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Bornyl acetate

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Identification
Molecular formula
C12H20O2
CAS number
76-49-3
IUPAC name
(1,7,7-trimethylnorbornan-2-yl) acetate
State
State

Bornyl acetate is typically a liquid at room temperature. It is often used in fragrances and flavorings due to its pleasant aromatic properties.

Melting point (Celsius)
-50.00
Melting point (Kelvin)
223.15
Boiling point (Celsius)
229.00
Boiling point (Kelvin)
502.15
General information
Molecular weight
196.29g/mol
Molar mass
196.2930g/mol
Density
0.9784g/cm3
Appearence

Bornyl acetate is a colorless liquid with a characteristic pine-needle-like odor. It is typically clear and has a slight yellowish tint, especially when exposed to air and light for extended periods.

Comment on solubility

Solubility of (1,7,7-trimethylnorbornan-2-yl) acetate

(1,7,7-trimethylnorbornan-2-yl) acetate exhibits unique solubility characteristics that can be attributed to its structure.

General Solubility Trends

  • Polar vs. Nonpolar Solvents: Due to the presence of ester functional groups, (1,7,7-trimethylnorbornan-2-yl) acetate is expected to be more soluble in polar solvents compared to nonpolar ones.
  • Hydrophobic Elements: The bulky hydrocarbon structure may limit solubility in highly polar solvents.

Factors Influencing Solubility

  • Temperature: As with many organic compounds, an increase in temperature can enhance solubility.
  • Molecular Interactions: Hydrogen bonding capability with solvents can significantly affect solubility.

In conclusion, while (1,7,7-trimethylnorbornan-2-yl) acetate may have some degree of solubility in polar solvents, the overall extent is largely dependent on the interaction dynamics between the compound and the solvent used. Experimentation is often necessary to gauge its precise solubility behavior.

Interesting facts

Interesting Facts about (1,7,7-trimethylnorbornan-2-yl) acetate

(1,7,7-trimethylnorbornan-2-yl) acetate is a fascinating compound often encountered in the realm of organic chemistry. As a derivative of norbornane, it showcases the intricate ways in which structure influences properties and applications.

Structural Characteristics

  • Norbornane Framework: The compound is built upon the norbornane structure, which is notable for its bicyclic form. This structure introduces unique stability and reactivity traits.
  • Trimethyl Substitution: The presence of three methyl groups contributes to the compound's steric hindrance, influencing how it interacts with other molecules.
  • Acetate Functional Group: The acetate moiety provides interesting reactivity, making it possible to participate in various chemical reactions, such as esterification and hydrolysis.

Applications and Importance

  • Fragrance Industry: Compounds like (1,7,7-trimethylnorbornan-2-yl) acetate are often used in the formulation of fragrances due to their pleasant olfactory characteristics.
  • Building Block: It can serve as a precursor in synthetic organic chemistry for producing more complex molecules.
  • Study of Reaction Mechanisms: This compound can act as a model in laboratories to study the effects of sterics in chemical reactions.

Moreover, the study of (1,7,7-trimethylnorbornan-2-yl) acetate allows scientists to appreciate the nuances in chemical bonding and the impact of molecular shape on reactivity. As the chemist Robert H. Grubbs once said, "The beauty of chemistry lies in the connections we draw from simple principles to complex interactions." Understanding compounds like this can lead to innovations in material science and pharmaceuticals, showcasing the ever-evolving nature of chemical study.

Synonyms
BORNYL ACETATE
92618-89-8
Isobornyl acetate
Borneol, acetate
1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate
5655-61-8
Bornyl acetic ether
2-Camphanol acetate
125-12-2
1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate
endo-2-Camphanyl ethanoate
D,L-Isobornyl Acetate
L-(-)-Bornyl acetate
Acetic acid, 1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
endo-bornyl acetate
MFCD00867808
exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acetate
Acetic acid 1,7,7-trimethyl-bicyclo(2.2.1)hept-2-yl ester
Acetic acid 1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
NSC-407158
NCGC00159354-02
1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate #
endo-(1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
SCHEMBL117760
(+)-Acetic acid bornyl ester
[(1R,2S,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] acetate
CHEMBL1439452
DTXSID80859098
CHEBI:232534
HMS3264P09
Pharmakon1600-01502510
BBL033932
NSC163480
NSC407158
NSC759844
STK079562
AKOS005392232
CCG-213841
NSC-163480
NSC-759844
NCGC00159354-03
NCGC00159354-06
NCI60_020169
VS-12345
DB-066148
DB-072157
CS-0313797
NS00009276
AB01563199_01
1,7-Trimethylbicyclo[2.2.1]heptan-2-ol acetate
SR-01000944256
SR-01000944256-1
BRD-A41385909-001-01-3
(1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl) acetate
Bicyclo[2.2.1]heptan-2-ol,7,7-trimethyl-, acetate, endo-
endo-(1R)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-,2-acetate,(1S,2R,4S)-