Lithium lactate

Last updated
Lithium lactate
Lithium lactate.svg
Names
Other names
Lithium 2-hydroxypropanoate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.011.602 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 212-761-8
PubChem CID
  • InChI=1S/C3H6O3.Li/c1-2(4)3(5)6;/h2,4H,1H3,(H,5,6);/q;+1/p-1
    Key: GKQWYZBANWAFMQ-UHFFFAOYSA-M
  • [Li+].CC(C(=O)[O-])O
Properties
C
3
H
5
LiO
3
[1] [2]
Molar mass 96.01
AppearanceAmorphous solid
Density g/cm3
Melting point 300 °C (572 °F; 573 K)
Very soluble
Hazards
GHS labelling: [3]
GHS-pictogram-exclam.svg
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Related compounds
Other cations
Sodium lactate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Lithium lactate is a chemical compound, a salt of lithium and lactic acid with the formula CH3CH(OH)COOLi, [4] an amorphous solid, very soluble in water. [5]

Contents

Synthesis

Synthesis is by neutralization of lactic acid with lithium hydroxide:

LiOH + CH3CH(OH)COOH → CH3CH(OH)COOLi + H2O

Physical properties

Lithium lactate forms an amorphous solid.

It dissolves very well in water [6] and organic solvents.

The compound demonstrates optical isomerism.

It emits acrid smoke when heated to decomposition. [7]

Chemical properties

It reacts with triphosgene to obtain lactic acid-O-internal anhydride. [8] It can be used as a precursor to prepare Li4SiO4, [9] Li4Ti5O12/C [10] and other materials.

Use

It is part of drugs that promote the excretion of uric acid from the body. [11]

It is also used as an Antipsychotic. [12]

Related Research Articles

<span class="mw-page-title-main">Uric acid</span> Organic compound

Uric acid is a heterocyclic compound of carbon, nitrogen, oxygen, and hydrogen with the formula C5H4N4O3. It forms ions and salts known as urates and acid urates, such as ammonium acid urate. Uric acid is a product of the metabolic breakdown of purine nucleotides, and it is a normal component of urine. High blood concentrations of uric acid can lead to gout and are associated with other medical conditions, including diabetes and the formation of ammonium acid urate kidney stones.

<span class="mw-page-title-main">Lactic acid</span> Group of stereoisomers

Lactic acid is an organic acid. It has a molecular formula CH3CH(OH)COOH. It is white in the solid state and it is miscible with water. When in the dissolved state, it forms a colorless solution. Production includes both artificial synthesis as well as natural sources. Lactic acid is an alpha-hydroxy acid (AHA) due to the presence of a hydroxyl group adjacent to the carboxyl group. It is used as a synthetic intermediate in many organic synthesis industries and in various biochemical industries. The conjugate base of lactic acid is called lactate. The name of the derived acyl group is lactoyl.

<span class="mw-page-title-main">Potassium hydroxide</span> Inorganic compound (KOH)

Potassium hydroxide is an inorganic compound with the formula KOH, and is commonly called caustic potash.

<span class="mw-page-title-main">Hyperuricemia</span> Medical condition

Hyperuricaemia or hyperuricemia is an abnormally high level of uric acid in the blood. In the pH conditions of body fluid, uric acid exists largely as urate, the ion form. Serum uric acid concentrations greater than 6 mg/dL for females, 7 mg/dL for men, and 5.5 mg/dL for youth are defined as hyperuricemia. The amount of urate in the body depends on the balance between the amount of purines eaten in food, the amount of urate synthesised within the body, and the amount of urate that is excreted in urine or through the gastrointestinal tract. Hyperuricemia may be the result of increased production of uric acid, decreased excretion of uric acid, or both increased production and reduced excretion.

<span class="mw-page-title-main">Organolithium reagent</span> Chemical compounds containing C–Li bonds

In organometallic chemistry, organolithium reagents are chemical compounds that contain carbon–lithium (C–Li) bonds. These reagents are important in organic synthesis, and are frequently used to transfer the organic group or the lithium atom to the substrates in synthetic steps, through nucleophilic addition or simple deprotonation. Organolithium reagents are used in industry as an initiator for anionic polymerization, which leads to the production of various elastomers. They have also been applied in asymmetric synthesis in the pharmaceutical industry. Due to the large difference in electronegativity between the carbon atom and the lithium atom, the C−Li bond is highly ionic. Owing to the polar nature of the C−Li bond, organolithium reagents are good nucleophiles and strong bases. For laboratory organic synthesis, many organolithium reagents are commercially available in solution form. These reagents are highly reactive, and are sometimes pyrophoric.

