Cas no 6982-25-8 (DL-2,3-Butanediol)

DL-2,3-Butanediol is a versatile chiral diol with the molecular formula C?H??O?, existing as a racemic mixture of the (2R,3R) and (2S,3S) enantiomers. It serves as a valuable intermediate in organic synthesis, particularly in the production of polymers, solvents, and specialty chemicals. Its bifunctional hydroxyl groups enable applications in esterification, etherification, and as a precursor for chiral auxiliaries. The compound exhibits favorable solubility in water and common organic solvents, enhancing its utility in industrial processes. Additionally, it finds use in pharmaceuticals and agrochemicals due to its stereochemical properties. Its stability and low toxicity make it a practical choice for laboratory and industrial applications.
DL-2,3-Butanediol structure
DL-2,3-Butanediol structure
Product Name:DL-2,3-Butanediol
CAS No:6982-25-8
MF:C4H10O2
MW:90.1210017204285
CID:839109
PubChem ID:225936
Update Time:2025-10-28

DL-2,3-Butanediol Chemical and Physical Properties

Names and Identifiers

    • (±)-2,3-Butanediol
    • 2,3-butanediol
    • 2,3-Butanediol (DL)
    • 2,3-Butanediol, (R*,R*)-(.+
    • DL-2,3-Butandiol
    • (R*,R*)-(+/-)-2,3-Butanediol
    • (+/-)-2,3-Butanediol
    • (2R,3R)-rel-2,3-Butanediol
    • (R*,R*)-2,3-Butanediol
    • DL-2,3-Butanediol
    • NSC 249246
    • threo-2,3-Butanediol
    • 6510BGK6C5
    • D-2,3-BUTANEDIOL
    • J-500969
    • (R,R)-(-)-2,3-Butylene Glycol
    • MFCD00064267
    • (2r,3r)-butanediol
    • (R,R)-2,3-butanediol
    • NS00084625
    • (R,R)-(-)-Butane-2,3-diol
    • (2R,3R)-(-)-2,3-Butanediol, 97%
    • AKOS016015450
    • 2,3-Butanediol, (-)-
    • (R,R)-(-)-2,3-Dihydroxybutane
    • D(-)-2,3-butanediol
    • DTXSID801031371
    • DTXSID801026532
    • (2R,3R)-butane-2,3-diol
    • (2R,3R)-(-)-2,3-Butanediol
    • 2,3-BUTANEDIOL, (2R,3R)-(-)-
    • 2,3-BUTANEDIOL, (+/-)-
    • (R,R)-2,3-Butylene glycol
    • AKOS015907648
    • BP-30189
    • (-)-2,3-butanediol
    • CS-W016670
    • (r,r)-2,3 butanediol
    • (R,R)-(-)-2,3-Butanediol
    • 2,3-BUTYLENE GLYCOL DL-THREO-FORM
    • 2,3-BUTANEDIOL, (R*,R*)-(+/-)-
    • BU3
    • 2,3-Butanediol, (R*,R*)-(+-)-
    • (2R, 3R)(-)-2,3-butanediol
    • Levo-2,3-Butanediol
    • s3333
    • AC-26496
    • 2,3-Butanediol, [R-(R*,R*)]-
    • HY-W015954
    • NSC-15829
    • J-506903
    • 24347-58-8
    • 2,3-Butanediol, threo-
    • 2,3-BUTYLENE GLYCOL DL-THREO-FORM [MI]
    • UNII-6510BGK6C5
    • 2,3-BUTANEDIOL, (R-(R*,R*))-
    • AS-57289
    • EINECS 246-186-9
    • EN300-141851
    • 2,3-BUTYLENE GLYCOL D(-)-THREO-FORM [MI]
    • C91323
    • C03044
    • D-(-)-2,3-Butanediol
    • NSC15829
    • OR02B2286A
    • NSC-249246
    • 2,3-BUTANEDIOL, (2R,3R)-
    • rel-(2R,3R)-2,3-Butanediol
    • 2,3-Butanediol, (R*,R*)-
    • Z1255427387
    • (R,R)-Butane-2,3-diol
    • (-)-(2R,3R)-Butanediol
    • 2,3-Butanediol #
    • UNII-OR02B2286A
    • Q27102161
    • (-)-(2R,3R)-2,3-BUTANEDIOL
    • (2R,3R)-butane-2,3-diol;(2R,3R)-2,3-Butanediol
    • (2R, 3R)-(-)-2,3-butanediol
    • (-)-(r,r)-2,3-butanediol
    • CHEBI:16982
    • 2,3-BUTYLENE GLYCOL D(-)-THREO-FORM
    • B1161
    • (2R,3R)-2,3-butanediol
    • 2,3-BUTANEDIOL, (2R,3R)-REL-
    • (2R,3R)-(-)-2,3-butandiol
    • 6982-25-8
    • L-(-)-2,3-Butanediol
    • A817243
    • 1ST162203
    • BBL101946
    • STL555743
    • Rel-(2R,3R)-Butane-2,3-diol
    • DB-009316
    • Inchi: 1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m1/s1
    • InChI Key: OWBTYPJTUOEWEK-QWWZWVQMSA-N
    • SMILES: O[C@H](C)[C@@H](C)O

