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Palmitic Acid Pka

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Understanding Palmitic Acid's pKa: A Simple Guide



Palmitic acid, a saturated fatty acid commonly found in palm oil and animal fats, plays a crucial role in various biological processes. While its chemical structure might seem daunting, understanding its pKa value is essential for grasping its behavior in different environments. This article simplifies the concept of palmitic acid's pKa, explaining its significance and practical implications.

What is pKa and Why is it Important?



pKa is a measure of the acidity of a compound. Specifically, it represents the negative logarithm of the acid dissociation constant (Ka). A lower pKa value indicates a stronger acid, meaning it readily donates a proton (H⁺) in a solution. Conversely, a higher pKa value signifies a weaker acid.

In the context of palmitic acid, understanding its pKa is crucial because it dictates its behavior in different pH environments. This influences its solubility, its interactions with other molecules, and its overall biological function. Palmitic acid, like other fatty acids, contains a carboxyl group (-COOH) which is the acidic part of the molecule responsible for donating a proton.

Determining Palmitic Acid's pKa



The exact pKa of palmitic acid isn't a fixed number, but rather falls within a range. This is because the pKa is influenced by factors like temperature and the surrounding solvent. However, a commonly cited value is around 4.8. This means that at a pH of 4.8, half of the palmitic acid molecules will be ionized (lost a proton, becoming palmitate anion -COO⁻), and half will remain in their neutral, protonated form (-COOH).

Palmitic Acid's Behavior at Different pH Levels



Understanding palmitic acid's pKa allows us to predict its behavior at various pH levels:

pH < 4.8: At a pH lower than 4.8, the solution is more acidic. Consequently, most palmitic acid molecules will remain in their protonated form (-COOH). This form is largely non-polar and tends to be less soluble in water.

pH = 4.8: At a pH of 4.8 (the pKa), half of the palmitic acid molecules will be protonated (-COOH), and half will be deprotonated (-COO⁻). This is the point of equal concentration of the acid and its conjugate base.

pH > 4.8: At a pH higher than 4.8, the solution is more basic. This favors the deprotonation of palmitic acid, resulting in a higher concentration of the palmitate anion (-COO⁻). The palmitate anion is more polar and generally more soluble in water than the neutral form.

Practical Examples and Applications



Consider the following examples to understand the implications of palmitic acid's pKa:

Soap Making: Soap is made by saponification, a process involving the reaction of fats (containing palmitic acid) with a strong base (like sodium hydroxide). The high pH of the solution deprotonates the palmitic acid, forming the palmitate anion which is a key component of soap. The ionic nature of palmitate makes it effective at emulsifying grease and dirt.

Digestion and Absorption: In the human digestive system, the pH in the stomach is highly acidic (around 2). Under these conditions, palmitic acid remains largely un-ionized. However, as it moves to the small intestine, the pH increases. This increase in pH promotes deprotonation, which aids in its absorption and metabolism.

Drug Delivery: The pKa of fatty acids, including palmitic acid, is relevant in the design of drug delivery systems. Understanding how the ionization state changes with pH allows researchers to optimize drug formulations for absorption and distribution within the body.


Key Takeaways



Palmitic acid's pKa is approximately 4.8.
This value dictates its behavior and solubility in different pH environments.
At low pH (acidic), it exists primarily in its non-polar, protonated form.
At high pH (basic), it exists primarily in its polar, deprotonated (palmitate anion) form.
This understanding is crucial in various applications, including soap making, digestion, and drug delivery.


FAQs



1. Q: What is the difference between pKa and pH? A: pKa is a property of a specific molecule, indicating its inherent acidity. pH is a measure of the acidity or basicity of a solution.

2. Q: How does temperature affect palmitic acid's pKa? A: Temperature can slightly influence the pKa value. Generally, an increase in temperature can slightly decrease the pKa, making the acid slightly stronger.

3. Q: Can the pKa of palmitic acid be experimentally determined? A: Yes, techniques like titration can be used to experimentally determine the pKa of palmitic acid.

4. Q: Is palmitic acid completely insoluble at low pH? A: While significantly less soluble at low pH, palmitic acid still exhibits some degree of solubility. The solubility is drastically reduced compared to higher pH environments.

5. Q: How does the long hydrocarbon chain of palmitic acid affect its pKa? A: The long hydrocarbon chain is relatively non-polar and has minimal direct influence on the pKa, which is primarily determined by the carboxyl group's behavior. However, the chain does impact overall solubility.

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Palmitic acid Request for Quotation - ChemBK 9 Apr 2024 · Palmitic acid is one of the most widely distributed fatty acids in nature. It is widely found in various oils in the form of glycerides, such as tallow, palm oil, varnish, cottonseed oil, soybean oil, peanut oil, corn germ oil, fish oil, milk fat, cattle, sheep, pig fat, etc.

Chemical and Physical Properties Palmitic Acid - Science of … Palmitic acid, also called hexadecanoic acid, is one of the most common saturated fatty acids found in animals and plants. It is a white solid that melts at 63.1°C and its chemical formula is CH 3 (CH 2) 14 COOH. As its name tells us, it is found in …

Ammonium palmitate - Wikipedia Hexadecanoic acid ammonium salt. ... This is an organic ammonium salt of palmitic acid. [2] Synthesis. Ammonium palmitate can be prepared by reacting palmitic acid and excess 28-30% NH 3-solution. Physical properties. Ammonium palmitate forms yellow-white powder, soluble in …

Palmitic Acid Pka - globaldatabase.ecpat.org Understanding Palmitic Acid's pKa: A Simple Guide, What is pKa and Why is it Important?, Determining Palmitic Acid's pKa, Palmitic Acid's Behavior at Different pH Levels, Practical Examples and Applications, Key Takeaways, FAQs

