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1,4-Di-tert-butylbenzene

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Identification
Molecular formula
C14H22
CAS number
1012-72-2
IUPAC name
1,4-ditert-butylbenzene
State
State

1,4-Di-tert-butylbenzene is a solid at room temperature.

Melting point (Celsius)
50.00
Melting point (Kelvin)
323.15
Boiling point (Celsius)
258.00
Boiling point (Kelvin)
531.15
General information
Molecular weight
190.32g/mol
Molar mass
190.3080g/mol
Density
0.8534g/cm3
Appearence

1,4-Di-tert-butylbenzene is a white crystalline solid. It typically appears as a colorless to white powder that is insoluble in water but dissolves in organic solvents.

Comment on solubility

Solubility of 1,4-Ditert-butylbenzene

1,4-Ditert-butylbenzene, often characterized by its bulky tert-butyl groups, exhibits intriguing solubility properties. Due to its nonpolar structure and the presence of hydrophobic groups, this compound demonstrates a strong affinity for organic solvents, making it effectively soluble in:

  • Hydrocarbons (e.g., hexane, octane)
  • Aromatic solvents (e.g., toluene, benzene)
  • Other nonpolar solvents

However, 1,4-ditert-butylbenzene is insoluble in water due to the significant energy barrier associated with breaking hydrogen bonds among water molecules, which is not favorable in this nonpolar environment. It can be summarized that:

  1. Soluble in polar solvents: Not applicable
  2. Soluble in nonpolar solvents: Yes
  3. Typical application implications: Ideal for organic synthesis and reactions

Thus, the solubility of 1,4-ditert-butylbenzene reflects its nonpolar character and the significance of solvent compatibility in practical applications. Remember, “like dissolves like” is a golden rule in chemistry that succinctly captures the essence of solubility.

Interesting facts

Interesting Facts about 1,4-Di-tert-butylbenzene

1,4-Di-tert-butylbenzene is a fascinating compound well-known in the field of organic chemistry. This compound, characterized by two bulky tert-butyl groups in the para position on a benzene ring, is noteworthy for several reasons:

  • Synthetic Utility: It serves as a useful precursor in various synthetic routes, particularly in the production of polymers and other organic compounds. The steric hindrance provided by the tert-butyl groups enhances its reactivity under specific conditions.
  • Stability: 1,4-Di-tert-butylbenzene is remarkably stable due to the strong bonding and sterically hindered nature of the tert-butyl groups. This stability makes it less susceptible to reactions under standard conditions, which can be a double-edged sword, as it can hinder its functionality in some applications.
  • Dispersive Properties: The compound's bulky structure also leads to unique physical properties, such as its utility as a dispersant in various formulations, including lubricants and cosmetics.
  • Research and Development: Chemists are intrigued by its role in studies focusing on molecular interactions and material science. Its presence can significantly impact the mechanical properties of polymers and materials where it is used.
  • Applications: Beyond chemistry labs, 1,4-di-tert-butylbenzene finds applications in industries such as nanotechnology and the development of advanced materials, showcasing its versatility as a chemical building block.

As one researcher noted: "The bulky nature of the tert-butyl groups not only imparts unique properties to the benzene ring but also opens the door to innovative applications that challenge traditional chemical paradigms."

In summary, 1,4-di-tert-butylbenzene is more than just a simple aromatic compound; it represents a convergence of stability, reactivity, and the potential for advanced applications, making it a key subject of study for chemists and material scientists alike.

Synonyms
1,4-Di-tert-butylbenzene
1012-72-2
Benzene, 1,4-bis(1,1-dimethylethyl)-
Benzene, p-di-tert-butyl-
Bis(1,1-dimethylethyl)benzene
Benzene, bis(1,1-dimethylethyl)-
NSC 6342
EINECS 213-790-9
55PTX4KH71
AI3-11248
NSC-6342
DI-TERT-BUTYLBENZENE, P-
para-di-tert-butylbenzene
Benzene, p-di-tert-butyl-(8CI)
213-790-9
inchi=1/c14h22/c1-13(2,3)11-7-9-12(10-8-11)14(4,5)6/h7-10h,1-6h
p-Di-tert-butylbenzene
1,4-ditert-butylbenzene
MFCD00008836
UNII-55PTX4KH71
NSC6342
1,4-di-t-butylbenzene
1,4-tert-dibutylbenzene
1,4-di-tert.butyl-benzene
CHEMBL1795573
DTXSID4061410
1,4-Di-tert-butylbenzene, 98%
ALBB-035098
Benzene,4-bis(1,1-dimethylethyl)-
AKOS004907087
1,4-Bis-(1,1-dimethylethyl)-benzene
BS-14173
SY011163
CS-0128337
D2111
NS00023041
EN300-112854
AE-641/00770037
Q27261326