61566-34-5

Basic information

• Product Name: METHYL 2-(4-ISOBUTYLPHENYL)PROPANOATE
• Synonyms: METHYL-2-[4-(2-METHYLPROPYL)PHENYL]PROPANOATE;METHYL 2-[4-(2-METHYLPROPYL)PHENYL]PROPIONATE;METHYL 2-(4-ISOBUTYLPHENYL)PROPANOATE;IBUPROFEN METHYL ESTER;IBUPROFEN IMP F2;methyl 2-(4-isopropylphenyl)propionate;Methyl 2-(4-isobutylphenyl)propionate;2-(4-Isobutylphenyl)propanoic acid methyl ester
• CAS NO: 61566-34-5
• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.31
• EINECS: 262-853-7
• Mol File: 61566-34-5.mol
• Article Data: 84

Chemical Properties

• Boiling Point: 100 °C
• Flash Point: 101.5 °C
• Appearance: /
• Density: 0.976 g/cm³
• Vapor Pressure: 0.00254mmHg at 25°C
• Refractive Index: 1.493
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: METHYL 2-(4-ISOBUTYLPHENYL)PROPANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-(4-ISOBUTYLPHENYL)PROPANOATE(61566-34-5)
• EPA Substance Registry System: METHYL 2-(4-ISOBUTYLPHENYL)PROPANOATE(61566-34-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39-36/37
• Hazardous Substances Data: 61566-34-5(Hazardous Substances Data)

Usage

Uses

(±)-Ibuprofen Methyl Ester is a phototoxic, photoproduct of Ibuprofen (I140000), a selective cyclooxygenase inhibitor (IC50=14.9uM). Inhibits PGH synthase-1 and PGH synthase-2 with comparable potency. Ibuprofen is also used as an anti-inflammatory drug.

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 4858, 1988 DOI: 10.1021/jo00255a037Synthesis, p. 1044, 1986 DOI: 10.1055/s-1986-31868

InChI:InChI=1/C14H20O2/c1-10(2)9-12-5-7-13(8-6-12)11(3)14(15)16-4/h5-8,10-11H,9H2,1-4H3

Upstream product

• 67-56-1 methanol 
• 15687-27-1 ibuprofen 
• 201230-82-2 carbon monoxide 
• 63444-56-4 p-isobutylstyrene 
• 83022-32-6 (RS)-2-hydroxy-1,1-dimethoxy-1-(4'-isobutylphenyl)propane 
• 108-18-9 diisopropylamine 
• 59771-24-3 4-isobutylpropiophenone 
• 77-78-1 dimethyl sulfate 
• 124-41-4 sodium methylate 
• 62741-02-0 Sodium; 1-hydroxy-2-(4-isobutyl-phenyl)-propane-1-sulfonate 
• 63379-09-9 1-Isobutyl-4-((Z)-2-methanesulfinyl-1-methyl-2-methylsulfanyl-vinyl)-benzene 
• 84508-64-5 2-Chloro-1,1-dimethoxy-1-(4-isobutylphenyl)propane 
• 67511-12-0 methyl 2-(4-isobutylphenyl)acrylate 
• 132464-91-6 4'-isobutyl phenylacetylene 

Downstream Products

• 64445-12-1 2-(4-Isobutyl-phenyl)-propionic acid 1-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-piperidin-4-yl ester 
• 67-56-1 methanol 
• 15687-27-1 ibuprofen 
• 36039-36-8 2-(4-isobutylphenyl)propan-1-ol 
• 51146-56-6 (S)-ibuprofen 
• 51146-57-7 (R)-ibuprofene 
• 81576-55-8 (S)-(+)-methyl 2-(4-isobutylphenyl)propionate 
• 81576-57-0 (R)-ibuprofen methyl ester 
• 1009647-55-5 methyl 2-[4-(2-methylpropanoyl)phenyl]propanoate 
• 1620-30-0 diphenyl(pyridin-4-yl)methanol 
• 101970-32-5 methyl 2-hydroxy-2-(4-isobutylphenyl)propionate 
• 60057-62-7 2-(4-isobutyl-phenyl)-2-hydroxy-propionic acid 
• 53648-05-8 ibuproxam 

Relevant articles and documents

Synthesis and evaluation of stable, efficient, and recyclable carbonylation catalysts: Polyether-substituted lmidazolium carbonyl cobalt lonic liquids

The synthesis and catalytic performance of stable, efficient, and recyclable multi-functionalized ionic liquid catalysts are reported for the first time. Through an optimized synthetic strategy, a series of polyether-substituted imidazolium cobalt tetracarbonyl salts, [H(OCH2CH2)nbim] [Co(CO)4)] (n = 8, 15, and 22, bim = butylimidazolium), and their intermediates, were successfully synthesized and characterized by IR, UV-vis, 1H NMR, 13C NMR, and TGA. The stability, solubility, and critical solution temperature of the ionic liquids were also determined. A thermoregulated phase-separation catalysis system for the hydroesterification of olefins has been established based on the above multi-functionalized ionic liquid catalyst. The results show that this catalysis system has a high recycling efficiency, and provides a potential method for an environmentally benign carbonylation process.

Room-temperature Pd-catalyzed methoxycarbonylation of terminal alkynes with high branched selectivity enabled by bisphosphine-picolinamide ligand

We report the room-temperature Pd-catalyzed methoxy-carbonylation with high branched selectivity using a new class of bisphosphine-picolinamide ligands. Systematic optimization of ligand structures and reaction conditions revealed the significance of both

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

Cu(II) complexes of hydrazones–NSAID conjugates: synthesis, characterization and anticancer activity

The hydrazones of nonsteroidal anti-inflammatory drugs (NSAIDs) diclofenac and ibuprofen are synthesized with aldehydes of pyridine and imidazole and are characterized by 1H, 13C and mass spectroscopy. Cu(II) complexes of hydrazones constructed from these ligands possess square planar geometry for bidentate diclofenac-hydrazone and tridentate ibuprofen-hydrazone conjugates with [Cu(L)2] and [Cu(L)Cl] compositions, respectively. The observed irreversible Cu(II)/Cu(I) redox couple in the range of +0.20 to +0.61 V is due to the substantial distortion in the square-planar geometry. ESR studies indicate the appreciably covalent character within M–L bonding due to extensive delocalization of electron from d x2–-y2 orbital. The hydrazone–NSAID conjugates exhibit substantial cytotoxicity against A-549, HCT-116 and MDA-MB-231 cancer cell lines with ibuprofen-imidazole-hydrazone ligand possessing the lowest IC50 (2.26 μM) amongst the synthesized NSAID-conjugates. Interestingly, its Cu(II) complex also displays excellent anticancer activity against MDA-MB- 231 with IC50 value of 3.58 μM. Such a feature may be ascribed to the synergistic association of Cu(II)–NSAID–hydrazone linkage. Thus, conjugation of NSAID with hydrazone and its complexation with a bioactive metal ion may be regarded as a potential strategy for designing of non-platinum anticancer agents.