154320-56-6

Basic information

• Product Name: Methyl 4-isobutylbenzoate
• Synonyms: Methyl 4-isobutylbenzoate
• CAS NO: 154320-56-6
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25424
• Mol File: 154320-56-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 109 °C(Press: 3 Torr)
• Appearance: /
• Density: 0.993±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Methyl 4-isobutylbenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-isobutylbenzoate(154320-56-6)
• EPA Substance Registry System: Methyl 4-isobutylbenzoate(154320-56-6)

Safety Data

• Hazardous Substances Data: 154320-56-6(Hazardous Substances Data)

Upstream product

• 59771-24-3 4-isobutylpropiophenone 
• 507-19-7 t-butyl bromide 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 905966-40-7 methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate 
• 78-77-3 Isobutyl bromide 
• 99768-12-4 4-methoxycarbonylphenylboronic acid 
• 115665-61-7 methyl 4-(2-methylprop-1-en-1-yl)benzoate 
• 1571-08-0 methyl 4-formylbenzoate 
• 80336-66-9 2-chloro-1-(4-isobutyl-phenyl)1-propanone 
• 538-93-2 1-phenyl-2-methylpropane 
• 67-56-1 methanol 
• 55340-18-6 4-isobutylbenzoyl chloride 
• 80336-64-7 2-bromo-1-(4'-isobutyl-phenyl)-propan-1-one 

Downstream Products

• 467225-71-4 S-ethyl bis(ethylsulfanyl)(4-isobutylphenyl)thioacetate 
• 467225-75-8 S-ethyl α-(4-isobutylphenyl)-α-(ethylsulfanyl)thiopropionate 
• 467225-79-2 S-ethyl α-(4-isobutylphenyl)thiopropionate 
• 15687-27-1 ibuprofen 
• 467225-67-8 2,2,2-tris(butylsulfanyl)-1-(4-isobutylphenyl)ethanone 
• 467225-66-7 2,2,2-tris(ethylsulfanyl)-1-(4-isobutylphenyl)ethanone 
• 185101-76-2 1-(4-Isobutyl-phenyl)-2,2,2-tris-methylsulfanyl-ethanone 

Relevant articles and documents

Catalytic Intermolecular C(sp3)-H Amination: Selective Functionalization of Tertiary C-H Bonds vs Activated Benzylic C-H Bonds

A catalytic intermolecular amination of nonactivated tertiary C(sp3)-H bonds (BDE of 96 kcal·mol-1) is reported for substrates displaying an activated benzylic site (BDE of 85 kcal·mol-1). The tertiary C(sp3)-H bond is selectively functionalized to afford α,α,α-Trisubstituted amides in high yields. This unusual site-selectivity results from the synergistic combination of Rh2(S-Tfpttl)4, a rhodium(II) complex with a well-defined catalytic pocket, with tert-butylphenol sulfamate (TBPhsNH2), which leads to a discriminating rhodium-bound nitrene species under mild oxidative conditions. This catalytic system is very robust, and the reaction was performed on a 50 mmol scale with only 0.01 mol % of catalyst. The TBPhs group can be removed under mild conditions to afford the corresponding NH-free amines.

Nickel-Catalyzed Reductive Coupling of Aryl Bromides with Tertiary Alkyl Halides

A mild Ni-catalyzed reductive arylation of tertiary alkyl halides with aryl bromides has been developed that delivers products bearing all-carbon quaternary centers in moderate to excellent yields with excellent functional group tolerance. Electron-deficient arenes are generally more effective in inhibiting alkyl isomerization. The reactions proceed successfully with pyridine or 4-(dimethylamino)pyridine, while imidazolium salts slightly enhance the coupling efficiency.

Photochemical Rearrangement of α-Chloro-Propiophenones to α-Arylpropanoic Acids: Studies on Chirality Transfer and Synthesis of (S)-(+)-Ibuprofen and (S)-(+)-Ketoprofen

A new single-step efficient photochemical approach for α-arylpropanoic acids (4) from α-chloro-propiophenones (5) is described.It involves carbonyl triplet excited state directed 1,2-aryl migration of the aryl group which has been found to be highly dependent upon the nature of the aryl substituent.The mode of the rearrangement is probed by the study of the photobehaviour of a set of optically active α-chloro-propiophenones.The results suggest that the nature of the carbonyl triplets (n, ?*/ ?, ?*) plays an important role in the chirality transfer.This method finds application in the synthesis of optically active ibuprofen (4e) and ketoprofen (26), though in moderate optical yields.