Palmitic acid - bionity.com Palmitic acid is the first fatty acid produced during lipogenesis (fatty acid synthesis) and from which longer fatty acids can be produced. Palmitate negatively feeds back on acetyl-CoA carboxylase (ACC) which is responsible for converting acetyl-ACP to malonyl-ACP on the growing acyl chain, thus preventing further palmitate generation. [1]

The use of zeta potential to investigate the pKa of saturated fatty acids 1 Jan 2016 · The order of additions of saturated fatty acids to float 60% of the pure mineral hematite sample was lauric < myristic < palmitic showing that the relative solubilities of the fatty acids are more important than the hydrocarbon chain length when it …

Palmitic Acid - an overview | ScienceDirect Topics Other names: Cetylic acid, n-hexadecanoic acid. INCI: Palmitic Acid. CAS no: 57-10-3. Molecular formula: C 16 H 32 O 2. Molecular weight: 256.42. Rank of popularity: 83/502. Intended function: Cleansing agent, Emulsifying agent, Fragrance, Opacifying agent. Log P: 6.81. Allergenic potential: Maximum dose not stated

Palmitic acid = 98 , FCC, FG 57-10-3 - MilliporeSigma Susceptibility of podocytes to palmitic acid is regulated by stearoyl-CoA desaturases 1 and 2. Jonas Sieber et al. The American journal of pathology, 183(3), 735-744 (2013-07-23) Type 2 diabetes mellitus is characterized by dyslipidemia with elevated free fatty acids (FFAs). Loss of podocytes is a hallmark of diabetic nephropathy, and podocytes ...

Palmitic acid - Wikipedia Palmitic acid (hexadecanoic acid in IUPAC nomenclature) is a fatty acid with a 16-carbon chain. It is the most common saturated fatty acid found in animals, plants and microorganisms.

Palmitic Acid | C16H32O2 | CID 985 - PubChem Palmitic Acid | C16H32O2 | CID 985 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more.

Calculation of apparent pKa values of saturated fatty acids with ... 25 Apr 2019 · We performed all-atom molecular dynamics simulations and calculated free energy profiles and apparent pKa values for neutral and anionic forms of single myristic (C14:0), palmitic (C16:0) and stearic (C18:0) fatty acid embedded in a DOPC bilayer and explicit water solvent.

Palmitic Acid - an overview | ScienceDirect Topics Palmitic acid (PA) and hexadecanol have relatively small headgroup areas relative to the chains. Hence, mixtures of PA (or hexadecanol) and DPPC can specifically interact to produce new crystalline packings, different to that of either pure lipid 13**, 14.

Appendix C: Dissociation Constants and pKa Values for Acids at … This is “Appendix C: Dissociation Constants and pKa Values for Acids at 25°C”, appendix 3 from the book Principles of General Chemistry (v. 1.0). For details on it (including licensing), click here .

E5: Acid Dissociation Constants of Organics - Chemistry LibreTexts 16 Jun 2024 · Successive acid dissociation constants are provided for polyprotic weak acids; where there is ambiguity, the specific acidic proton is identified. To find the K b value for a conjugate weak base, recall that \[K_\text{a} \times K_\text{b} = K_\text{w} \nonumber\] for a conjugate weak acid, HA, and its conjugate weak base, A –.

Palmitic acid | 57-10-3 - ChemicalBook 27 Jan 2025 · Palmitic acid (PA) is a component of membrane phospholipids (PL) and adipose triacylglycerols (TAG). Elevated levels of palmitic acid contributes to the pathophysiology of atherosclerosis, type 2 diabetes mellitus, neurodegenerative diseases, obesity and cancer.

Palmitic acid - chemeurope.com Palmitic acid, or hexadecanoic acid in IUPAC nomenclature, is one of the most common saturated fatty acids found in animals and plants. As its name indicates, it is a major component of the oil from palm trees (palm oil and palm kernel oil).

Palmitic acid - American Chemical Society 9 Dec 2024 · Palmitic acid, formally hexadecanoic acid, is a long-chain saturated fatty acid. It exists in nature primarily as a triglyceride and other esters. The most common natural fatty acid, it is abundant in oil extracted from the fruit of oil palms (Elaeis guineensis and E. oleifera), as well as in meats and dairy products.

Brief Profile - ECHA pKa at 20°C provides numerical substance information on the dissociation constant in pKa at a temperature of 20°C. Type of study provided. This section provides an overview of the type of study records behind the presented results and – if applicable - data waving justifications.

n-Hexadecanoic acid - NIST Chemistry WebBook 9 Aug 2010 · Other names: Hexadecanoic acid; n-Hexadecoic acid; Palmitic acid; Pentadecanecarboxylic acid; 1-Pentadecanecarboxylic acid; Cetylic acid; Emersol 140; Emersol 143; Hexadecylic acid; Hydrofol; Hystrene 8016; Hystrene 9016; Industrene 4516; Glycon P-45; Prifac 2960; NSC 5030; Palmitinic acid; Kortacid 1695; 60605-23-4; 116860-99-2; 212625-86 …

Palmitic acid CAS#: 57-10-3 - ChemicalBook Palmitic Acid is a fatty acid which is a mixture of solid organic acids from fats consisting principally of palmitic acid with varying amounts of stearic acid. it functions as a lubricant, binder, and defoaming agent. palmitic acid is one of the skin’s major fatty …

Bordwell pKa Table - Organic Chemistry Data 27 Oct 2017 · pKa is an acid dissociation constant used to describe the acidity of a particular molecule. Its value is directly related to the structure of the given compound.