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Isocyanatocyclohexane

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Identification
Molecular formula
C7H11NO
CAS number
3173-53-3
IUPAC name
isocyanatocyclohexane
State
State

At room temperature, isocyanatocyclohexane is in a liquid state. It is slightly viscous and has a tendency to react with water vapor in the air, forming amines and carbon dioxide.

Melting point (Celsius)
-45.00
Melting point (Kelvin)
228.15
Boiling point (Celsius)
195.50
Boiling point (Kelvin)
468.65
General information
Molecular weight
111.16g/mol
Molar mass
111.1580g/mol
Density
1.0605g/cm3
Appearence

Isocyanatocyclohexane is a colorless to pale yellow liquid with a characteristic pungent odor. It is typically clear and can give off fumes when exposed to moisture in the air.

Comment on solubility

Solubility of Isocyanatocyclohexane

Isocyanatocyclohexane, represented by the chemical formula C7H10N2O, exhibits unique solubility characteristics that are worth exploring:

  • Generally, isocyanatocyclohexane is slightly soluble in water. This limited solubility is primarily due to its non-polar cyclohexane ring structure, which does not interact favorably with polar water molecules.
  • However, it shows much better solubility in organic solvents such as acetone, ether, and chloroform. This behavior is typical for many isocyanates, as their non-polar components tend to dissolve well in organic media.
  • Temperature can also affect its solubility: as temperature increases, the solubility in organic solvents often rises, leading to increased reactivity in various applications.

Overall, while isocyanatocyclohexane demonstrates limited solubility in water, its favorable solubility in organic solvents makes it a versatile compound in synthetic chemistry. As a rule of thumb, "like dissolves like," which means that non-polar compounds will generally dissolve in non-polar solvents, including isocyanatocyclohexane.

Interesting facts

Interesting Facts about Isocyanatocyclohexane

Isocyanatocyclohexane is a fascinating chemical compound that holds great importance in the world of organic chemistry, particularly in the production of various polymers and materials. The compound belongs to the category of isocyanates, which are known for their reactivity and versatility in chemical synthesis.

Key Characteristics

  • Reactivity: Isocyanatocyclohexane is highly reactive with compounds containing active hydrogen atoms, making it useful in polyurethanes and other synthetic materials.
  • Applications: Widely utilized in the production of adhesives, coatings, and elastomers, isocyanatocyclohexane contributes to the durability and properties of these materials.
  • Toxicity: It is important to note that isocyanates can be hazardous; thus, safety precautions should always be taken when handling them.

Historical Significance

This compound was first synthesized in the mid-20th century, marking a significant advancement in industrial chemistry. The exploration of isocyanates led to the development of many modern materials that we often take for granted.

Chemical Structure and Properties

The unique structure of isocyanatocyclohexane, which features a cyclic arrangement of carbon atoms with an isocyanate functional group, plays a crucial role in its reactivity and the types of reactions it can participate in. This structural characteristic allows it to engage in various nucleophilic substitution reactions, further expanding its utility in synthetic chemistry.

Safety and Handling

When working with isocyanatocyclohexane, it is essential to follow safety protocols due to its potential health risks. Always use protective gear, such as gloves and goggles, and work in a well-ventilated area.

In conclusion, isocyanatocyclohexane is a compound that exemplifies the intersection of reactivity, utility, and safety in the realm of chemistry. Its unique properties and applications make it a subject of interest not only for chemists but also for those in related industries.

Synonyms
Cyclohexyl isocyanate
ISOCYANATOCYCLOHEXANE
Cyclohexane, isocyanato-
Cyclohexylisocyanate
Isocyanato-cyclohexane
CHEBI:136604
EINECS 221-639-3
UN2488
UNII-T699595BLW
cyclohexane isocyanate
Isocyanic Acid Cyclohexyl Ester
DTXSID8025464
AI3-28283
HSDB 8037
NSC-87419
DTXCID705464
Cyclohexyl ester of isocyanic acid
EC 221-639-3
UN 2488
cyclohexane, isocyanato
cyclohexyl,isocyanate
inchi=1/c7h11no/c9-6-8-7-4-2-1-3-5-7/h7h,1-5h
kqwgxhwjmsmdjj-uhfffaoysa-n
3173-53-3
Isocyanic acid, cyclohexyl ester
NSC 87419
T699595BLW
CHI
cyclohexyl-isocyanate
MFCD00003840
isocyanato cyclohexane
1-isocyanato cyclohexane
Epitope ID:120375
SCHEMBL8620
Cyclohexyl isocyanate, 98%
CHEMBL26886
NSC87419
Tox21_200234
STL146740
AKOS000119299
AB00329
NCGC00090947-01
NCGC00090947-02
NCGC00090947-03
NCGC00257788-01
LS-13297
CAS-3173-53-3
Cyclohexyl isocyanate [UN2488] [Poison]
I0122
NS00010287
EN300-19006
E78839
A820971
Q1147530
F2190-0543
Isocyanatocyclohexane Isocyanic acid cyclohexyl ester CHI