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2-Chloronorbornane

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Identification
Molecular formula
C7H11Cl
CAS number
286-20-4
IUPAC name
2-chloronorbornane
State
State

At room temperature, 2-Chloronorbornane is typically found as a solid due to its higher melting point.

Melting point (Celsius)
88.00
Melting point (Kelvin)
361.15
Boiling point (Celsius)
173.50
Boiling point (Kelvin)
446.65
General information
Molecular weight
146.62g/mol
Molar mass
146.6210g/mol
Density
1.0973g/cm3
Appearence

2-Chloronorbornane is a colorless or white crystalline solid. It has a camphoraceous odor and appears as a crystalline lattice at room temperature.

Comment on solubility

Solubility of 2-Chloronorbornane

2-chloronorbornane is a fascinating compound that exhibits unique solubility characteristics, primarily influenced by its molecular structure. The solubility of 2-chloronorbornane can be classified in the context of its behavior in different solvents:

  • Polar Solvents: This compound is generally insoluble in polar solvents such as water due to the limited hydrogen bonding ability of the carbon framework.
  • Nonpolar Solvents: In contrast, 2-chloronorbornane shows good solubility in nonpolar solvents like hexane and toluene. The hydrophobic nature of its structure encourages this solubility.
  • Solubility Trends: Factors impacting the solubility include:
    1. Hydrophobic Interactions: The presence of carbon chains increases hydrophobic interactions.
    2. Chlorine Substitution: The chlorine atom serves as a site for dipole interactions but does not significantly enhance solubility in polar media.

Overall, understanding the solubility of 2-chloronorbornane is crucial for its application in various chemical reactions and industrial uses. It is essential to consider solvent choices carefully to optimize its use in synthesis and analysis.

Interesting facts

Interesting Facts about 2-Chloronorbornane

2-Chloronorbornane is a fascinating compound with a unique structure and implications in various chemical contexts. Here are some insightful points about this intriguing molecule:

  • Structural Features: 2-Chloronorbornane belongs to the category of bicyclic compounds, characterized by its two interconnected rings. The presence of a chlorine atom at the second position introduces interesting reactivity patterns, making it a valuable intermediate in organic synthesis.
  • Reactivity: The chlorine substituent can significantly influence the compound's reactivity. As a halogen, chlorine is known for its ability to participate in nucleophilic substitutions and elimination reactions, which can be exploited in synthetic routes to generate other useful compounds.
  • Synthetic Applications: Chemists often use 2-chloronorbornane as a building block for synthesizing more complex organic molecules. Its unique bicyclic framework makes it a useful precursor in the development of pharmaceuticals and agrochemicals.
  • Chirality: Although 2-chloronorbornane itself is not chiral, its derivatives can exhibit chiral properties based on the substituents introduced to the bicyclic structure. This aspect is crucial in the field of asymmetric synthesis and the production of enantiopure compounds.
  • Historical Context: The study of norbornane derivatives dates back to the mid-20th century, showcasing the evolution of organic chemistry and the exploration of bicyclic systems. 2-Chloronorbornane has been a compound of interest in understanding reaction mechanisms and properties of similar bicyclic compounds.

In summary, 2-chloronorbornane is more than just a simple chemical compound; it is a gateway into a plethora of synthetic opportunities and a subject of academic inquiry in the world of organic chemistry. As scientists continue to unravel its potential, we can expect further developments that may contribute to various fields, from materials science to pharmacology.

Synonyms
29342-53-8
2-chloronorbornane
RefChem:1062869
NORBORNANE, 2-CHLORO-
2-Chlorobicyclo[2.2.1]heptane
exo-2-Chloronorborane
765-91-3
Bicyclo[2.2.1]heptane, 2-chloro-
Norbornane, 2-chloro-, exo-
Bicyclo(2.2.1)heptane, 2-chloro-
Bicyclo[2.2.1]heptane, 2-chloro-, exo-
Bicyclo(2.2.1)heptane, 2-chloro-, exo-
NSC 91497
BRN 2203204
2-norbornyl chloride
exo-Norbornyl chloride
2-exo-Chloronorbornane
exo-2-Norbornyl chloride
WLN: L55 ATJ CG
SCHEMBL1359068
SCHEMBL6085129
SCHEMBL7551875
SCHEMBL9186090
SCHEMBL9186097
DTXSID90871362
PJWBUKHIZPKRJF-UHFFFAOYSA-N
NSC91497
NSC-91497
AKOS026730746
2-Chlorobicyclo[2.2.1]heptane, exo-
BICYCLO[2.2.1]HEPTANE,2-CHLORO-
DS-010519
NS00096049