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Behenic acid

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Identification
Molecular formula
C22H44O2
CAS number
112-85-6
IUPAC name
docosanoic acid
State
State

At room temperature, behenic acid is a solid, which may be presented in the form of flakes or powder.

Melting point (Celsius)
80.00
Melting point (Kelvin)
353.15
Boiling point (Celsius)
306.00
Boiling point (Kelvin)
579.15
General information
Molecular weight
340.57g/mol
Molar mass
340.5660g/mol
Density
0.8240g/cm3
Appearence

Behenic acid appears as a white to yellowish, crystalline solid. It is commonly found in its refined state as a powder or flakes, which can agglomerate into larger masses.

Comment on solubility

Solubility of Docosanoic Acid

Docosanoic acid, also known as behenic acid, is a long-chain saturated fatty acid with the chemical formula C22H44O2. Its solubility characteristics are quite interesting due to its lengthy hydrocarbon chain.

In terms of solubility:

  • Docosanoic acid is insoluble in water. This is primarily due to its long hydrophobic hydrocarbon tail, which dramatically reduces its interaction with polar water molecules.
  • However, it is soluble in organic solvents. Common solvents include:
    • Hexane
    • Chloroform
    • Ethanol

As a rule of thumb regarding solubility, long-chain fatty acids tend to exhibit:

  • Decreased solubility in water as the carbon chain length increases.
  • Increased solubility in non-polar organic solvents, which favors their hydrophobic nature.

In summary, while docosanoic acid's solubility in water is poor, it easily dissolves in organic solvents, making it useful in various chemical applications where hydrocarbon interactions are favorable.

Interesting facts

Interesting Facts about Docosanoic Acid

Docosanoic acid, also known as behenic acid, is a fascinating fatty acid with a linear structure consisting of 22 carbon atoms. Renowned for its unique properties, this compound plays a pivotal role in various industries. Here are some interesting points about docosanoic acid:

  • Natural Occurrence: This fatty acid is predominantly found in the seeds of several plants as well as in some animal fats. It is particularly abundant in ben oil, which is extracted from the seeds of the Moringa oleifera plant.
  • Industrial Applications: Due to its long-chain structure, docosanoic acid is widely used in the production of cosmetics, lubricants, and surfactants. It serves as an excellent emulsifier and stabilizer.
  • Biodiesel Production: Recent studies have suggested that docosanoic acid can be utilized in the production of biodiesel, offering a renewable energy source while potentially reducing environmental impact.
  • Health Benefits: While less studied than shorter-chain fatty acids, docosanoic acid is thought to contribute to heart health due to its potential impact on lipid profiles when included in a balanced diet.
  • Synthesis and Reactions: Docosanoic acid can be synthesized through various chemical processes, making it a subject of interest in organic chemistry. Its reactivity forms the basis for creating a multitude of derivatives, useful in numerous applications.

In conclusion, docosanoic acid is not just a simple fatty acid but a compound with diverse functionalities and potential therapeutic benefits. This highlights the importance of studying and understanding such compounds within both chemical and biological contexts.

Synonyms
Docosanoic acid
Behenic acid
112-85-6
1-Docosanoic acid
N-DOCOSANOIC ACID
Hydrofol Acid 560
Hydrofol 2022-55
Glycon B-70
Docosoic acid
Hystrene 5522
Hystrene 9022
Glycon B 70
Prifrac 2989
Behensaeure
Docosansaeure
Dokosansaeure
Docosanic acid
CHEBI:28941
HSDB 5578
Edenor C 22-85R
EINECS 204-010-8
NSC 32364
UNII-H390488X0A
CRODACID B
ORISTAR BA
AI3-52709
C22:0
MFCD00002807
NSC-32364
H390488X0A
EXL 5
PRIFRAC 2987
NAA 22S
NAA 222S
DTXSID3026930
Docosanoic acid (Chunks or pellets or flakes)
EC 204-010-8
NSC32364
FA 22:0
B 95
CH3-(CH2)20-COOH
CH3-[CH2]20-COOH
n-Docosanoate
1-Docosanoate
docosanoyl alcohol
fatty acid 22:0
Behenic acid, 99%
Prifac 2987
Behenic Acid, Technical
Docosanoic acid, ?99%
BEHENIC ACID [MI]
SCHEMBL6579
EXL-5
Behenic acid; Docosanoic acid
DOCOSANOIC ACID [HSDB]
DTXCID306930
CHEMBL1173474
AGP-103
Behenic acid, analytical standard
BBL025601
BDBM50488776
LMFA01010022
s5381
STL146320
AKOS005720830
CCG-267927
CS-W013765
FB15647
HY-W013049
NCGC00475914-02
AS-54401
B-95
Docosanoic acid;Saturated fatty acid C22
B1248
B1747
D0963
NS00005465
C08281
P50011
Q422590
BEHENIC ACID (CONSTITUENT OF BORAGE SEED OIL)
BRD-K91495480-001-02-2
E2AAC59F-4B8D-460C-9C6E-E4E82C905122
08O
204-010-8