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Palmitic acid

Palmitic acid Structure
CAS No.
57-10-3
Chemical Name:
Palmitic acid
Synonyms
N-HEXADECANOIC ACID;HEXADECANOIC ACID;C16;palmitic;Palmic acid;CETYLIC ACID;1-Pentadecanecarboxylic acid;Hydrofol;PALMITINSAEURE;Hexadecylic acid
CBNumber:
CB9388222
Molecular Formula:
C16H32O2
Molecular Weight:
256.42
MOL File:
57-10-3.mol
MSDS File:
SDS
Modify Date:
2024/8/21 22:41:43

Palmitic acid Properties

Melting point 61-62.5 °C(lit.)
Boiling point 351.5 °C
Density 0.852 g/mL at 25 °C(lit.)
vapor pressure 10 mm Hg ( 210 °C)
refractive index 1.4273
FEMA 2832 | PALMITIC ACID
Flash point >230 °F
storage temp. room temp
solubility chloroform: 0.5 M, clear, colorless
form Flakes
pka 4.78±0.10(Predicted)
color White or almost white
Odor at 100.00 %. slightly waxy fatty
Odor Type waxy
Water Solubility insoluble
Merck 14,6996
JECFA Number 115
BRN 607489
Dielectric constant 2.3(71℃)
Stability Stable. Combustible. Incompatible with bases, oxidizing agents, reducing agents.
InChIKey IPCSVZSSVZVIGE-UHFFFAOYSA-N
LogP 7.170
CAS DataBase Reference 57-10-3(CAS DataBase Reference)
NIST Chemistry Reference Hexadecanoic acid(57-10-3)
EPA Substance Registry System Palmitic acid (57-10-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P305+P351+P338
Hazard Codes  Xi
Risk Statements  36-36/38-36/37/38
Safety Statements  26-37/39-36
WGK Germany  -
RTECS  RT4550000
TSCA  Yes
HS Code  29157015
Toxicity LD50 i.v. in mice: 57±3.4 mg/kg (Or, Wretlind)
NFPA 704
1
1 0

Palmitic acid price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W283215 Palmitic acid natural, 98%, FG 57-10-3 1SAMPLE-K ₹5347.55 2022-06-14 Buy
Sigma-Aldrich(India) W283215 Palmitic acid natural, 98%, FG 57-10-3 1KG ₹13119.9 2022-06-14 Buy
Sigma-Aldrich(India) W283215 Palmitic acid natural, 98%, FG 57-10-3 10KG ₹49416.13 2022-06-14 Buy
Sigma-Aldrich(India) W283207 Palmitic acid ≥95%, FCC, FG 57-10-3 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Sigma-Aldrich(India) W283207 Palmitic acid ≥95%, FCC, FG 57-10-3 1KG ₹7447.6 2022-06-14 Buy
Product number Packaging Price Buy
W283215 1SAMPLE-K ₹5347.55 Buy
W283215 1KG ₹13119.9 Buy
W283215 10KG ₹49416.13 Buy
W283207 1SAMPLE-K ₹5141.88 Buy
W283207 1KG ₹7447.6 Buy

Palmitic acid Chemical Properties,Uses,Production

Description

Palmitic acid is a kind of common saturated fatty acid of a 16-carbon backbone, which is contained in fats and waxes. It naturally exists in palm oil and palm kernel oil, and can also be found in butter, cheese, milk, meat, cocoa butter, soybean oil and sunflower oil. It can be produced by many kinds of plants and organisms. It can be used for the production of soap, cosmetics, and industrial mold release agents. It is also a food processing aid. It can also be used to produce cetyl alocohol which is useful in the production of detergents and cosmetics. Recently, it has been also used for the manufacture of a long-acting antipsychotic medication, paliperidone palmitate.

Chemical Properties

Palmitic acid occurs as white crystalline scales with a slight characteristic odor and taste. It is one of the most common saturated fatty acids found in animals and plants. It is a mixture of solid organic acids obtained from fats consisting chiefly of palmitic acid (C16H35O2) with varying amounts of stearic acid (C16H36O2). As its name tells us, it is found in palm oil but also in butter, cheese, milk and meat.