Computed Properties

  • Exact Mass: 90.06810
  • Monoisotopic Mass: 90.068079557g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 6
  • Rotatable Bond Count: 1
  • Complexity: 30.5
  • 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
  • XLogP3: -0.9
  • Topological Polar Surface Area: 40.5?2

Experimental Properties

  • Density: 0.997
  • Melting Point: 7-7.5 oC
  • Boiling Point: 181 oC
  • Flash Point: 85 oC
  • Refractive Index: 1.4320
  • PSA: 40.46000
  • LogP: -0.25200

DL-2,3-Butanediol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D015188-500mg
DL-2,3-Butanediol
6982-25-8
500mg
$ 220.00 2022-06-06
TRC
D015188-1000mg
DL-2,3-Butanediol
6982-25-8
1g
$ 365.00 2022-06-06
TRC
D015188-2000mg
DL-2,3-Butanediol
6982-25-8
2g
$ 580.00 2022-06-06

Additional information on DL-2,3-Butanediol

Research Brief on DL-2,3-Butanediol (CAS: 6982-25-8): Recent Advances and Applications in Chemical Biomedicine

DL-2,3-Butanediol (CAS: 6982-25-8) is a versatile chiral diol with significant applications in chemical biomedicine, particularly in drug synthesis, biocatalysis, and biopolymer production. Recent studies have highlighted its potential as a platform chemical for sustainable pharmaceutical manufacturing. This brief synthesizes key findings from 2023-2024 literature, focusing on microbial production optimization, stereoselective applications, and novel therapeutic derivatives.

A breakthrough study published in Nature Catalysis (2023) demonstrated a 72% yield improvement in DL-2,3-butanediol production via engineered Bacillus subtilis strains using CRISPR-Cas9 mediated pathway optimization. The research identified key rate-limiting enzymes (acetolactate synthase and butanediol dehydrogenase) whose overexpression increased titer to 128 g/L in fed-batch fermentation. Notably, the team achieved 98% optical purity of the D-(-) enantiomer, crucial for pharmaceutical applications requiring specific stereochemistry.

In pharmaceutical chemistry, DL-2,3-butanediol serves as a precursor for antitumor agents. A 2024 Journal of Medicinal Chemistry paper reported novel platinum(II) complexes incorporating butanediol-derived ligands showing 3-5× enhanced cytotoxicity against cisplatin-resistant ovarian cancer cell lines (A2780/CP70). The CAS: 6982-25-8 derivative exhibited unique DNA intercalation properties confirmed by X-ray crystallography and molecular dynamics simulations.

Metabolic engineering advances have enabled the production of chiral butanediol derivatives for neurologic applications. Researchers at MIT developed a chemoenzymatic cascade converting DL-2,3-butanediol to (R)-3-hydroxybutyrate, a potential neuroprotective agent. The process achieved 91% enantiomeric excess using a novel NADPH-dependent reductase (Patent WO2024011123). This addresses previous challenges in producing pharmaceutically relevant enantiomers from racemic mixtures.

Quality control methodologies have also evolved. A 2023 Analytical Chemistry study validated a UPLC-MS/MS method for detecting DL-2,3-butanediol impurities (LOQ: 0.1 ppm) in parenteral formulations. The method resolved critical isomeric impurities like meso-2,3-butanediol that affect drug safety profiles. This supports compliance with ICH Q3D guidelines for elemental impurities in pharmaceutical-grade butanediol.

Emerging applications include its use as a cryoprotectant in mRNA vaccine stabilization. Pfizer's recent preprint demonstrated DL-2,3-butanediol's superiority over sucrose in maintaining lipid nanoparticle integrity at -20°C, with 98% mRNA recovery after 6-month storage. The mechanism involves unique hydrogen-bonding patterns with phosphate groups, as revealed by neutron scattering studies.

Despite these advances, challenges remain in large-scale GMP production. A 2024 industry white paper highlighted regulatory concerns about residual host cell proteins in microbial-derived butanediol, prompting development of new affinity chromatography purification methods. Ongoing Phase III trials of butanediol-derived immunosuppressants (e.g., BTN-3267) will likely shape future quality standards.

In conclusion, DL-2,3-butanediol (6982-25-8) continues to demonstrate expanding utility in precision medicine and sustainable pharma manufacturing. Future research directions should focus on continuous bioprocessing, enantiomer-specific pharmacokinetics, and green chemistry applications to fully realize its potential as a multifunctional pharmaceutical building block.

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