19024-50-1

Basic information

• Product Name: ethyl 4-(propan-2-yl)benzoate
• Synonyms: Benzoic acid, 4-isopropyl-, ethyl ester
• CAS NO: 19024-50-1
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.2542
• Mol File: 19024-50-1.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 264°C at 760 mmHg
• Flash Point: 116.1°C
• Density: 0.991g/cm³
• Vapor Pressure: 0.00995mmHg at 25°C
• Refractive Index: 1.498
• CAS DataBase Reference: ethyl 4-(propan-2-yl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-(propan-2-yl)benzoate(19024-50-1)
• EPA Substance Registry System: ethyl 4-(propan-2-yl)benzoate(19024-50-1)

Safety Data

• Hazardous Substances Data: 19024-50-1(Hazardous Substances Data)

Upstream product

• 99-89-8 4-Isopropylphenol 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 625-81-0 diisopropyl zinc 
• 125261-30-5 p-(ethoxycarbonyl)phenyl triflate 
• 75-26-3 isopropyl bromide 
• 80041-89-0 isopropylboronic acid 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 75-30-9 2-iodo-propane 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 122-03-2 (4-isopropylbenzaldehyde) 
• 64-17-5 ethanol 
• 536-60-7 cuminol 
• 1068-55-9 isopropylmagnesium chloride 
• 124915-06-6 ethyl 4-(N,N,N-trimethylammonium)-1-benzoate triflate 

Downstream Products

• 5351-24-6 4-isopropylbenzoic acid hydrazide 
• 127588-56-1 4-(3-thioxo-3H-1,2-dithiol-4-yl)benzoic acid 
• 1134191-23-3 ester of (6R,12aR)-2,3,6,7,12,12a-hexahydro-2-hydroxy-6-(3,4-methylendioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione with 4-(3-thioxo-3H-1,2-dithiol-4-yl)benzoic acid 
• 1260218-13-0 2-(4-Isopropylphenyl)-5-((2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl)thio)-1,3,4-oxadiazole 
• 1038309-85-1 5-(4-isopropylphenyl)-1,3,4-oxadiazole-2-thiol 
• 127588-58-3 C₁₂H₁₀O₂S₃ 

Relevant articles and documents

Carbon-13 Nuclear Maagnetic Resonance Spectroscopy. Substituent-induced Chemical Shift Effects on Cyclopropyl Carbons of 4-Substituted Cyclopropylbenzenes

Carbon-13 chemical shifts of the cyclopropyl carbons of eleven 4-substituted cyclopropylbenzenes have been measured under conditions effectively corresponding to infinite dilution in DCCl3.The substituent-induced chemical shifts (SCS) of both the α and β carbons of the cyclopropane ring were found to be downfield with electron-attracting groups and upfield for electron-donating groups.The trends for the β carbons correspond to those observed for the β carbons of 4-substituted phenylethenes, while the trends of the α carbons are similar to those found for the α carbons of 4-substituted isopropyl benzenes.The results for the β carbons can be rationalized by postulating a substantial contribution from a hyperconjugative resonance effect involving the ? system of the benzene ring (and its 4-substituent) and C-α--C-β bonds of the cyclopropane ring.The effects on the α carbons are in accord with a very resonable smaller inductive polarization of the C-α--C-β bonds than encountered for the carbons of corresponding ethenyl- or ethynylbenzenes.

Micelle enabled C(sp2)-C(sp3) cross-electrophile coupling in waterviasynergistic nickel and copper catalysis

A robust and sustainable C(sp2)-C(sp3) cross-electrophile coupling was developedvianickel/copper synergistic catalysis under micellar conditions. This protocol provided a general method to access alkylated arenes with good to excellent yields on a very large scale.

Efficient Pd-Catalyzed Direct Coupling of Aryl Chlorides with Alkyllithium Reagents

Organolithium compounds are amongst the most important organometallic reagents and frequently used in difficult metallation reactions. However, their direct use in the formation of C?C bonds is less established. Although remarkable advances in the coupling of aryllithium compounds have been achieved, Csp2?Csp3 coupling reactions are very limited. Herein, we report the first general protocol for the coupling or aryl chlorides with alkyllithium reagents. Palladium catalysts based on ylide-substituted phosphines (YPhos) were found to be excellently suited for this transformation giving high selectivities at room temperature with a variety of aryl chlorides without the need for an additional transmetallation reagent. This is demonstrated in gram-scale synthesis including building blocks for materials chemistry and pharmaceutical industry. Furthermore, the direct coupling of aryllithiums as well as Grignard reagents with aryl chlorides was also easily accomplished at room temperature.