CAS No:56149-52-1
MF:C8H14O5
MW:190.193763256073
MDL:MFCD00517728
CID:376854
PubChem ID:92032
Update Time:2025-10-22

Butanedioic acid,1-(4-hydroxybutyl) ester Chemical and Physical Properties

Names and Identifiers

    • Butanedioic acid,1-(4-hydroxybutyl) ester
    • (4-hydroxybutyl) hydrogen succinate
    • 4-(4-hydroxybutoxy)-4-oxobutanoic acid
    • (4-Hydroxybutyl)hydrogen succinate
    • CBDivE_003058
    • D93505
    • 56149-52-1
    • AS-77053
    • EINECS 260-022-3
    • NS00033467
    • DTXSID40204686
    • SCHEMBL1132171
    • KCROXMKUVBDUMP-UHFFFAOYSA-N
    • MDL: MFCD00517728
    • Inchi: 1S/C8H14O5/c9-5-1-2-6-13-8(12)4-3-7(10)11/h9H,1-6H2,(H,10,11)
    • InChI Key: KCROXMKUVBDUMP-UHFFFAOYSA-N
    • SMILES: O(C(CCC(=O)O)=O)CCCCO

Computed Properties

  • Exact Mass: 190.08412
  • Monoisotopic Mass: 190.084124
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 8
  • Complexity: 166
  • 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: 83.8
  • XLogP3: -0.4

Experimental Properties

  • Density: 1.217
  • Boiling Point: 373.6°C at 760 mmHg
  • Flash Point: 150.6°C
  • Refractive Index: 1.475
  • PSA: 83.83

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Butanedioic acid,1-(4-hydroxybutyl) ester Related Literature

Additional information on Butanedioic acid,1-(4-hydroxybutyl) ester

Comprehensive Analysis of Butanedioic acid,1-(4-hydroxybutyl) ester (CAS No. 56149-52-1): Properties, Applications, and Industry Trends

Butanedioic acid,1-(4-hydroxybutyl) ester (CAS No. 56149-52-1), also known as 1,4-butanediol succinate, is a versatile ester compound with growing relevance in industrial and research applications. This organic ester is synthesized through the esterification of succinic acid with 1,4-butanediol, resulting in a biodegradable and low-toxicity product. Its molecular structure combines a hydroxybutyl group with a succinate backbone, offering unique solubility and reactivity properties.

In recent years, the demand for sustainable chemicals like Butanedioic acid,1-(4-hydroxybutyl) ester has surged due to increasing environmental regulations and consumer preferences for eco-friendly materials. Researchers highlight its potential as a green plasticizer alternative to traditional phthalates, aligning with global trends toward circular economy practices. The compound's hydrolytic stability and compatibility with polymers make it a candidate for biodegradable packaging formulations.

From a technical perspective, CAS No. 56149-52-1 exhibits a moderate viscosity and high boiling point (typically >250°C), making it suitable for high-temperature applications. Its dual functional groups (ester and hydroxyl) enable crosslinking reactions in polyurethane synthesis and coating systems. Industry reports indicate growing adoption in adhesive formulations, where it improves flexibility without compromising thermal resistance.

The cosmetics industry has also explored this ester as a skin-conditioning agent, capitalizing on its humectant properties and low irritation potential. Formulators appreciate its ability to enhance moisture retention in skincare products while meeting clean beauty standards. Recent patent filings reveal innovations combining Butanedioic acid,1-(4-hydroxybutyl) ester with natural emollients for vegan formulations.

Analytical studies using GC-MS and HPLC techniques confirm the compound's high purity (>98%) in commercial grades. Regulatory databases classify it as non-hazardous under normal handling conditions, though standard laboratory safety protocols should always be followed. Manufacturers emphasize its storage stability in amber glass or HDPE containers to prevent moisture absorption.

Emerging applications in 3D printing materials showcase the ester's role as a rheology modifier for bio-based resins. Its ability to reduce melt viscosity while maintaining mechanical strength addresses key challenges in additive manufacturing. Technical forums frequently discuss optimization of ester concentration for balancing flow properties and final product durability.

Market analysts project steady growth for specialty esters like 56149-52-1, driven by expansion in Asia-Pacific chemical industries. The compound's cost-effectiveness compared to similar aliphatic esters positions it favorably for industrial-scale production. Quality control specifications typically include acid value (<1 mg KOH/g) and hydroxyl value (160-200 mg KOH/g) as key parameters.

From an environmental standpoint, biodegradation studies demonstrate >80% mineralization within 28 days under OECD 301B conditions, supporting its green chemistry credentials. This data proves valuable for companies pursuing EPA compliance or REACH registration in European markets. The ester's low bioaccumulation potential further enhances its sustainability profile.

Innovative research explores enzymatic synthesis routes for Butanedioic acid,1-(4-hydroxybutyl) ester using immobilized lipases, achieving >90% conversion yields at mild temperatures. Such biocatalytic processes reduce energy consumption compared to conventional methods, addressing carbon footprint concerns in chemical manufacturing.

Technical literature frequently addresses structure-activity relationships of this ester in polymer networks. The spacing between its ester linkages and terminal hydroxyl group influences crystallinity in resulting materials—a critical factor for elastomer performance. Recent molecular dynamics simulations provide deeper insights into its conformational flexibility.

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