Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Sodium borohydride, also known as sodium tetrahydridoborate and sodium tetrahydroborate,[5] is an inorganic compound with the formula NaBH4 (sometimes written as Na[BH4]). It is a white crystalline solid, usually encountered as an aqueous basic solution. Sodium borohydride is a reducing agent that finds application in papermaking and dye industries. It is also used as a reagent in organic synthesis.[6]
The compound was discovered in the 1940s by H. I. Schlesinger, who led a team seeking volatile uranium compounds.[7][8] Results of this wartime research were declassified and published in 1953.
^ abcHaynes, William M., ed. (2011). CRC Handbook of Chemistry and Physics (92nd ed.). CRC Press. p. 4.89. ISBN 978-1439855119.
^Ford, P. T. and Powell, H. M. (1954). "The unit cell of potassium borohydride, KBH4, at 90° K". Acta Crystallogr. 7 (8): 604–605. Bibcode:1954AcCry...7..604F. doi:10.1107/S0365110X54002034.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^CRC handbook of chemistry and physics : a ready-reference book of chemical and physical data. William M. Haynes, David R. Lide, Thomas J. Bruno (2016-2017, 97th ed.). Boca Raton, Florida. 2016. ISBN 978-1-4987-5428-6. OCLC 930681942.{{cite book}}: CS1 maint: location missing publisher (link) CS1 maint: others (link)
^Record of Sodium borohydride in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2023-11-09.
^Busch, D.H. (2009). Inorganic Syntheses. Vol. 20. Wiley. p. 137. ISBN 9780470132869. Retrieved 20 May 2015.
^Banfi, Luca; Narisano, Enrica; Riva, Renata; Stiasni, Nikola; Hiersemann, Martin; Yamada, Tohru; Tsubo, Tatsuyuki (2014). "Sodium Borohydride". Encyclopedia of Reagents for Organic Synthesis. pp. 1–13. doi:10.1002/047084289X.rs052.pub3. ISBN 9780470842898.
^Schlesinger, H. I.; Brown, H. C.; Abraham, B.; Bond, A. C.; Davidson, N.; Finholt, A. E.; Gilbreath, J. R.; Hoekstra, H.; Horvitz, L.; Hyde, E. K.; Katz, J. J.; Knight, J.; Lad, R. A.; Mayfield, D. L.; Rapp, L.; Ritter, D. M.; Schwartz, A. M.; Sheft, I.; Tuck, L. D.; Walker, A. O. (1953). "New developments in the chemistry of diborane and the borohydrides. General summary". J. Am. Chem. Soc.75: 186–90. doi:10.1021/ja01097a049.
^Hermann I Schlesinger and Herbert C Brown (1945) "Preparation of alkali metal compounds". US Patent 2461661. Granted on 1949-02-15; expired on 1966-02-15.
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Sodiumborohydride, also known as sodium tetrahydridoborate and sodium tetrahydroborate, is an inorganic compound with the formula NaBH4 (sometimes written...
Borohydrides find wide use as reducing agents in organic synthesis. The most important borohydrides are lithium borohydride and sodiumborohydride, but...
Lithium borohydride (LiBH4) is a borohydride and known in organic synthesis as a reducing agent for esters. Although less common than the related sodium borohydride...
other borohydrides, it is used as a reducing agent in organic synthesis. This colourless salt is prepared by protonolysis of sodiumborohydride with acetic...
not performed industrially, hydrolysis of sodiumborohydride Na[BH4] with a suitable catalyst gives sodium metaborate and hydrogen gas: Na[BH4] + 2 H2O...
Na[BH3(CN)] is less reducing than its counterpart sodiumborohydride, containing [BH4]−. Sodium cyanoborohydride is a mild reducing agent. It is generally...
Direct borohydride fuel cells (DBFCs) are a subcategory of alkaline fuel cells which are directly fed by sodiumborohydride or potassium borohydride as a...
then be isolated and reduced with a suitable reducing agent (e.g., sodiumborohydride) to produce the final amine product. Intramolecular reductive amination...
including the use of reducing sugars, citrate reduction, reduction via sodiumborohydride, the silver mirror reaction, the polyol process, seed-mediated growth...
decahydrated tetraborate Borax bead test John Veatch List of cleaning agents Sodiumborohydride Ulexite PubChem. "Borax". pubchem.ncbi.nlm.nih.gov. Retrieved December...
burns with a green flame. It is an intermediate in the preparation of sodiumborohydride and is a popular reagent in organic chemistry. It is a weak Lewis...
used to bleach wool, either as gas or from solutions of sodium dithionite, and sodiumborohydride. Bleaches generally react with many other organic substances...
catalysts are typically prepared by reacting a salt of nickel with sodiumborohydride. The composition and properties vary depending on the specific preparation...
reaction) in organic chemistry. Metallic sodium is used mainly for the production of sodiumborohydride, sodium azide, indigo, and triphenylphosphine. A...
lithium aluminium hydride or from boron trifluoride ether solution with sodiumborohydride. Both methods result in as much as 30% yield: 4 BCl3 + 3 LiAlH4 →...
nucleophilic and better reducing agents relative to borohydrides. The relatively weak reducer sodiumborohydride is typically used for reducing ketones and aldehydes...
as a reducing agent. It is more powerful than the related reagent sodiumborohydride owing to the weaker Al-H bond compared to the B-H bond. Often as a...
Sodium hydride is the chemical compound with the empirical formula NaH. This alkali metal hydride is primarily used as a strong yet combustible base in...
require sodiumborohydride as a stabilizer, which could result in undesired side reactions. In contrast, BH3·THF requires sodiumborohydride to inhibit...
compound. Aluminium borohydride is formed by the reaction between sodiumborohydride with aluminium chloride: 3 NaBH4 + AlCl3 → Al(BH4)3 + 3 NaCl or as...
behave as hydrogen-atom donors and act as acids. Hydrides such as sodiumborohydride, lithium aluminium hydride, diisobutylaluminium hydride (DIBAL) and...
of sodium molybdate, conductivity is kept at a minimum and thus galvanic corrosion potentials are decreased. When treated with sodiumborohydride, molybdate...
benzaldehyde and benzyl alcohol is possible using DIBAL-H, LiAlH4 or sodiumborohydride. Decarboxylation to benzene may be effected by heating in quinoline...
nanoclusters. Some examples of chemical reductants are sodiumborohydride (NaBH4) and sodium hypophosphite (NaPO2H2.H2O). For instance, Dickson and his...