Cas no 72345-23-4 ((2S,4S)-pentane-2,4-diol)

(2S,4S)-Pentane-2,4-diol is a chiral diol characterized by its stereospecific (2S,4S) configuration, which imparts distinct selectivity in synthetic and catalytic applications. Its rigid molecular structure, featuring two hydroxyl groups at the 2- and 4-positions of a pentane backbone, makes it a valuable intermediate in asymmetric synthesis, particularly for constructing complex chiral frameworks. The compound’s defined stereochemistry ensures high enantiomeric purity, critical for pharmaceutical and fine chemical synthesis. Additionally, its bifunctional nature allows for versatile derivatization, serving as a precursor for ligands, catalysts, or biologically active compounds. The diol’s stability and solubility in common organic solvents further enhance its utility in research and industrial processes.
(2S,4S)-pentane-2,4-diol structure
(2S,4S)-pentane-2,4-diol structure
Product Name:(2S,4S)-pentane-2,4-diol
CAS No:72345-23-4
MF:C5H12O2
MW:104.147582054138
MDL:MFCD00064276
CID:562877
PubChem ID:6950200
Update Time:2025-05-22

(2S,4S)-pentane-2,4-diol Chemical and Physical Properties

Names and Identifiers

    • (2S,4S)-Pentane-2,4-diol
    • (2S,4S)-(+)-2,4-Pentanediol
    • (2S,4S)-(+)-Pentanediol
    • 2,4-Pentanediol,(2S,4S)-
    • (2S,4S)-(+)-2,4-Dihydroxypentane
    • (S,S)-(+)-2,4-Pentanediol
    • (2s,4s)-2,4-pentanediol
    • GTCCGKPBSJZVRZ-WHFBIAKZSA-N
    • 6DM2071X2E
    • 2,4-Pentanediol #
    • (+)-2,4-pentanediol
    • 2,4-Pentanediol, (+)-
    • (+)-(2S,4S)-Pentanediol
    • 2,4-Pentanediol, (2S,4S)-
    • PubChem6728
    • 2,4-Pentanediol, (S-(R*,R*))-
    • (2S,4s)-pentanediol
    • (s,s)-2,4-pentanediol
    • 2(S),4(S)-dihydroxypentane
    • EN300-218245
    • Q27264588
    • (+)-(2S,4S)pentane-2,4-diol
    • 36402-52-5
    • CS-0085738
    • (2S,4S)-pentane-2,4-diol;(2S,4S)-(+)-2,4-Pentanediol
    • MFCD00064276
    • AS-40097
    • AKOS015840302
    • A837501
    • D74604
    • P1412
    • SCHEMBL42873
    • (S,S)-(+)-2,4-Pentanediol, [S-(S*,S*)]-(+)-2,4-Pentanediol
    • UNII-6DM2071X2E
    • AKOS015911391
    • 72345-23-4
    • Rel-(2s,4s)-pentane-2,4-diol
    • (2S,4S)-(+)-Pentanediol, 99%
    • (2S,4S)-pentane-2,4-diol
    • MDL: MFCD00064276
    • Inchi: 1S/C5H12O2/c1-4(6)3-5(2)7/h4-7H,3H2,1-2H3/t4-,5-/m0/s1
    • InChI Key: GTCCGKPBSJZVRZ-WHFBIAKZSA-N
    • SMILES: O[C@@H](C)C[C@H](C)O

Computed Properties

  • Exact Mass: 104.08400
  • Monoisotopic Mass: 104.084
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 2
  • Complexity: 39.3
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 0.1
  • Topological Polar Surface Area: 40.5

