4167-74-2

Basic information

• Product Name: 4-ISOBUTYLPHENOL
• Synonyms: 4-ISOBUTYLPHENOL;4-(2-methylpropyl)phenol
• CAS NO: 4167-74-2
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.2176
• Mol File: 4167-74-2.mol

Chemical Properties

• Melting Point: 51°C
• Boiling Point: 237°C
• Flash Point: 114.2 °C
• Appearance: /
• Density: 0.9778
• Vapor Pressure: 0.0264mmHg at 25°C
• Refractive Index: 1.5319
• PKA: 9.84±0.13(Predicted)
• CAS DataBase Reference: 4-ISOBUTYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ISOBUTYLPHENOL(4167-74-2)
• EPA Substance Registry System: 4-ISOBUTYLPHENOL(4167-74-2)

Safety Data

• Hazardous Substances Data: 4167-74-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H14O/c1-8(2)7-9-3-5-10(11)6-4-9/h3-6,8,11H,7H2,1-2H3

Upstream product

• 34917-91-4 4-hydroxyisobutyrophenone 
• 63942-77-8 B-iso-butyl-9-borabicyclo<3.3.1>nonane 
• 106-41-2 4-bromo-phenol 
• 78-84-2 isobutyraldehyde 
• 108-95-2 phenol 
• 538-93-2 1-phenyl-2-methylpropane 
• 123-11-5 4-methoxy-benzaldehyde 
• 91967-52-1 1-methoxy-4-(2-methylpropyl)benzene 
• 18820-82-1 Pyridine hydrobromide 
• 5331-28-2 1-tert-butyl-4-phenoxybenzene 
• 98-54-4 para-tert-butylphenol 
• 15687-27-1 ibuprofen 
• 17878-44-3 (4-bromophenoxy)trimethylsilane 
• 677-22-5 tert-butylmagnesium chloride 

Downstream Products

• 92863-77-9 methacrylic acid-(4-isobutyl-phenyl ester) 
• 1401223-61-7 tert-butyl 2-(4-isobutylphenoxy)acetate 
• 1401223-65-1 2-(4-isobutylphenoxy)acetyl chloride 
• 105401-46-5 2-(4-isobutylphenoxy)acetic acid 
• 1401223-29-7 N-isopropyl-2-(4-isobutylphenoxy)-N-((3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide 
• 42061-72-3 4-isobutylcyclohexanone 
• 75551-91-6 2-Aminomethyl-6-chloro-4-isobutyl-phenol; hydrochloride 
• 75551-92-7 2-Aminomethyl-6-iodo-4-isobutyl-phenol; hydrochloride 
• 75552-26-0 2-(aminomethyl)-4-(2-methylpropyl)phenol 
• 34352-86-8 1-isobutyl-4-(prop-1-en-2-yl)benzene 
• 15687-27-1 ibuprofen 
• 36039-36-8 2-(4-isobutylphenyl)propan-1-ol 
• 148255-66-7 phenyl 3-(4-isobutylphenyoxymethyl)benzoate 
• 148255-38-3 3-(4-isobutylphenyoxymethyl)benzoic acid 

Relevant articles and documents

Thermal Stability of 4-tert-Butyl Diphenyl Oxide

Abstract: In the temperature range of 703–763 K, the thermal stability of 4-tert-butyl diphenyl oxide (4?TBDPO) has been studied, the components of the thermolysis reaction mass have been identified, a kinetic model of the process has been proposed, and the rate constants and parameters of the Arrhenius equation for all reactions under consideration have been calculated. The predominant role of isomerization transformations of 4-TBDPO has been found. A mechanism for the radical isomerization of the tert-butyl substituent has been proposed.

Thermal Stability Study of 4-tert-Butylphenol

Abstract: The thermal stability of 4-tert-butylphenol has been studied in the temperature range of 673–738?K, the components of the thermolysis reaction mixture have been identified, a kinetic model of the process has been proposed, and the rate constants and parameters of the Arrhenius equation have been calculated for all of the reactions considered. The predominant role of 4-tert-butylphenol isomerization transformations has been established. Information on the 4-tert-butylphenol thermal stability facilitates to a more substantiated approach to its use as an additive that increases the oxidative stability of fuels and lubricants, as well as an antioxidant for polymer compositions.

Enantiospecific sp2–sp3 Coupling of ortho- and para-Phenols with Secondary and Tertiary Boronic Esters

The coupling of ortho- and para-phenols with secondary and tertiary boronic esters has been explored. In the case of para-substituted phenols, after reaction of a dilithio phenolate species with a boronic ester, treatment with Ph3BiF2 or Martin's sulfurane gave the coupled product with complete enantiospecificity. The methodology was applied to the synthesis of the broad spectrum antibacterial natural product (?)-4-(1,5-dimethylhex-4-enyl)-2-methyl phenol. For ortho-substituted phenols, initial incorporation of a benzotriazole on the phenol oxygen atom was required. Subsequent ortho-lithiation and borylation gave the coupled product, again with complete stereospecificity.

