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Palmitic acid

Basic information Description References Safety Related Supplier

Palmitic acid Basic information

Product Name:
Palmitic acid
CAS:
57-10-3
MF:
C16H32O2
MW:
256.42
EINECS:
200-312-9
Mol File:
57-10-3.mol
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Palmitic acid Chemical 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)
FEMA 
2832 | PALMITIC ACID
refractive index 
1.4273
Flash point:
>230 °F
storage temp. 
+15C to +30C
solubility 
chloroform: 0.5 M, clear, colorless
pka
4.78±0.10(Predicted)
form 
Flakes
color 
White or almost white
Water Solubility 
insoluble
JECFA Number
115
Merck 
14,6996
BRN 
607489
Stability:
Stable. Combustible. Incompatible with bases, oxidizing agents, reducing agents.
InChIKey
IPCSVZSSVZVIGE-UHFFFAOYSA-N
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)
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Safety Information

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
Hazardous Substances Data
57-10-3(Hazardous Substances Data)
Toxicity
LD50 i.v. in mice: 57±3.4 mg/kg (Or, Wretlind)

MSDS

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Palmitic acid Usage And Synthesis

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.

References

https://pubchem.ncbi.nlm.nih.gov/compound/palmitic_acid#section=Top
https://en.wikipedia.org/wiki/Palmitic_acid

Chemical Properties

white chips, crystals or powder

Chemical Properties

Palmitic acid occurs as white crystalline scales with a slight characteristic odor and taste.

Chemical Properties

Palmitic acid is virtually odorless. It is also reported as having a slight characteristic odor and taste. It is a mixture of solid organic acids obtained from fats consisting chiefly of palmitic acid (C16H35O2) with varying amounts of stearic acid (C16H36O2).

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 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.

Uses

palmitic acid is one of the skin’s major fatty acids produced by the sebaceous glands. In cosmetic preparations, it is used as a formula texturizer. This acid is naturally occurring in allspice, anise, calamus oil, cascarilla bark, celery seed, coffee, tea, and many animal fats and plant oils. It is obtained from palm oil, Japan wax, or Chinese vegetable tallow.

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.

Definition

ChEBI: A straight-chain, sixteen-carbon, saturated long-chain fatty acid.

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.

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.

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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Palmitic acidSupplierMore

Shanghai Aladdin Bio-Chem Technology Co.,LTD Gold
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021-20337333-801
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Product Name:Palmitic acid
CAS:57-10-3
Purity:AR Package:47.2RMB/500G
AbaChemScene Gold
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732-484-9848
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Product Name:Palmitic acid
CAS:57-10-3
Purity:>98% Package:500g;1000g;$150;$480; Remarks:Chemscene
J & K SCIENTIFIC LTD.
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010-82848833- ;010-82848833-
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Product Name:Palmitic acid, 97.5%
CAS:57-10-3
Purity:97.5% Package:1KG;250G
Meryer (Shanghai) Chemical Technology Co., Ltd.
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21-61259100-
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Product Name:PalMitic acid
CAS:57-10-3
Purity:99% Package:500g Remarks:AAA125413
Chembest Research Laboratories Limited
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021-20908456-
Email:
sales@BioChemBest.com
Products Intro:
Product Name:PalMic acid
CAS:57-10-3
Remarks:C11703
Basic information Description References Safety Related Supplier