The Bouveault–Blanc reduction is a chemical reaction in which an ester is reduced to primary alcohols using absolute ethanol and sodium metal. It was first reported by Louis Bouveault and Gustave Louis Blanc in 1903. Bouveault and Blanc demonstrated the reduction of ethyl oleate and n-butyl oleate to oleyl alcohol. Modified versions of which were subsequently refined and published in Organic Syntheses.

<span class="mw-page-title-main">Polylactic acid</span> Biodegradable polymer

Polylactic acid, also known as poly(lactic acid) poly, lactic, acid or polylactide (PLA), is a thermoplastic polyester with backbone formula (C
3
H
4
O
2
)
n
or [–C(CH
3
)HC(=O)O–]
n
, formally obtained by condensation of lactic acid C(CH
3
)(OH)HCOOH
with loss of water. It can also be prepared by ring-opening polymerization of lactide [–C(CH
3
)HC(=O)O–]
2
, the cyclic dimer of the basic repeating unit.

<span class="mw-page-title-main">Lithium bromide</span> Chemical compound

Lithium bromide (LiBr) is a chemical compound of lithium and bromine. Its extreme hygroscopic character makes LiBr useful as a desiccant in certain air conditioning systems.

<span class="mw-page-title-main">Organosilicon chemistry</span> Organometallic compound containing carbon–silicon bonds

Organosilicon chemistry is the science of the preparation and properties of organosilicon compounds, which are organometallic compounds containing carbon–silicon bonds. Most organosilicon compounds are similar to the ordinary organic compounds, being colourless, flammable, hydrophobic, and stable to air. Silicon carbide is an inorganic compound.

<span class="mw-page-title-main">Methyl carbamate</span> Chemical compound

Methyl carbamate (also called methylurethane, or urethylane) is an organic compound and the simplest ester of carbamic acid (H2NCO2H). It is a colourless solid.

<span class="mw-page-title-main">Fermentation</span> Metabolic process

Fermentation is a metabolic process that produces chemical changes in organic substrates through the action of enzymes. In biochemistry, it is narrowly defined as the extraction of energy from carbohydrates in the absence of oxygen. In food production, it may more broadly refer to any process in which the activity of microorganisms brings about a desirable change to a foodstuff or beverage. The science of fermentation is known as zymology.

A carbon dioxide scrubber is a piece of equipment that absorbs carbon dioxide (CO2). It is used to treat exhaust gases from industrial plants or from exhaled air in life support systems such as rebreathers or in spacecraft, submersible craft or airtight chambers. Carbon dioxide scrubbers are also used in controlled atmosphere (CA) storage. They have also been researched for carbon capture and storage as a means of combating climate change.

<span class="mw-page-title-main">Niobium pentoxide</span> Chemical compound

Niobium pentoxide is the inorganic compound with the formula Nb2O5. A colorless, insoluble, and fairly unreactive solid, it is the most widespread precursor for other compounds and materials containing niobium. It is predominantly used in alloying, with other specialized applications in capacitors, optical glasses, and the production of lithium niobate.

In enzymology, a D-lactate dehydrogenase (cytochrome) is an enzyme that catalyzes the chemical reaction

<span class="mw-page-title-main">Beryllium hydride</span> Chemical compound

Beryllium hydride is an inorganic compound with the chemical formula n. This alkaline earth hydride is a colourless solid that is insoluble in solvents that do not decompose it. Unlike the ionically bonded hydrides of the heavier Group 2 elements, beryllium hydride is covalently bonded.

Gallium(III) sulfate refers to the chemical compound, a salt, with the formula Ga2(SO4)3, or its hydrates Ga2(SO4)3·xH2O. Gallium metal dissolves in sulfuric acid to form solutions containing [Ga(OH2)6]3+ and SO42− ions. The octadecahydrate Ga2(SO4)3·18H2O crystallises from these solutions at room temperature. This hydrate loses water in stages when heated, forming the anhydrate Ga2(SO4)3 above 150 °C and completely above 310 °C. Anhydrous Ga2(SO4)3 is isostructural with iron(III) sulfate, crystallizing in the rhombohedral space group R3.