Experimental Properties

  • Color/Form: White crystals.
  • Density: 0.9917 (rough estimate)
  • Melting Point: 45.0 to 50.0 deg-C
  • Boiling Point: 174°C at 760 mmHg
  • Flash Point: Fahrenheit: 213.8 ° f < br / > Celsius: 101 ° C < br / >
  • Refractive Index: 54 ° (C=10, EtOH)
  • Stability/Shelf Life: hygroscopic
  • PSA: 40.46000
  • LogP: 0.13810
  • Specific Rotation: +41.2° (c 10, CHCl3)
  • Optical Activity: [α]20/D +39.8°, c =?10 in chloroform
  • Solubility: Not determined

(2S,4S)-pentane-2,4-diol Security Information

  • Signal Word:Warning
  • Hazard Statement: H302-H315-H319-H335
  • Warning Statement: P261-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S22-S24/25
  • FLUKA BRAND F CODES:3-10
  • Hazardous Material Identification: Xi
  • Storage Condition:Sealed in dry,2-8°C
  • Risk Phrases:R36/37/38

(2S,4S)-pentane-2,4-diol Pricemore >>

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Additional information on (2S,4S)-pentane-2,4-diol

Exploring the Properties and Applications of (2S,4S)-pentane-2,4-diol (CAS No. 72345-23-4)

In the realm of specialty chemicals, (2S,4S)-pentane-2,4-diol (CAS No. 72345-23-4) stands out as a versatile compound with a wide range of applications. This chiral diol, characterized by its unique stereochemistry, has garnered significant attention in industries such as pharmaceuticals, cosmetics, and agrochemicals. Its molecular structure, featuring two hydroxyl groups at the 2 and 4 positions of a pentane backbone, makes it a valuable building block for synthesizing more complex molecules.

The growing interest in sustainable chemistry and green solvents has further highlighted the importance of compounds like (2S,4S)-pentane-2,4-diol. Researchers are increasingly exploring its potential as a biodegradable alternative to traditional solvents, aligning with global efforts to reduce environmental impact. Its low toxicity and favorable physicochemical properties make it an attractive candidate for eco-friendly formulations.

One of the most searched questions regarding (2S,4S)-pentane-2,4-diol revolves around its synthetic routes and industrial-scale production. The compound can be synthesized through asymmetric hydrogenation or enzymatic resolution, with recent advancements focusing on catalytic efficiency and yield optimization. These developments are crucial for meeting the rising demand in sectors like flavor and fragrance manufacturing, where enantiomeric purity is paramount.

In the pharmaceutical industry, (2S,4S)-pentane-2,4-diol serves as a key intermediate for chiral drug synthesis. Its ability to impart stereochemical control in molecular assemblies has made it invaluable for developing targeted therapeutics. With the increasing focus on personalized medicine, the demand for high-purity chiral building blocks like this diol is expected to surge.

The cosmetic industry has also embraced (2S,4S)-pentane-2,4-diol for its humectant properties and skin compatibility. As consumers shift toward clean beauty products, formulators are leveraging this compound's mildness and moisturizing capabilities. Its inclusion in anti-aging serums and hydration boosters reflects its growing popularity in dermocosmetics.

Recent studies have explored the compound's potential in advanced material science, particularly in designing biodegradable polymers. Its diol functionality enables participation in polycondensation reactions, yielding materials with tunable properties for medical implants or sustainable packaging. This aligns with the circular economy paradigm that dominates current material research discussions.

Analytical characterization of (2S,4S)-pentane-2,4-diol typically involves chiral HPLC for purity assessment and NMR spectroscopy for structural confirmation. The compound's stereochemical stability under various conditions remains an active area of investigation, especially for applications requiring long-term storage or exposure to extreme environments.

From a regulatory perspective, (2S,4S)-pentane-2,4-diol benefits from its classification as a generally recognized as safe (GRAS) substance in many applications. This status facilitates its use in food-grade formulations and consumer products, though specific approvals may vary by jurisdiction and application.

The future outlook for (2S,4S)-pentane-2,4-diol appears promising, with research expanding into nanotechnology applications and bio-based chemical production. As industries continue to prioritize sustainability and molecular precision, this chiral diol is poised to play an increasingly significant role in next-generation chemical solutions.

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