Occurrence

Reported found in apple, beef fat, preferments of bread, celery, cheddar cheese, blue cheese, roquefort cheese, other cheeses, roasted cocoa bean, cognac, country cured ham, essential oil of lemon, heated milk, essential oil of sweet orange, pork fat, potato, black tea, tomato, banana, grapefruit juice, cranberry, guava, grapes, melon, papaya, pear, raspberry, strawberry, cinnamon, ginger, saffron, milk powder, fatty fish, chicken, lamb, hop oil, beer, rum, whiskies, grape wines, peanut oil, popcorn, soybean, coconut meat, avocado, cloudberry, plums, beans, mushroom, starfruit, marjoram, fenugreek, mango, tamarind, fig, kelp, cardamom,rice, prickly pear, dill, licorice, sake, buckwheat, corn oil, malt, wort, roasted chicory root, lemon balm, shrimp, crab, clam, scallop, Chinese quince, pawpaw and sweet grass oil.

Uses

Palmitic Acid is a common fatty acid found in plants and animals. The body converts excess carbohydrates into Palmitic Acid, thus Palmitic Acid is the first fatty acid produced during fatty acid synt hesis as well as a precursor for longer fatty acids.

Application

Palmitic acid is mainly used to produce soaps, cosmetics, and release agents. These applications utilize sodium palmitate, which is commonly obtained by saponification of palm oil. To this end, palm oil, rendered from the coconut palm nut, is treated with sodium hydroxide (in the form of caustic soda or lye), which causes hydrolysis of the ester groups. This procedure affords glycerol and sodium palmitate.
Because it is inexpensive and adds texture to processed foods (convenience food), palmitic acid and its sodium salt find wide use including foodstuffs. Sodium palmitate is permitted as a natural additive in organic products.
Hydrogenation of palmitic acid yields cetyl alcohol, which is used to produce detergents and cosmetics.
Recently, a long-acting antipsychotic medication, paliperidone palmitate (marketed as INVEGA Sustenna), used in the treatment of schizophrenia, has been synthesized using the oily palmitate ester as a long-acting release carrier medium when injected intramuscularly. The underlying method of drug delivery is similar to that used with decanoic acid to deliver long-acting depot medication, in particular, neuroleptics such as haloperidol decanoate.

Production Methods

Palmitic acid occurs naturally in all animal fats as the glyceride, palmitin, and in palm oil partly as the glyceride and partly uncombined. Palmitic acid is most conveniently obtained from olive oil after removal of oleic acid, or from Japanese beeswax. Synthetically, palmitic acid may be prepared by heating cetyl alcohol with soda lime to 270°C or by fusing oleic acid with potassium hydrate.

Definition

ChEBI: Palmitic acid is a saturated long-chain fatty acid with a 16-carbon backbone. It is a metabolite found in the aging mouse brain. It is found naturally in palm oil and palm kernel oil, as well as in butter, cheese, milk and meat.

Preparation

Palmitic acid is prepared from Palm kernel oil, Olive oil, Japan wax or Chinese vegetable tallow by saponification of the natural glycerylesters.

Pharmaceutical Applications

Palmitic acid is used in oral and topical pharmaceutical formulations. Palmitic acid has been used in implants for sustained release of insulin in rats.

Biotechnological Applications

Excess carbohydrates in the body are converted to palmitic acid. Palmitic acid is the first fatty acid produced during fatty acid synthesis and the precursor to longer fatty acids. Palmitate negatively feeds back on acetyl-CoA carboxylase (ACC), which is responsible for converting acetyl-CoA to malonyl-CoA, which in turn is used to add to the growing acyl chain, thus preventing further palmitate generation. In biology, some proteins are modified by the addition of a palmitoyl group in a process known as palmitoylation. Palmitoylation is important for membrane localisation of many proteins.

Safety Profile

A poison by intravenous route. A human skin irritant. Questionable carcinogen with experimental neoplastigenic data. When heated to decomposition it emits acrid smoke and irritating fumes

Safety

Palmitic acid is used in oral and topical pharmaceutical formulations and is generally regarded as nontoxic and nonirritant at the levels employed as an excipient. However, palmitic acid is reported to be an eye and skin irritant at high levels and is poisonous by intravenous administration.
LD50 (mouse, IV): 57 mg/kg

storage

The bulk material should be stored in a well-closed container in a cool, dry, place.

Purification Methods

Purify palmitic acid by slow (overnight) recrystallisation from hexane. Some samples are also crystallised from acetone, EtOH or EtOAc. The crystals are kept in air to lose solvent, or are pumped dry of solvent on a vacuum line. [Iwahashi et al. J Chem Soc, Faraday Trans 1 81 973 1985, pK: White J Am Chem Soc 72 1858 1950, Beilstein 2 IV 1157.]

Incompatibilities

Palmitic acid is incompatible with strong oxidizing agents and bases.

Regulatory Status

GRAS listed. Included in the FDA Inactive Ingredients Database (oral tablets). Included in nonparenteral medicines licensed in the UK.

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