<span class="mw-page-title-main">Manganese lactate</span> Chemical compound

Manganese lactate is an organic chemical compound, a salt of manganese and lactic acid with the formula Mn(C3H5O3)2. The compound forms light pink crystals, soluble in water, forming crystalline hydrates.

<span class="mw-page-title-main">Silver lactate</span> Chemical compound

Silver lactate is an organic chemical compound, a salt of silver and lactic acid with the formula CH3CH(OH)COOAg.

<span class="mw-page-title-main">Cobalt lactate</span> Chemical compound

Cobalt lactate is a chemical compound, a salt of cobalt and lactic acid with the formula Co(C3H5O3)2.

<span class="mw-page-title-main">Zinc lactate</span> Chemical compound

Zinc lactate is a chemical compound, a salt of zinc and lactic acid with the formula Zn(C3H5O3)2.

References

  1. "867-55-0 CAS | LITHIUM LACTATE | Laboratory Chemicals | Article No. 04444". Loba Chemie. Retrieved 17 January 2022.
  2. "27848-80-2 - L-(+)-Lactic acid lithium salt, Thermo Scientific - Lithium Lactate - J18160 - Alfa Aesar". Alfa Aesar . Retrieved 17 January 2022.
  3. "Lithium lactate". pubchem.ncbi.nlm.nih.gov. Retrieved 22 January 2022.
  4. "Lithium Lactate". American Elements . Retrieved 17 January 2022.
  5. "Lithium lactate". Sigma Aldrich . Retrieved 17 January 2022.
  6. Lewis, Robert A. (31 May 2016). Hawley's Condensed Chemical Dictionary. John Wiley & Sons. p. 840. ISBN   978-1-118-13515-0 . Retrieved 17 January 2022.
  7. Lewis, Richard J. (13 June 2008). Hazardous Chemicals Desk Reference. John Wiley & Sons. p. 844. ISBN   978-0-470-18024-2 . Retrieved 17 January 2022.
  8. Nölle, Roman; Schmiegel, Jan-Patrick; Winter, Martin; Placke, Tobias (14 January 2020). "Tailoring Electrolyte Additives with Synergistic Functional Moieties for Silicon Negative Electrode-Based Lithium Ion Batteries: A Case Study on Lactic Acid O-Carboxyanhydride". Chemistry of Materials . 32 (1): 173–185. doi:10.1021/acs.chemmater.9b03173. ISSN   0897-4756. S2CID   213665815 . Retrieved 23 January 2022.
  9. Yang, Xinwei; Liu, Wenqiang; Sun, Jian; Hu, Yingchao; Wang, Wenyu; Chen, Hongqiang; Zhang, Yang; Li, Xian; Xu, Minghou (2016). "Preparation of Novel Li4SiO4 Sorbents with Superior Performance at Low CO2 Concentration". ChemSusChem . 9 (13): 1607–1613. doi:10.1002/cssc.201501699. ISSN   1864-564X. PMID   27312486 . Retrieved 23 January 2022.
  10. Stenina, I. A.; Sobolev, A. N.; Kuz’mina, A. A.; Kulova, T. L.; Yaroslavtsev, A. B. (1 August 2019). "Effect of the Carbon Source on the Electrochemical Properties of Li4Ti5O12/C Composites Prepared by Solid-State Synthesis". Inorganic Materials. 55 (8): 803–809. doi:10.1134/S0020168519080156. ISSN   1608-3172. S2CID   201715779 . Retrieved 23 January 2022.
  11. Handler, J. S. (October 1, 1960). "The role of lactic acid in the reduced excretion of uric acid in toxemia of pregnancy". The Journal of Clinical Investigation. 39 (10): 1526–1532. doi:10.1172/JCI104172. ISSN   0021-9738. PMC   441887 . PMID   13711188.
  12. Wang, Quan; Xu, Xinxiu; Li, Jun; Liu, Jing; Gu, Haifeng; Zhang, Ru; Chen, Jiekai; Kuang, Yin; Fei, Jian; Jiang, Cong; Wang, Ping; Pei, Duanqing; Ding, Sheng; Xie, Xin (July 5, 2011). "Lithium, an anti-psychotic drug, greatly enhances the generation of induced pluripotent stem cells". Cell Research. 21 (10): 1424–1435. doi:10.1038/cr.2011.108. ISSN   1748-7838. PMC   3193456 . PMID   21727907.