100319-40-2

Basic information

• Product Name: 1-ETHYL-4-(2-METHYLPROPYL)BENZENE
• Synonyms: IBUPROFEN IMP B2;1-ETHYL-4-ISOBUTYLBENZENE;1-ETHYL-4-(2-METHYLPROPYL)BENZENE
• CAS NO: 100319-40-2
• Molecular Formula: C₁₂H₁₈
• Molecular Weight: 162.27
• Mol File: 100319-40-2.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 211 °C
• Appearance: /
• Density: 0.861±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-ETHYL-4-(2-METHYLPROPYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ETHYL-4-(2-METHYLPROPYL)BENZENE(100319-40-2)
• EPA Substance Registry System: 1-ETHYL-4-(2-METHYLPROPYL)BENZENE(100319-40-2)

Safety Data

• Hazardous Substances Data: 100319-40-2(Hazardous Substances Data)

Usage

Description

1-Ethyl-4-(2-methylpropyl)benzene, also known as 1-Ethyl-4-isobutylbenzene, is an organic compound derived from the reductive deoxygenation of 4''-Isobutylacetophenone (I780065), a degradation product of Ibuprofen found in tablets. 1-ETHYL-4-(2-METHYLPROPYL)BENZENE has a unique chemical structure that consists of a benzene ring with an ethyl group at the 1st position and a 2-methylpropyl group at the 4th position.

Uses

1. Used in Pharmaceutical Industry:
1-Ethyl-4-(2-methylpropyl)benzene is used as an intermediate compound for the synthesis of various pharmaceutical products. Its unique chemical structure allows it to be a key component in the development of new drugs and medications.
2. Used in Chemical Synthesis:
1-Ethyl-4-(2-methylpropyl)benzene is used as a building block in the chemical synthesis of various organic compounds. Its versatile structure makes it a valuable precursor for the creation of a wide range of chemical products, including fragrances, dyes, and other specialty chemicals.
3. Used in Environmental Applications:
1-Ethyl-4-(2-methylpropyl)benzene can be utilized in the development of environmental monitoring and detection methods. Its unique chemical properties may be employed to identify and track the presence of specific contaminants or pollutants in the environment.
4. Used in Research and Development:
1-Ethyl-4-(2-methylpropyl)benzene serves as a valuable research compound for scientists and researchers working in the fields of organic chemistry, pharmaceuticals, and materials science. Its unique structure and properties make it an interesting subject for further study and potential applications in various industries.

Upstream product

• 15687-27-1 ibuprofen 
• 201230-82-2 carbon monoxide 
• 63444-56-4 p-isobutylstyrene 
• 124-38-9 carbon dioxide 
• 62049-65-4 S-(-)-1-(-)-[4-isobutylphenyl]-chloroethane 
• 38861-78-8 1-(4-isobutyl-phenyl)-ethanone 
• 538-93-2 1-phenyl-2-methylpropane 
• 105737-92-6 1-ethyl-4-(2-methylprop-1-en-1-yl)benzene 
• 4748-78-1 4-ethylbenzylaldehyde 
• 75-30-9 2-iodo-propane 
• 622-96-8 4-methylethylbenzene 
• 40150-92-3 1-(4-isobutylphenyl)ethanol 
• 106-42-3 para-xylene 
• 75-26-3 isopropyl bromide 

Downstream Products

• 15687-27-1 ibuprofen 
• 41283-72-1 ibuprofen ethyl ester 
• 1441868-06-9 N-benzyl-2-(4-isobutylphenyl)-N-(naphthalen-1-ylmethyl)propanamide 
• 38861-78-8 1-(4-isobutyl-phenyl)-ethanone 

Relevant articles and documents

From p-Xylene to Ibuprofen in Flow: Three-Step Synthesis by a Unified Sequence of Chemoselective C?H Metalations

Ibuprofen was prepared from an inactive and inexpensive p-xylene by three-step flow functionalizations through chemoselective metalations of benzyl positions in sequence using an in situ generated LICKOR-type superbase. The flow approach in the microreactor facilitated the comprehensive exploration of over 100 conditions in the first-step reaction by varying concentrations, temperatures, solvents, and equivalents of reagents, enabling optimal conditions to be found with 95 % yield by significantly suppressing the formation of byproducts, followed by the second C?H metalation step in 95 % yield. Moreover, gram-scale synthesis of ibuprofen in the final step was achieved by biphasic flow reaction of solution-phase intermediate with CO2, isolating 2.3 g for 10 min of operation time.

Regiocontrolled Photooxygenation of Ibuprofen by Pyrimidopteridinetetrone- and Anthraquinone-Oxygen Systems

Ibuprofen 4 underwent regiocontrolled photooxygenation on the propionic acid and isobutyl moieties in the presence of pyrimidopteridinetetrone 1- and anthraquinone 3- oxygen systems.

