Date published: 2026-4-24

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Tetrahydroxydiboron (CAS 13675-18-8)

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Alternate Names:
BBA; Bis-Boric acid; Diboronic acid
CAS Number:
13675-18-8
Molecular Weight:
89.65
Molecular Formula:
B2H4O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Tetrahydroxydiboron (THD) is an organoboron compound widely utilized in diverse scientific research applications, showcasing its remarkable versatility. Its significance spans across various fields where it serves as an invaluable tool in the laboratory. Tetrahydroxydiboron finds its application in an array of scientific research domains, notably organic synthesis, catalysis, and drug discovery. Within organic synthesis, Tetrahydroxydiboron plays a key role in producing a wide range of organic compounds, such as alcohols, amines, and sulfonamides. Its catalytic properties extend to the synthesis of heterocyclic compounds, further exemplifying its adaptability. Additionally, Tetrahydroxydiboron contributes to the discovery of novel drugs by enhancing drug solubility in water and reducing toxicity levels. The distinctive reactivity of Tetrahydroxydiboron stems from its capacity to form essential boron-oxygen bonds. These pivotal bonds are established with various organic compounds, rendering Tetrahydroxydiboron a potent catalyst in organic synthesis. Furthermore, the formation of boron-oxygen bonds proves advantageous in augmenting drug solubility in water and mitigating potential toxicity concerns.


Tetrahydroxydiboron (CAS 13675-18-8) References

  1. Palladium pincer complex catalyzed substitution of vinyl cyclopropanes, vinyl aziridines, and allyl acetates with tetrahydroxydiboron. An efficient route to functionalized allylboronic acids and potassium trifluoro(allyl)borates.  |  Sebelius, S., et al. 2005. J Am Chem Soc. 127: 10478-9. PMID: 16045321
  2. Nickel-catalyzed borylation of halides and pseudohalides with tetrahydroxydiboron [B2(OH)4].  |  Molander, GA., et al. 2013. J Org Chem. 78: 6427-39. PMID: 23777538
  3. Tetrahydroxydiboron-Mediated Palladium-Catalyzed Transfer Hydrogenation and Deuteriation of Alkenes and Alkynes Using Water as the Stoichiometric H or D Atom Donor.  |  Cummings, SP., et al. 2016. J Am Chem Soc. 138: 6107-10. PMID: 27135185
  4. Bedford-Type Palladacycle-Catalyzed Miyaura Borylation of Aryl Halides with Tetrahydroxydiboron in Water.  |  Zernickel, A., et al. 2018. J Org Chem. 83: 1842-1851. PMID: 29313348
  5. Pd- and Ni-Based Systems for the Catalytic Borylation of Aryl (Pseudo)halides with B2(OH)4.  |  Munteanu, C., et al. 2020. J Org Chem. 85: 10334-10349. PMID: 32662636
  6. Tetrahydroxydiboron-Promoted Radical Addition of Alkynols.  |  Sun, ZY., et al. 2020. Org Lett. 22: 6214-6219. PMID: 32683871
  7. Catalytic Reductions Without External Hydrogen Gas: Broad Scope Hydrogenations with Tetrahydroxydiboron and a Tertiary Amine.  |  Korvinson, KA., et al. 2020. Adv Synth Catal. 362: 166-176. PMID: 33071705
  8. Pd/C-Catalyzed transfer hydrogenation of N-H indoles with trifluoroethanol and tetrahydroxydiboron as the hydrogen source.  |  Zhou, XY. and Chen, X. 2021. Org Biomol Chem. 19: 548-551. PMID: 33367398
  9. Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water.  |  Peng, H., et al. 2021. Org Biomol Chem. 19: 4327-4337. PMID: 33908552
  10. Hydrogen-Bonding Controlled Nickel-Catalyzed Regioselective Cyclotrimerization of Terminal Alkynes.  |  Yang, K., et al. 2021. Org Lett. 23: 3933-3938. PMID: 33970647
  11. Palladium Nanoparticles Supported on Cellulosic Paper as Multifunctional Catalyst for Coupling and Hydrogenation Reactions.  |  Kalanthoden, AN., et al. 2022. Chem Asian J. 17: e202101195. PMID: 34970847
  12. Metal-Free, Rapid, and Highly Chemoselective Reduction of Aromatic Nitro Compounds at Room Temperature.  |  Jang, M., et al. 2022. J Org Chem. 87: 910-919. PMID: 34983185
  13. Tetrahydroxydiboron and Nickel Chloride Cocatalyzed Rapid Radical Cyclization toward Pyrrolizidine and Indolizidine Alkaloids.  |  Yang, Z., et al. 2022. J Org Chem. 87: 3788-3793. PMID: 35188782
  14. Pd-Catalyzed Difluoromethylations of Aryl Boronic Acids, Halides, and Pseudohalides with ICF2 H Generated ex Situ.  |  Gedde, OR., et al. 2022. Chemistry. 28: e202200997. PMID: 35388933
  15. The Structure of Boron Monoxide.  |  Perras, FA., et al. 2023. J Am Chem Soc. 145: 14660-14669. PMID: 37378579

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Tetrahydroxydiboron, 1 g

sc-482089
1 g
$23.00