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Camphor

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Identification
Molecular formula
C10H16O
CAS number
76-22-2
IUPAC name
4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one
State
State

At room temperature, camphor is a solid. It is known for its sublimation property, meaning it can transition from a solid state directly into a gaseous state under specific conditions without becoming liquid. This characteristic is evident as it slowly disappears over time when exposed to air.

Melting point (Celsius)
177.00
Melting point (Kelvin)
450.15
Boiling point (Celsius)
204.00
Boiling point (Kelvin)
477.15
General information
Molecular weight
152.23g/mol
Molar mass
152.2330g/mol
Density
0.9920g/cm3
Appearence

Camphor typically appears as a colorless to white crystalline solid. It has a waxy texture and a strong, aromatic odor, making it identifiable by smell alone. The crystals can sometimes be translucent and have a surface sheen.

Comment on solubility

Solubility of 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one

The solubility of 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one can be characterized by several key points:

  • Organic Solvents: This compound is generally soluble in organic solvents such as ethanol, acetone, and chloroform.
  • Water Solubility: Due to its nonpolar characteristics, it exhibits low solubility in water. The presence of the bicyclic structure contributes to this behavior.
  • Polar Interactions: The lack of polar functional groups reduces its affinity for polar solvents, making it less soluble in aqueous environments.
  • Applications: Understanding the solubility is crucial for its applications in organic synthesis and in products where solubility can influence reactivity.

In conclusion, the solubility of 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one is primarily dictated by its structural properties, with a clear preference for organic solvents over water.

Interesting facts

Interesting Facts about 4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one

4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one is a fascinating compound that belongs to a class of bicyclic ketones, and it possesses several unique characteristics that make it noteworthy in both research and application:

  • Bicyclic Structure: The compound features a bicyclic structure, indicating that it contains two interconnected rings. This unique configuration can influence its chemical reactivity and physical properties.
  • Natural Occurrence: Many compounds similar in structure to 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one are found in nature, particularly in various essential oils and plant extracts. These compounds often contribute to the characteristic fragrance and flavor profiles of the plants.
  • Odor Profile: Compounds with similar structures are often associated with pleasant odors and are thus utilized in the fragrance industry. The fascinating scent profile of this compound invites further exploration of its potential applications in perfumery.
  • Reactivity: The presence of a double bond in the structure allows for interesting reactivity patterns, making it a subject of study regarding electrophilic addition and related reactions. It opens up avenues for the synthesis of other complex organic molecules.
  • Versatile Synthetic Pathways: Synthetic chemists often explore pathways to create bicyclic compounds due to their complex structures. The ability to generate this compound from simpler precursors highlights the creativity and adaptability in organic synthesis.

In summary, 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one is not just a compound with an intricate chemical structure; it embodies the intersection of nature, scent, and synthetic chemistry. As scientists continue to explore its depths, we may uncover even more applications and insights associated with this intriguing molecule.

Synonyms
4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one
CHEBI:78315
4,6,6-Trimethylbicyclo(3.1.1)hept-3-en-2-one
dl-Verbenone
2-Pinen-4-one
d-Verbenone
NSC6832
2,6,6-trimethylbicyclo[3.1.1]hept-2-en-4-one
ST069322
Verbinone
Verbenone, (d)-
Verbenone, (L)-
5480-12-6
Bicyclo[3.1.1]hept-3-en-2-one, 4,6,6-trimethyl-, (1R)-
NSC 6831
(-)-cis-verbenone
NSC 36846
(1R-cis)-4,6,6-Trimethylbicyclo(3.1.1)hept-3-ene-2-one
4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one, (1R,5R)-
4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one, (1R-cis)-
NSC36846
dextro-verbenone
2-Pinen-4-one, (1S,5S)-(-)-
Verbenone (D,L-)
VERBENONE,(DL)
(-)-2-Pinen-4-one
SCHEMBL118161
Bicyclo[3.1.1]hept-3-en-2-one, 4,6,6-trimethyl-, (1R-cis)-
DTXSID2048115
HMS5085M11
(1s)-(-)-pin-2-en-4-one
MSK20803
BBL033979
MFCD00001343
SBB012350
STK801995
AKOS024283493
VS-12358
DB-061581
DB-075693
CS-0280756
NS00013256
NS00085225
V0072
EN300-89049
C09913
Q421151
(-)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one