product_name |
4-Tertbutyl Benzaldehyde |
CAS_number |
939-97-9 |
formula |
C11H14O |
molar_mass |
162.23 g/mol |
pub_chem_CID |
74794 |
drug_bank |
|
chem_spider |
67384 |
bioavailability |
|
protein_binding |
|
metabolism |
|
elimination_halflife |
|
FAQ
What is 4-Tertbutyl Benzaldehyde?
4-Tertbutyl Benzaldehyde is an organic compound with the
chemical formula C11H14O. It is characterized by a benzene ring substituted with a tert-butyl group at
the para position and an aldehyde group. This compound falls under the category of aromatic aldehydes,
which are known for their distinctive odors and reactivity due to the aldehyde functional group. The
tert-butyl group, on the other hand, introduces steric hindrance, affecting the reactivity and stability
of the compound. 4-Tertbutyl Benzaldehyde is utilized in various applications due to its unique
structural properties and reactivity.
What are the key properties of 4-Tertbutyl Benzaldehyde
that make it useful in industrial applications?
The key properties of 4-Tertbutyl Benzaldehyde
that contribute to its industrial utility include its chemical stability, high boiling point, moderate
solubility in organic solvents, and distinctive odor. Its chemical stability is primarily due to the
steric hindrance introduced by the tert-butyl group, which prevents the aldehyde group from undergoing
unwanted reactions. This stability makes it an excellent candidate for use in the manufacture of
perfumes and fragrances where a lasting scent is desirable. Additionally, its high boiling point
(215-220°C) allows it to be employed in high-temperature industrial processes without significant
degradation. The compound’s moderate solubility in organic solvents such as ethanol, acetone, and
toluene makes it easy to incorporate into various formulations. The distinctive odor of 4-Tertbutyl
Benzaldehyde is often leveraged in fragrance and flavor industries.
How is 4-Tertbutyl
Benzaldehyde produced?
4-Tertbutyl Benzaldehyde is typically produced through the formylation of
tert-butylbenzene. One common method is the Gattermann-Koch reaction, which involves the reaction of
tert-butylbenzene with carbon monoxide and hydrogen chloride in the presence of a Lewis acid such as
aluminum chloride (AlCl3). This process introduces a formyl group (-CHO) into the para position of the
benzene ring, resulting in the formation of 4-Tertbutyl Benzaldehyde. Another method involves the
Friedel-Crafts acylation, where tert-butylbenzene reacts with formyl chloride (CHClO) in the presence of
AlCl3. Both methods are efficient but require careful handling and control of reagents and reaction
conditions to ensure high yield and purity of the product.
What safety precautions should be
taken when handling 4-Tertbutyl Benzaldehyde?
When handling 4-Tertbutyl Benzaldehyde, it's
essential to observe strict safety measures due to its potential hazards. Personal protective equipment
(PPE) such as gloves, lab coats, and safety goggles should be worn to prevent skin and eye contact.
Working in a well-ventilated area or under a fume hood is crucial to avoid inhaling any vapors, as the
compound can be irritating to the respiratory system. If inhalation occurs, it's important to move to
fresh air and seek medical attention if symptoms persist. In case of skin or eye contact, the affected
area should be thoroughly rinsed with water for at least 15 minutes, and medical advice should be sought
if irritation continues. Furthermore, proper storage in a cool, dry place away from incompatible
substances and ignition sources is necessary to maintain safety.
What are the common applications
of 4-Tertbutyl Benzaldehyde in the fragrance industry?
In the fragrance industry, 4-Tertbutyl
Benzaldehyde is valued for its unique, pleasant aroma and its ability to act as a fixative, helping to
stabilize and prolong the scent of other components in a perfume or cologne. Its strong floral and
fruity notes make it a popular choice in the formulation of various fragrances for personal care
products, including perfumes, body sprays, and lotions. Additionally, it is used in the synthesis of
other aroma chemicals, contributing to more complex scent profiles. The compound’s stability ensures
that the fragrance maintains its intended characteristics over time, enhancing the product's longevity
and consumer appeal.
Can 4-Tertbutyl Benzaldehyde be used in synthetic organic
chemistry?
Yes, 4-Tertbutyl Benzaldehyde is frequently used in synthetic organic chemistry. Its
aldehyde functional group makes it an excellent starting material for a variety of chemical reactions,
including nucleophilic additions, condensations, and oxidations. In research and development, it is
often employed in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Its
bulky tert-butyl group can influence reaction pathways, providing steric hindrance that can lead to
selective synthesis of desired products. For example, it can be used in the synthesis of complex
molecules where controlled reactivity is crucial. Its versatility and stability make it a useful
building block in organic synthesis.
How does 4-Tertbutyl Benzaldehyde contribute to polymer
chemistry?
4-Tertbutyl Benzaldehyde plays a significant role in polymer chemistry due to its
ability to be incorporated as a functional monomer or to react with other monomers to form cross-linked
polymer networks. Its aldehyde group can undergo condensation reactions with amines or alcohols to form
Schiff bases or acetals, introducing functional groups or cross-linking points within the polymer
matrix. This is particularly useful in creating polymers with specific mechanical properties, chemical
resistance, or thermal stability. Additionally, the tert-butyl group provides steric protection,
potentially enhancing the polymer’s durability and resistance to degradation. The compound’s use in
polymer chemistry enables the design and production of advanced materials for a variety of industrial
applications.