Investigations in sono-enzymatic degradation of ibuprofen

The drug ibuprofen (IBP) appears frequently in the wastewater discharge from pharmaceutical industries. This paper reports studies in degradation of IBP employing hybrid technique of sono-enzymatic treatment. This paper also establishes synergy between individual mechanisms of enzyme and sonolysis for IBP degradation by identification of degradation intermediates, and Arrhenius & thermodynamic analysis of the experimental data. Positive synergy between sonolysis and enzyme treatment is attributed to formation of hydrophilic intermediates during degradation. These intermediates form due to hydroxylation and oxidation reactions induced by radicals formed during transient cavitation. Activation energy and enthalpy change in sono-enzymatic treatment are lower as compared to enzyme treatment, while frequency factor and entropy change are higher as compared to sonolysis. Degradation of IBP in sono-enzymatic treatment is revealed to be comparable with other hybrid techniques like photo-Fenton, sono-photocatalysis, and sono-Fenton.

Simultaneous identification of Fenton degradation by-products of diclofenac, ibuprofen and ketoprofen in aquatic media by comprehensive two-dimensional gas chromatography coupled with mass spectrometry

Diclofenac, ibuprofen and ketoprofen are anti-inflammatory drugs intensively used both in human and animal treatment. Due to their high stability these compounds are partially removed by wastewater treatment plants and from this reason the development of some alternative treatments such as advanced oxidative processes are necessary. The main problems in the optimization of an advanced oxidative process rise from the difficulties which appear in the identification of degradation by-products necessary for the establishment of degradation pathway. In this paper a developed method for the simultaneous identification of Fenton degradation by-products of the three above mentioned pharmaceuticals is presented. The obtained results show the comprehensive two-dimensional gas chromatography coupled with mass spectrometry as a proper method for the analysis of the complex mixture of compounds resulted from the Fenton degradation process. Moreover, some compounds never mentioned in the scientific literature were identified. (Chemical Equation Presented).

Nickel-catalyzed cross-coupling of aryl bromides with tertiary grignard reagents utilizing donor-functionalized N-heterocyclic carbenes (NHCs)

Metal-catalyzed cross-coupling reactions are among the most important transformations in organic synthesis, allowing the efficient construction of complex structures from simpler, readily available building blocks.Many applications in large and small-scale synthesis can be found in different areas such as agrochemicals, pharmaceuticals and supramolecular chemistry. Whereas the coupling of sp2-hybridized carbon atoms in either reaction partner is well established, the use of CACHTUNGTRENUNG(sp3)-hybridized substrates presents some challenges. Catalytic cross-coupling of sterically hindered tertiary alkyl substrates is especially difficult, generally resulting in low yields, and thus, only few reports exist.[27] A big challenge in this field is not only to get the required level of reactivity, but also to overcome competing pathways like β-hydride elimination, hydrodehalogenation or isomerization

Structure-activity relationships for a novel series of thiazolyl phenyl ether derivatives exhibiting potent and selective acetyl-CoA carboxylase 2 inhibitory activity

Structure-activity relationships for a recently discovered thiazolyl phenyl ether series of acetyl-CoA carboxylase (ACC) inhibitors were investigated. Preliminary efforts to optimize the series through modification of the distal aryl ether moiety of the l

(2R)-2-Methylchromane-2-carboxylic acids: Discovery of selective PPARα agonists as hypolipidemic agents

A SAR study was conducted on chromane-2-carboxylic acid toward selective PPARα agonisim. As a result, highly potent, and selective PPARα agonists were discovered. The optimized compound 43 exhibited robust lowering of total cholesterol levels in hamster and dog animal models.

Reductive lithiation of alkoxy-substituted benzyl methyl ethers and connection with cross-coupling reactions

2-and 4-Ethoxymethoxybenzyl methyl ethers were employied as useful starting materials for the synthesis of 1,2- or 1,4-dicarbo-substituted benzenes. The proposed reaction sequence involves connection between the reductive lithiation of benzyl alkyl ethers and the metal-catalyzed cross-coupling reaction of aromatic triflates.

Tetraorganoindates as Nucleophilic Coupling Partners in Pd-Catalyzed Cross-Coupling Reactions

(Equation presented) In situ generated ate complex In situ-generated tetraorganoindate complexes from the reaction of 1 equiv of indium trichloride with 4 equiv of appropriate organometallics are efficient nucleophiles in Pd-catalyzed cross-coupling reactions. In this novel reaction tetraorganoindates containing methyl, 1°- and 2°-alkyl, vinyl, alkynyl, and aryl groups transfer the four organic groups to a variety of electrophiles with high atom efficiency.