Skip to main content

3-Bromo-1,7,7-trimethylnorbornan-2-one

ADVERTISEMENT
Identification
Molecular formula
C10H15BrO
CAS number
51018-23-6
IUPAC name
3-bromo-1,7,7-trimethyl-norbornan-2-one
State
State
At room temperature, 3-Bromo-1,7,7-trimethylnorbornan-2-one is a solid. It is usually handled as a crystalline material that should be stored in a cool, dry place.
Melting point (Celsius)
95.00
Melting point (Kelvin)
368.00
Boiling point (Celsius)
239.00
Boiling point (Kelvin)
512.00
General information
Molecular weight
247.14g/mol
Molar mass
247.1380g/mol
Density
1.3400g/cm3
Appearence

3-Bromo-1,7,7-trimethylnorbornan-2-one typically appears as a white crystalline solid. It is a derivative of norbornanone with a bromine and methyl groups, giving it a distinct structure and color.

Comment on solubility

Solubility of 3-bromo-1,7,7-trimethyl-norbornan-2-one

The solubility of 3-bromo-1,7,7-trimethyl-norbornan-2-one is a fascinating aspect of its chemical behavior, particularly due to its unique structure. Here are some key points regarding its solubility:

  • Solvent Polarity: This compound is generally more soluble in organic solvents, such as ethanol and dichloromethane, rather than in polar solvents like water. This is typical for many organic molecules that contain non-polar hydrocarbon frameworks.
  • Functional Groups: The presence of the carbonyl group (the ketone) enhances the solubility in moderate polar solvents due to the ability to form hydrogen bonds with the solvent molecules.
  • Temperature Effects: As with many organic compounds, an increase in temperature usually increases solubility in non-polar and slightly polar solvents by disrupting intermolecular forces.
  • Effect of Br Substitution: The bromine atom introduces a polar character to the molecule, potentially affecting solubility. This may lead to moderate interaction with polar solvents compared to non-brominated counterparts.

Overall, while 3-bromo-1,7,7-trimethyl-norbornan-2-one shows limited solubility in water, its solubility profile becomes interestingly versatile in various organic solvents. It serves as an example of how molecular structure dictates solubility tendencies, highlighting the importance of both functional groups and molecular shape in influencing solubility.


Interesting facts

Interesting Facts about 3-Bromo-1,7,7-trimethyl-norbornan-2-one

3-Bromo-1,7,7-trimethyl-norbornan-2-one is a fascinating chemical compound that belongs to the class of bicyclic ketones. This compound is particularly interesting due to its unique structural characteristics and applications in organic synthesis.

Key Features:

  • Bicyclic Structure: The compound features a norbornane skeleton, which is prized in organic chemistry for its ability to undergo various chemical reactions due to ring strain.
  • Bromine Substitution: The presence of the bromine atom at the 3-position significantly alters its reactivity and introduces opportunities for further functionalization in synthetic pathways.
  • Utility in Synthesis: This compound serves as an intermediary in the synthesis of various pharmaceuticals and agrochemicals, highlighting its importance in medicinal chemistry.
  • Stereochemistry: The compound showcases interesting stereochemical properties, which can impact the way it interacts with biological systems and other molecules.

One noteworthy aspect of 3-Bromo-1,7,7-trimethyl-norbornan-2-one is its role in teaching students about nomenclature and the implications of structural modifications in chemical properties. As a student, you might say, "Understanding the transformations and the rationale behind the addition of functional groups, like bromine, opens a whole new world in organic chemistry!"

In summary, 3-bromo-1,7,7-trimethyl-norbornan-2-one stands out not only for its distinctive structure but also for its practical applications and educational value, making it a compound worth studying in depth!

Synonyms
3-Bromocamphor
76-29-9
3-Bromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
(+)-3-Bromocamphor
3-Bromo-2-bornanone
3-Bromo camphor
10293-06-8
S-(-)-3-Bromocamphor
d-.alpha.-Bromocamphor
Camphor monobromide
Endo-3-bromo-D-camphor
Bicyclo[2.2.1]heptan-2-one, 3-bromo-1,7,7-trimethyl-, (1R,3S,4S)-rel-
64474-54-0
1925-58-2
D-(-)3-bromo Camphor
Bromcampher
SCHEMBL1004582
CHEMBL4303364
DTXSID10858711
NSC26355
MFCD03413214
STK121291
((1R)-endo)-(+)-3-Bromocamphor
AKOS000495036
AKOS022060579
AC-11181
DB-054667
DB-056044
DB-058888
CS-0455600
NS00012019
Bicyclo[2.2.1]heptan-2-one,7,7-trimethyl-
EN300-297762
SBI-0653877.0001
AN-329/40652623
SR-01000944691
3-Bromo-1,7-trimethylbicyclo[2.2.1]heptan-2-one
Q4096902
SR-01000944691-1
BRD-A62841832-001-01-1
F1652-0855
endo-(1R)-3-Bromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
936009-60-8