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Citral

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Identification
Molecular formula
C10H16O
CAS number
5392-40-5
IUPAC name
2,6,6-trimethylcyclohexene-1-carbaldehyde
State
State

At room temperature, citral is typically in a liquid state. It is highly volatile due to its fragrant nature and is commonly used in formulations for its scent.

Melting point (Celsius)
-10.00
Melting point (Kelvin)
263.00
Boiling point (Celsius)
229.00
Boiling point (Kelvin)
502.00
General information
Molecular weight
152.24g/mol
Molar mass
152.2370g/mol
Density
0.8620g/cm3
Appearence

Citral is a clear to pale yellow liquid with a strong lemon odor, which makes it a common ingredient in perfumes and flavorings. The liquid is prone to polymerization if exposed to air, turning into a sticky resin.

Comment on solubility

Solubility of 2,6,6-Trimethylcyclohexene-1-carbaldehyde

When considering the solubility of 2,6,6-trimethylcyclohexene-1-carbaldehyde, it is essential to recognize several key factors that influence its behavior in different solvents:

  • Polarity: This compound is primarily non-polar due to its cyclohexene structure, which diminishes its ability to interact with polar solvents.
  • Solvent Compatibility: As a rule of thumb, like dissolves like. Therefore, it is more likely to be soluble in non-polar organic solvents such as:
    • Hexane
    • Toluene
    • Chloroform
  • Limited Water Solubility: Given its non-polar characteristics, 2,6,6-trimethylcyclohexene-1-carbaldehyde demonstrates very limited solubility in water. This can be attributed to the strong hydrogen bonding capabilities of water that are not compatible with the compound's structure.

In conclusion, while 2,6,6-trimethylcyclohexene-1-carbaldehyde finds greater solubility in non-polar organic solvents, its presence in aqueous solutions remains minimal, illustrating the fundamental principles governing solubility behavior.

Interesting facts

Interesting Facts about 2,6,6-Trimethylcyclohexene-1-carbaldehyde

2,6,6-trimethylcyclohexene-1-carbaldehyde is a fascinating compound with various applications and intriguing properties that appeal to both chemists and industry professionals. Here are some notable points:

  • Structure and Stability: This compound features a unique cyclic structure with multiple methyl substituents that enhance the stability and reactivity of the molecule. The presence of the carbonyl group plays crucial roles in the reactivity of the compound, enabling various chemical transformations.
  • Reactivity: The aldehyde functional group is known for its reactivity, particularly in nucleophilic addition reactions. This makes 2,6,6-trimethylcyclohexene-1-carbaldehyde an excellent candidate for forming larger, more complex organic structures.
  • Natural Occurrence: Similar compounds are often found in nature and can contribute to the characteristic scents of certain plants. Understanding synthetic methods for creating this compound can aid in the flavor and fragrance industry, making this compound particularly relevant.
  • Applications: Its applications extend beyond natural fragrance synthesis; it is a useful intermediate in the production of pharmaceuticals and agrochemicals. Researchers continue to explore its potential in various synthetic pathways.
  • Research Interest: Ongoing studies focus on the compound's reactivity patterns and its potential applications in organic synthesis, allowing chemists to innovate new methods for developing complex organic materials.

In summary, 2,6,6-trimethylcyclohexene-1-carbaldehyde is not just an intriguing compound from a structural perspective, but it plays a vital role in various fields such as organic synthesis, fragrance chemistry, and even pharmaceutical development. As a scientist or a chemistry student, exploring compounds like this can lead to new discoveries and advancements in the ever-evolving world of chemistry.

Synonyms
beta-Cyclocitral
432-25-7
b-cyclocitral
2,6,6-Trimethylcyclohexene-1-carbaldehyde
2,6,6-trimethylcyclohex-1-ene-1-carbaldehyde
1-Cyclohexene-1-carboxaldehyde, 2,6,6-trimethyl-
.beta.-Cyclocitral
2,6,6-TRIMETHYL-1-CYCLOHEXENE-1-CARBOXALDEHYDE
1-Formyl-2,6,6-trimethyl-1-cyclohexene
CYCLOCITRAL
alpha(beta)-Cyclocitral
2,6,6-Trimethylcyclohexenecarbaldehyde
beta -cyclocitral
MFCD00079078
DTXSID7047142
CHEBI:53177
2,6,6-trimethylcyclohex-1-enecarbaldehyde
77Y0U2X29G
Cyclohexenecarboxaldehyde, 2,6,6-trimethyl-
EINECS 207-081-3
2,6,6-Trimethyl-1-cyclohexen-1-carboxaldehyde
52844-21-0
CYCLOCITRAL, .BETA.-
AI3-37227
2,6,6-Trimethyl-1-cyclohexenecarboxaldehyde
DTXCID5027142
2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde
FEMA NO. 3639, .BETA.-
2,6,6-trimethyl-cyclohexene-1-carboxaldehyde
b-Cyclocitral, Technical Grade
ss-Cyclocitral
UNII-77Y0U2X29G
beta cyclocitral
beta-cyclocitrol
?-Cyclocitral-d5
beta-Cyclocitral, Technical Grade
1-Cyclohexene-1-carboxaldehyde, 2,6,6-trimethyl-; 2,6,6-Trimethyl-1-cyclohexene-1-carboxaldehyde; 1-Formyl-2,6,6-trimethyl-1-cyclohexene; 2,6,6-Trimethyl-1-cyclohexenecarboxaldehyde; ss-Cyclocitral
CYCLOCITRAL, BETA-
UNII-GLL5338RMI
beta-Cyclocitral, >=95%
GLL5338RMI
SCHEMBL309759
CHEMBL1952257
?-Cyclocitral, Technical Grade
MSK2939
DDA99598
EINECS 258-219-4
FEMA NO. 3639, BETA-
Tox21_302524
beta-Cyclocitral, analytical standard
AKOS022504751
CS-W010947
HY-W010231
NCGC00256741-01
AS-56746
CAS-432-25-7
DA-59357
SY029933
2,6,6-Trimethyl-1-cyclohexenecarbaldehyde
2,6,6-Trimethyl-Cyclohexenecarboxaldehyde
2,6,6-trimethyl-cyclohexene-1-carbaldehyde
DB-302496
NS00013267
C20425
EN300-180215
F14917
2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde #
Q27124011
Z1255386953
Pentadeuterio-beta-cyclocitral;1-Formyl-2,6,6-trimethyl-1-cyclohexene