Cas no 1517-67-5 ((2S)-3,3-dimethylbutan-2-ol)

(2S)-3,3-Dimethylbutan-2-ol is a chiral secondary alcohol characterized by its branched alkyl structure and stereochemical specificity at the C-2 position. This compound is of interest in synthetic organic chemistry due to its utility as a chiral building block or intermediate in asymmetric synthesis. The tert-butyl group adjacent to the hydroxyl-bearing carbon enhances steric hindrance, which can influence reactivity and selectivity in catalytic transformations. Its defined stereochemistry makes it valuable for applications requiring enantiopure materials, such as pharmaceuticals or specialty chemicals. The compound’s stability under standard conditions further supports its handling and storage in laboratory settings. Analytical methods, including chiral HPLC or NMR, confirm its high enantiomeric purity.
(2S)-3,3-dimethylbutan-2-ol structure
(2S)-3,3-dimethylbutan-2-ol structure
Product Name:(2S)-3,3-dimethylbutan-2-ol
CAS No:1517-67-5
MF:C6H14O
MW:102.174762248993
MDL:MFCD08702984
CID:220955
PubChem ID:6999961
Update Time:2025-06-08

(2S)-3,3-dimethylbutan-2-ol Chemical and Physical Properties

Names and Identifiers

    • 2-Butanol,3,3-dimethyl-, (2S)-
    • (S)-3,3-DIMETHYL-2-BUTANOL
    • (1S)-1,2,2-trimethylpropyl alcohol
    • (2S)-3,3-dimethyl-2-butanol
    • (2S)-3,3-dimethylbutan-2-ol
    • (S)-(+)-3,3-dimethyl-2-butanol
    • (S)-(+)-3,3-dimethylbutan-2-ol
    • (S)-pinacolyl alcohol
    • 1,2-di-n-propoxy-cyclobutenedione
    • 3,4-Dipropoxy-3-cyclobuten-1,2-dion
    • 3-Cyclobutene-1,2-dione, 3,4-dipropoxy-
    • CTK2D3599
    • di-n-propyl squarate
    • squaric acid dibutyl ester
    • SR protein phosphorylation inhibitor 1
    • (S)-3,3-Dimethylbutan-2-ol
    • 2-Butanol, 3,3-dimethyl-, (S)-
    • (S)-1,2,2-Trimethyl-1-propanol
    • D93306
    • AKOS006237164
    • EN300-89235
    • DTXSID301309898
    • AS-77547
    • 1517-67-5
    • SCHEMBL10180
    • (s)-3,3-dimethyl-butan-2-ol
    • DB-405926
    • DFOXKPDFWGNLJU-YFKPBYRVSA-N
    • MDL: MFCD08702984
    • Inchi: 1S/C6H14O/c1-5(7)6(2,3)4/h5,7H,1-4H3/t5-/m0/s1
    • InChI Key: DFOXKPDFWGNLJU-YFKPBYRVSA-N
    • SMILES: O[C@@H](C)C(C)(C)C

Computed Properties

  • Exact Mass: 102.104465066g/mol
  • Monoisotopic Mass: 102.104465066g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 1
  • Complexity: 51.7
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.5
  • Topological Polar Surface Area: 20.2?2

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Additional information on (2S)-3,3-dimethylbutan-2-ol

Comprehensive Overview of (2S)-3,3-dimethylbutan-2-ol (CAS No. 1517-67-5): Properties, Applications, and Industry Insights

(2S)-3,3-dimethylbutan-2-ol (CAS No. 1517-67-5) is a chiral secondary alcohol with a molecular formula of C6H14O. This compound, also known as (2S)-3,3-dimethyl-2-butanol, features a stereocenter at the second carbon atom, making it an important intermediate in organic synthesis and pharmaceutical manufacturing. Its unique steric hindrance and chiral purity have garnered significant attention in recent years, particularly in the development of asymmetric catalysts and flavor/fragrance ingredients.

The growing demand for enantiomerically pure compounds in the pharmaceutical industry has positioned (2S)-3,3-dimethylbutan-2-ol as a valuable building block. Researchers frequently search for "chiral alcohol synthesis" or "CAS 1517-67-5 applications," reflecting its relevance in drug discovery. Its low volatility and high stability under physiological conditions make it suitable for designing prodrugs and controlled-release formulations, aligning with the trending focus on sustainable chemistry and green synthesis.

In the fragrance industry, (2S)-3,3-dimethylbutan-2-ol contributes to woody and amber-like olfactory profiles. With consumers increasingly seeking "natural-inspired fragrances" and "long-lasting scent compounds," this alcohol's non-toxic properties and biodegradability meet modern clean beauty standards. Analytical techniques like GC-MS and chiral HPLC are commonly employed to verify its purity, addressing frequent queries about "how to identify CAS 1517-67-5" in quality control workflows.

The compound's thermodynamic properties have been extensively studied, with its boiling point (≈140°C) and water solubility data being critical for industrial process optimization. Recent publications highlight its role in ionic liquid formulations, answering the rising interest in "eco-friendly solvents." Its hydrogen-bonding capacity also makes it a candidate for molecular recognition systems, a hot topic in supramolecular chemistry research.

From a regulatory perspective, (2S)-3,3-dimethylbutan-2-ol complies with major REACH and FDA guidelines for non-hazardous substances. This aligns with the increasing online searches for "safe chemical alternatives" in consumer products. The compound's shelf life and storage conditions (typically under inert atmosphere) are frequently discussed in technical forums, emphasizing proper handling to maintain its optical purity over time.

Innovative applications continue to emerge, including its use in liquid crystal formulations for display technologies and as a phase-transfer agent in biphasic reactions. These developments respond to the tech industry's demand for "high-performance specialty chemicals." The compound's viscosity and surface tension properties are being explored for inkjet printing applications, connecting to the booming printed electronics market.

For synthetic chemists, the enantioselective reduction of corresponding ketones to produce (2S)-3,3-dimethylbutan-2-ol remains an active research area. Modern biocatalytic methods using engineered alcohol dehydrogenases have significantly improved atom economy, addressing the pharmaceutical industry's push toward "cost-effective chiral synthesis." These advancements are frequently cited in patents related to API manufacturing processes.

Quality specifications for CAS 1517-67-5 typically require ≥98% chemical purity and ≥99% enantiomeric excess for premium-grade material. Analytical certificates often include NMR and IR spectroscopy data, responding to purchaser concerns about "how to verify compound authenticity." The development of rapid chiral analysis methods using UPLC has further streamlined quality assurance protocols.

In material science, the compound's hydrophobic character (logP ≈1.8) enables its use as a plasticizer modifier for specialty polymers. This application gains relevance amid searches for "bio-compatible polymer additives." Its thermal decomposition profile (>200°C) also makes it suitable for high-temperature processes, particularly in the aerospace materials sector where thermal stability is paramount.

Looking forward, (2S)-3,3-dimethylbutan-2-ol is poised to play a role in carbon capture technologies due to its CO2 absorption potential at specific temperatures. This aligns with global interest in "climate-positive chemicals" and "circular economy solutions." Continued research into its derivatization pathways may unlock further applications in renewable energy storage systems and smart materials development.

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