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1,4-bis(1-isocyanato-1-methyl-ethyl)benzene

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Identification
Molecular formula
C12H14N2O2
CAS number
2778-42-9
IUPAC name
1,4-bis(1-isocyanato-1-methyl-ethyl)benzene
State
State
At room temperature, 1,4-bis(1-isocyanato-1-methyl-ethyl)benzene is typically a liquid. In this state, it should be handled with appropriate safety measures due to potential hazards associated with isocyanate compounds.
Melting point (Celsius)
-50.00
Melting point (Kelvin)
223.15
Boiling point (Celsius)
260.00
Boiling point (Kelvin)
533.00
General information
Molecular weight
222.24g/mol
Molar mass
222.2430g/mol
Density
1.1200g/cm3
Appearence
1,4-bis(1-isocyanato-1-methyl-ethyl)benzene typically appears as a colorless to light yellow liquid. It is relatively transparent and may have a faint, characteristic chemical odor. This compound is usually used as an intermediate and hence can be found in various forms depending on its usage and storage conditions.
Comment on solubility

Solubility of 1,4-bis(1-isocyanato-1-methyl-ethyl)benzene

The solubility of 1,4-bis(1-isocyanato-1-methyl-ethyl)benzene can be quite complex, given its unique chemical structure. This compound, characterized by its isocyanate functional groups, tends to exhibit the following solubility characteristics:

  • Polar vs. Nonpolar Solvents: It is generally less soluble in polar solvents such as water due to its hydrophobic nature, which arises from the aromatic benzene ring.
  • Organic Solvents: It shows improved solubility in nonpolar organic solvents like toluene or dichloromethane, making these solvents more suitable for dissolution.
  • Temperature Effects: The solubility can vary with temperature; typically, increased temperature can enhance solubility in organic solutions.
  • Reaction with Water: It is known to react with water, forming urea derivatives, which complicates its solubility evaluation in aqueous environments.

In summary, while 1,4-bis(1-isocyanato-1-methyl-ethyl)benzene displays limited solubility in water, its solubility in nonpolar organic solvents makes it practical for various applications in organic synthesis. As stressed in chemical studies, understanding these solubility dynamics is crucial for effective use in formulations and reactions.

Interesting facts

Interesting Facts about 1,4-bis(1-isocyanato-1-methyl-ethyl)benzene

1,4-bis(1-isocyanato-1-methyl-ethyl)benzene, often referred to as a diisocyanate compound, plays a significant role in the production of polyurethane materials. As a chemical scientist, here are some fascinating insights into this compound:

  • Versatile Building Block: This compound is pivotal in synthesizing various polyurethane elastomers, paints, foams, and adhesives, showcasing its utility in multiple industries including automotive, construction, and textile.
  • Isocyanate Reactivity: The isocyanate functional group is known for its high reactivity, particularly with polyols, amines, and moisture, leading to a wide range of polymer formulations. This makes it a crucial player in the development of flexible and rigid foams.
  • Health and Safety Considerations: Working with this compound requires adherence to rigorous health and safety precautions. Isocyanates can be hazardous, causing respiratory issues and skin sensitization, hence appropriate protective measures are essential in any laboratory or industrial setting.
  • Impact on Material Properties: The incorporation of 1,4-bis(1-isocyanato-1-methyl-ethyl)benzene into polymer systems can significantly enhance properties such as hardness, elongation, and tensile strength.
  • Historical Context: The development of polyurethane chemistry, which includes this compound, has revolutionized the materials science landscape since its first introduction in the 1930s by Dr. Otto Bayer.

In summary, 1,4-bis(1-isocyanato-1-methyl-ethyl)benzene is more than just a chemical formula; it is a cornerstone of modern material science, enabling innovations that shape our daily lives.

Synonyms
2778-41-8
1,4-BIS(1-ISOCYANATO-1-METHYLETHYL)BENZENE
Bis(isocyanatomethyl)durene
Benzene, 1,4-bis(1-isocyanato-1-methylethyl)-
p-Tetramethylxylylene diisocyanate
1,4-Bis-(1-isocyanato-1-methylethyl)benzene
Isocyanic acid, p-phenylenediisopropylidene ester
76D02Q142P
1,4-bis-(1-isocyanato-1-methylethyl)-benzene
EINECS 220-473-9
BRN 2741545
UNII-76D02Q142P
P-TMXDI
Isocyanic acid, alpha,alpha,alpha',alpha'-tetramethyl-p-xylylene ester
SCHEMBL28238
DTXSID2073304
AGJCSCSSMFRMFQ-UHFFFAOYSA-N
NS00028367
Q27266475
.ALPHA.,.ALPHA.,.ALPHA.',.ALPHA.'-TETRAMETHYL-P-PHENYLENEDIMETHYLENE DIISOCYANATE
.ALPHA.,.ALPHA.,.ALPHA.',.ALPHA.'-TETRAMETHYL-P-XYLYLENE DIISOCYANATE
ISOCYANIC ACID, .ALPHA.,.ALPHA.,.ALPHA.',.ALPHA.'-TETRAMETHYL-P-XYLYLENE ESTER