Photocatalytic degradation of Rhodamine B and Ibuprofen with upconversion luminescence in Ag-BaMoO4: Er3+/Yb3+/K+ microcrystals

Silver dispersed BaMoO4 octahedron microcrystals doped with Er3+, Yb3+, and K+ were synthesized by microwave hydrothermal process. The photocatalytic activity of different samples toward the degradation of Rhodamine B (Rh B) dye and Ibuprofen (IBP) drug were carried in solar light and visible light irradiation, respectively. The sample, Ag-BaMoO4: Er3+/Yb3+, degraded the Rh B within 90?min about 99.60%, which is nearly 30 times as compared to the host material BaMoO4. Similarly, Ag-BaMoO4: Er3+/Yb3+, degraded the IBP within 90?min about 41.49%, which is nearly 31 times as compared to the host in visible light. IBP photodegradation intermediates were identified by high-resolution quadrupole-time of flight-electrospray ionization-mass spectrometry (HR-QTOF ESI/MS) in negative ion mode and detailed degradation pathway mechanism was proposed. Under 980?nm excitation, two strong green emission peaks (526?nm and 555?nm) and a less intense red emission peak (661?nm) were observed, which are assigned to the 2H11/2?→?4I15/2, 4S3/2?→?4I15/2, and 4F9/2?→?4I15/2 transitions of the Er3+ ions, respectively. Two photons upconversion process for green emission was observed. The upconversion luminescence intensity was increased by two-fold in magnitude by the addition of K+ ion in Er3+/Yb3+ doped BaMoO4. Moreover, silver particles were found to favor the photocatalytic activity while K+ ions significantly enhanced upconversion. The photocatalytic as well as upconversion mechanism was explained. The combination of efficient photocatalytic activity and upconversion emission of the Ag-BaMoO4: Er3+/Yb3+/K+ make the material suitable for the multifunctional application.

Tuning the support adsorption properties of Pd/SiO2 by silylation to improve the selective hydrogenation of aromatic ketones

Silylation of Pd/SiO2 catalysts increases the selectivity toward alcohols in the reduction of aromatic ketones. This work demonstrates that the selectivity is directly related to the adsorption strength of the alcohol on the surface of the support relative to the adsorption strength of the ketone. This observation can be explained by interaction of the support coverage with the metal coverage. Silylation yields a more hydrophobic support, on which the aromatic alcohol adsorbs more weakly relative to the ketone, in turn decreasing the amount of the alcohol adsorbed on the metal and thus suppressing the consecutive reduction of the alcohol. Silylation was carried out by using di-alkyl (dichlorodimethylsilane) and tri-alkyl (hexamethyldisilazane and hexamethyldisilane) silylating agents. Hexamethyldisilazane provided to be the most effective agent in terms of incorporation of methyl groups, catalyst hydrophobicity, and stability. Selective hydrogenation of 4-isobutyl acetophenone (4-IBAP) to 4-isobutylphenyl ethanol (4-IBPE) revealed that not only was the fresh hexamethyldisilazane-silylated Pd/SiO2 catalyst more selective than the untreated catalyst, but also the silylated catalyst was much more selective after a deactivation-regeneration cycle than the untreated Pd/SiO2 catalyst. The change in selectivity can be explained by a change in the relative adsorption strength of 4-IBPE over 4-IBAP on silylation.

Improving Catalytic Hydrogenation Performance of Pd Nanoparticles by Electronic Modulation Using Phosphine Ligands

Tuning the activity and selectivity of metal nanoparticles (NPs) is a long-term pursuit in the field of catalysis. Herein, we report successfully improving both the activity and chemoselectivity of Pd NPs (1.1 nm) with triphenylphosphine (PPh3) cross-linked in the nanopore of FDU-12. The electron-donating effect of PPh3 increases the surface electronic density of Pd NPs and weakens the Pd-H bond, as evidenced by the results of XPS, in situ FT-IR adsorption of CO, and H2-D2 exchange reactions. Consequently, Pd NPs modified with PPh3 obtain >99% selectivity to 1-phenylethanol in acetophenone hydrogenation and 94% selectivity to styrene in phenylacetylene hydrogenation. Furthermore, the activity of Pd NPs is enhanced and suppressed by PPh3, respectively, in the hydrogenation of electrophilic nitro compounds and nucleophilic carbonyl substrates. Our primary results shed some light on judiciously choosing organic ligands for modifying the catalytic performance of metal NPs toward specific chemical transformations.

Design of Bowl-Shaped N-Hydroxyimide Derivatives as New Organoradical Catalysts for Site-Selective C(sp3)?H Bond Functionalization Reactions

A series of new bowl-shaped N-hydroxyimide derivatives has been designed and used as selective organoradical catalysts. A number of these bowl-shaped N-hydroxyimide derivatives exhibit excellent site-selectivity in the amination of benzylic C(sp3)?H bonds in aromatic hydrocarbon substrates.