36122-28-8

Basic information

• Product Name: ethyl 2-methyl-2-phenylcyclopropanecarboxylate
• CAS NO: 36122-28-8
• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.2649
• Mol File: 36122-28-8.mol
• Article Data: 74

Chemical Properties

• Boiling Point: 271.6°C at 760 mmHg
• Flash Point: 110°C
• Density: 1.075g/cm³
• Vapor Pressure: 0.00641mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: ethyl 2-methyl-2-phenylcyclopropanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-methyl-2-phenylcyclopropanecarboxylate(36122-28-8)
• EPA Substance Registry System: ethyl 2-methyl-2-phenylcyclopropanecarboxylate(36122-28-8)

Safety Data

• Hazardous Substances Data: 36122-28-8(Hazardous Substances Data)

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 98-83-9 isopropenylbenzene 
• 1073-67-2 4-vinylbenzyl chloride 
• 637-50-3 1-phenylpropene 

Downstream Products

• 29161-85-1 (1S*,2S*)-2-methyl-2-phenylcyclopropane-1-carboxamide 
• 7210-42-6 5-methyl-5-phenyl-dihydro-furan-2-one 
• 29161-89-5 2-methyl-2-phenylcyclopropanecarboxylic acid 
• 29161-89-5 trans-2-methyl-2-phenylcyclopropanecarboxylic acid 

Relevant articles and documents

Catalytic cyclopropanation, antimicrobial, and DFT properties of some chelated transition metal(II) complexes

Transition Metal (II) complexes of general formula [MII(NH2C2H4NH2)3][B(C6F5)4]2 (1-6), where (M= Mn, Fe, Co, Ni, Cu, Zn) have been synthesized and characterized in the solid state and in solution using elemental, thermogravimetric analysis, EPR, 11B-NMR and IR spectroscopy. All complexes were used as catalysts for the cyclopropanation reaction with a variety of olefins. Excellent yields up to 93% were obtained using complex 5. All prepared complexes were used as anti-bacterial agents against different types of bacteria (Gram-negative and Gram-positive), and as anti-fungal agents. Complex 6 showed the highest activity with MIC value of 8 μg/mL against Staphylococcus aureus (Gram-positive bacteria), and of 16 μg/mL against candida albicans. To get more insights into their structural features, molecular geometries of all prepared complexes were fully optimized using density functional theory calculations at the M06-2X/6-311+G** level of theory.

Cationic iron porphyrins with sodium dodecyl sulphate for micellar catalysis of cyclopropanation reactions

Here, we report that the combination of cationic iron porphyrins with sodium dodecyl sulphate (SDS) gives rise to efficient micellar catalysis of cyclopropanation reactions of styrene derivatives, using diazoacetates as carbene precursors. This simple, yet effective approach for cyclopropanations illustrates the power of micellar catalysis.

Comparative Study of the Electronic Structures of μ-Oxo, μ-Nitrido, and μ-Carbido Diiron Octapropylporphyrazine Complexes and Their Catalytic Activity in Cyclopropanation of Olefins

The electronic structure of three single-Atom bridged diiron octapropylporphyrazine complexes (FePzPr8)2X having Fe(III)-O-Fe(III), Fe(III)-N-Fe(IV) and Fe(IV)-C-Fe(IV) structural units was investigated by M?ssbauer spectroscopy and density functional theory (DFT) calculations. In this series, the isomer shift values decrease, whereas the values of quadrupole splitting become progressively greater indicating the increase of covalency of Fe-X bond in the μ-oxo, μ-nitrido, μ-carbido row. The M?ssbauer data point to low-spin systems for the three complexes, and calculated data with B3LYP-D3 show a singlet state for μ-oxo and μ-carbido and a doublet state for μ-nitrido complexes. An excellent agreement was obtained between B3LYP-D3 optimized geometries and X-ray structural data. Among (FePzPr8)2X complexes, μ-oxo diiron species showed a higher reactivity in the cyclopropanation of styrene by ethyl diazoacetate to afford a 95% product yield with 0.1 mol % catalyst loading. A detailed DFT study allowed to get insight into electronic structure of binuclear carbene species and to confirm their involvement into carbene transfer reactions.