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Norcamphor

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Identification
Molecular formula
C7H10O
CAS number
497-38-1
IUPAC name
norbornan-2-one
State
State

Norcamphor is a solid at room temperature.

Melting point (Celsius)
95.00
Melting point (Kelvin)
368.15
Boiling point (Celsius)
210.00
Boiling point (Kelvin)
483.15
General information
Molecular weight
110.16g/mol
Molar mass
110.1580g/mol
Density
1.1220g/cm3
Appearence

Norcamphor typically appears as a colorless solid with a camphor-like odor. Its crystalline form can be quite striking, and it is commonly found in a powder or crystal state.

Comment on solubility

Solubility of Norbornan-2-one

Norbornan-2-one, also known as bicyclo[2.2.1]heptan-2-one, presents unique solubility characteristics associated with its structure. Being a cyclic ketone, its solubility tendencies can be summarized as follows:

  • Solvent Polarities: Norbornan-2-one is more soluble in polar solvents such as alcohols and ketones compared to non-polar solvents. This is due to its polar carbonyl group.
  • Temperature Effects: Increased temperature generally enhances solubility for many organic compounds, and norbornan-2-one is no exception. As the temperature rises, the solubility in solvents typically increases.
  • Hydrogen Bonding: In polar solvents, the ability to form hydrogen bonds enhances its solubility. Hence, solvents capable of hydrogen bonding (like alcohols) facilitate better dissolution.

However, it is essential to highlight that norbornan-2-one exhibits limited solubility in water due to the hydrophobic nature of its bicyclic structure, which restricts interactions with water molecules. This underscores the importance of considering both structural factors and solvent properties when evaluating the solubility of such compounds.

Interesting facts

Interesting Facts about Norbornan-2-one

Norbornan-2-one, a fascinating compound, is part of the bicyclic organic compounds known as norbornenes. This compound exhibits unique structural features and properties that make it quite interesting in the field of chemistry.

Chemical Structure and Characteristics

The norbornane skeleton is a key highlight of this compound, defined by its distinctive bridgehead structure. This configuration allows for:

  • High Stability: The strain in bicyclic systems contributes to their stability.
  • Reactivity: Norbornan-2-one can readily participate in various chemical reactions, including nucleophilic addition and Diels-Alder reactions.

Applications in Chemistry

Norbornan-2-one is not just an academic curiosity; it has practical applications in:

  • Synthesis: It serves as a valuable intermediate in organic synthesis.
  • Drug Development: Its derivatives are often explored for their potential in pharmaceuticals.
  • Polymer Chemistry: The compound has implications in the synthesis of polymeric materials with specific properties.

Noteworthy Research

Many researchers have delved into the chemistry of norbornan-2-one, exploring not only its synthetic pathways but also its potential biological activities. A few points to consider include:

  • The effect of ring strain on reactions involving norbornan-2-one, which is critical for predicting reaction mechanisms.
  • Studies indicating antimicrobial properties of its derivatives, suggesting a role in developing new therapeutics.

In conclusion, norbornan-2-one is a compound that embodies the complexities and wonders of organic chemistry. Its unique structure, coupled with a rich tapestry of applications and research possibilities, makes it a exciting subject for chemists and students alike.

Synonyms
NORCAMPHOR
2-Norbornanone
497-38-1
Bicyclo[2.2.1]heptan-2-one
Norcampher
2-Oxonorbornane
Norbornan-2-one
2,5-Methanocyclohexanone
Bicyclo(2.2.1)heptan-2-one
EINECS 207-846-1
NSC 66537
AI3-51353
Bicyclo(2.2.1)-2-heptanone
Bicyclo[2.2.1]heptane-2-one
DTXSID50883406
Bicyclo[2.2.1]-2-heptanone
Bicyclo(2.2.1)heptane-2-one
2Norbornanone
2Oxonorbornane
2,5Methanocyclohexanone
8,9,10Trinorbornan2one
Bicyclo(2.2.1)heptan2one
DTXCID90987937
(1r,4s)-bicyclo(2.2.1)heptan-2-one
kpmkevxvvhniey-uhfffaoysa-n
un1325
MFCD00074823
rac-Norcamphor
8,9,10-Trinorbornan-2-one
Norbornanone
2-Norcamphor
(+)-2-norbornanone
(-)-2-norbornanone
NCIOpen2_001420
SCHEMBL83478
(1S,4R)-norbornan-2-one
CHEMBL361682
CHEBI:232344
NSC66537
NSC92359
NSC-66537
NSC-92359
AKOS000121061
AKOS022146289
CCG-358829
FN10619
PB42918
LS-13291
SY049592
Norcamphor; Bicyclo[2.2.1]-2-heptanone
CS-0072123
N0511
NS00043003
EN300-15383
Q7050470
F0001-1297