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1,3-Phenylene diisocyanate

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Identification
Molecular formula
C8H4N2O2
CAS number
123-61-5
IUPAC name
1,3-diisocyanatobenzene
State
State

The compound is a solid at room temperature, often found in its crystalline form. It should be handled with care due to its potential reactivity with water and alcohols, leading to the formation of polyurethanes or ureas.

Melting point (Celsius)
36.90
Melting point (Kelvin)
310.05
Boiling point (Celsius)
251.50
Boiling point (Kelvin)
524.65
General information
Molecular weight
160.15g/mol
Molar mass
160.1470g/mol
Density
1.2100g/cm3
Appearence

1,3-Phenylene diisocyanate is typically a colorless to light yellow solid. It is crystalline in structure when in its pure form. This compound can also appear as solid flakes or sometimes as a fine powder, depending on the specific form and purity.

Comment on solubility

Solubility of 1,3-Diisocyanatobenzene

1,3-Diisocyanatobenzene, also known as meta-phenylene diisocyanate (m-PDI), exhibits distinct solubility characteristics that are essential to consider in chemical applications.

Solubility Characteristics:

  • Solvent Compatibility: This compound is typically soluble in organic solvents such as ethyl acetate, acetone, and toluene. However, it shows limited solubility in water.
  • Temperature Influence: The solubility of 1,3-diisocyanatobenzene can be affected by temperature; generally, higher temperatures can enhance solubility in organic solvents.
  • Commercial Relevance: Because of its solubility profile, m-PDI is effectively utilized in the production of polyurethanes and coatings.

To summarize, the solubility of 1,3-diisocyanatobenzene in various organic solvents makes it a versatile compound in industrial chemistry, although its low solubility in water limits certain environmental applications. Understanding these solubility properties is crucial for effective handling and application in chemical manufacturing.

Interesting facts

Interesting Facts about 1,3-Diisocyanatobenzene

1,3-Diisocyanatobenzene is a fascinating compound within the family of aromatic isocyanates, notable for its unique properties and industrial applications. Here are some intriguing facts about this compound:

  • Chemical Structure: The presence of two isocyanate (-N=C=O) groups on the benzene ring allows 1,3-diisocyanatobenzene to engage in various chemical reactions, making it an important building block in organic synthesis.
  • Applications: This compound is primarily used in the manufacturing of polyurethanes and isocyanate-based materials, which include adhesives, coatings, and foams.
  • Toxicity Awareness: It is crucial for chemists to handle 1,3-diisocyanatobenzene with care due to its toxic nature. Proper safety protocols must be followed to minimize exposure during laboratory and industrial use.
  • Polymer Chemistry: Because of its capacity to form strong covalent bonds, this compound plays a critical role in producing high-performance polymers, offering versatility across diverse applications in materials science.
  • Reactivity: The compound can react with various nucleophiles, leading to the formation of highly functionalized organic products. This reactivity is central to its utility in synthetic organic chemistry.

As an example of its versatile nature in chemical synthesis, some researchers have noted, "The dual isocyanate functionality of 1,3-diisocyanatobenzene makes it an exceptional candidate for creating complex molecules that are pivotal in innovative applications." This highlights the importance of understanding its chemical behavior not only for practical applications but also for advancing research in chemistry.

In summary, 1,3-diisocyanatobenzene stands as a prime example of how specific structural features in chemical compounds can lead to significant industrial applications, while also posing challenges that warrant careful management in its use.

Synonyms
1,3-Phenylene diisocyanate
123-61-5
1,3-Diisocyanatobenzene
Benzene, 1,3-diisocyanato-
m-Phenylene diisocyanate
Benzene 1,3-diisocyanate
Nacconate 400
m-Phenylene isocyanate
Benzene, m-diisocyanato-
Benzene-1,3-diisocyanate
ISOCYANIC ACID, m-PHENYLENE ESTER
NSC 511721
EINECS 204-637-7
B44H9MFH1S
BRN 0776957
AI3-28286
NSC-511721
DTXSID9044792
mPhenylene isocyanate
Benzene, mdiisocyanato
mPhenylene diisocyanate
1,3diisocyanatobenzene
Benzene1,3diisocyanate
Benzene 1,3diisocyanate
RefChem:414493
Benzene, 1,3diisocyanato
DTXCID7024792
Isocyanic acid, mphenylene ester
204-637-7
1,3-Phenylenediisocyanate
MFCD00002018
UNII-B44H9MFH1S
Benzene,3-diisocyanato-
1,3-Phenylene diisocyanate [Diisocyanates]
SCHEMBL27873
SCHEMBL27893349
SCHEMBL28994982
1,3-Phenylene diisocyanate, 95%
NSC511721
SBB060414
AKOS015889119
AS-33227
DB-238157
NS00021577
P1092
ST50824766
Q5649574