Cas no 59854-10-3 (tert-butyl 2-hydroxypropanoate)

Tert-butyl 2-hydroxypropanoate is a versatile ester compound characterized by its tert-butyl and hydroxyl functional groups. Its structure combines the stability of the tert-butyl moiety with the reactivity of the hydroxyl group, making it useful in organic synthesis, particularly as an intermediate in pharmaceuticals and fine chemicals. The tert-butyl group enhances steric hindrance, improving selectivity in reactions, while the hydroxyl group allows for further functionalization. This compound exhibits good solubility in common organic solvents, facilitating its use in various reaction conditions. Its balanced reactivity and stability make it a valuable building block for complex molecular frameworks.
tert-butyl 2-hydroxypropanoate structure
59854-10-3 structure
Product Name:tert-butyl 2-hydroxypropanoate
CAS No:59854-10-3
MF:C7H14O3
MW:146.184262752533
MDL:MFCD21641883
CID:337057
PubChem ID:3604460
Update Time:2025-11-06

tert-butyl 2-hydroxypropanoate Chemical and Physical Properties

Names and Identifiers

    • Propanoic acid, 2-hydroxy-, 1,1-dimethylethyl ester
    • tert-butyl 2-hydroxypropanoate
    • SB84328
    • tert-butyl 2-hydroxypropionate
    • MFCD21641883
    • EN300-202545
    • tert-butyl (S)-2-hydroxypropanoate
    • CS-0188384
    • D-Lactic acid tert-butyl ester
    • SY151888
    • AKOS009157653
    • AT12813
    • tert-butyl lactate
    • IXXMVXXFAJGOQO-UHFFFAOYSA-N
    • 59854-10-3
    • Z1272685061
    • Tert-butyl2-hydroxypropanoate
    • DTXSID30394080
    • MFCD07366670
    • SCHEMBL305050
    • SY261470
    • MDL: MFCD21641883
    • Inchi: 1S/C7H14O3/c1-5(8)6(9)10-7(2,3)4/h5,8H,1-4H3
    • InChI Key: IXXMVXXFAJGOQO-UHFFFAOYSA-N
    • SMILES: O(C(C(C)O)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 146.09432
  • Monoisotopic Mass: 146.094294304g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 3
  • Complexity: 123
  • 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
  • XLogP3: 0.8
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • PSA: 46.53

tert-butyl 2-hydroxypropanoate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B703635-10mg
tert-butyl 2-hydroxypropanoate
59854-10-3
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$ 50.00 2022-06-06
TRC
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$ 160.00 2022-06-06
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eNovation Chemicals LLC
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Additional information on tert-butyl 2-hydroxypropanoate

Comprehensive Overview of tert-butyl 2-hydroxypropanoate (CAS No. 59854-10-3): Properties, Applications, and Industry Insights

tert-butyl 2-hydroxypropanoate (CAS No. 59854-10-3), also known as tert-butyl lactate, is a versatile ester compound widely utilized in pharmaceuticals, agrochemicals, and specialty chemical synthesis. This organic derivative of lactic acid combines the reactivity of a hydroxyl group with the steric hindrance of a tert-butyl moiety, making it a valuable intermediate for controlled reactions. Its unique molecular structure, featuring both polar and non-polar regions, enables solubility in diverse solvents, a property highly sought after in formulation chemistry.

The growing demand for tert-butyl 2-hydroxypropanoate aligns with trends in green chemistry, as industries seek biodegradable alternatives to traditional solvents. Researchers frequently search for "tert-butyl lactate solubility" or "CAS 59854-10-3 applications," reflecting interest in its physicochemical behavior and industrial adaptability. Recent studies highlight its role as a chiral building block in asymmetric synthesis, particularly for active pharmaceutical ingredients (APIs) where enantiomeric purity is critical.

From a synthetic perspective, 59854-10-3 serves as a protective group reagent due to the labile nature of the tert-butyl ester under acidic conditions. This characteristic is exploited in multi-step organic syntheses, where temporary masking of carboxylic acids is required. Analytical techniques like GC-MS and HPLC are commonly employed to verify the purity of tert-butyl 2-hydroxypropanoate, with specifications often exceeding 98% for pharmaceutical-grade material.

Environmental and regulatory considerations have propelled investigations into the ecological profile of tert-butyl lactate. Unlike persistent organic pollutants, this compound demonstrates favorable biodegradation pathways, addressing concerns raised by queries such as "is tert-butyl 2-hydroxypropanoate eco-friendly." Regulatory databases classify it as non-hazardous under standard handling conditions, though proper ventilation is recommended during industrial-scale processing.

Innovative applications continue to emerge, particularly in polymer chemistry where CAS 59854-10-3 acts as a plasticizer or viscosity modifier. The compound's ability to hydrogen-bond while maintaining thermal stability makes it suitable for high-performance coatings. Market analysts note increasing R&D investment in this sector, correlating with search trends for "tert-butyl lactate in polymer science."

Quality control protocols for tert-butyl 2-hydroxypropanoate emphasize stringent moisture control, as hydrolysis can compromise performance in sensitive applications. Storage recommendations typically specify amber glass containers under inert atmosphere, with stability data indicating 24-month shelf life when properly maintained. These operational details respond to frequent queries about "tert-butyl lactate storage conditions" from quality assurance professionals.

The future outlook for 59854-10-3 appears promising, with patent analysis revealing growing utilization in renewable energy applications, particularly as a component in bio-based fuel additives. This development trajectory positions tert-butyl 2-hydroxypropanoate at the intersection of traditional chemical manufacturing and sustainable technology innovation.

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