N-Propyl chloride

The formation of isopropylbenzene when n-propyl chloride is employed as the alkylating agent is readily accounted for by the isomerisation of the alkyl carbonium (or alkylium) ion ... 

A suspension of 4 parts NaNH in 50 parts by volume of absolute benzene are then added dropwise at 50° to 60°C after which the mixture is boiled for an hour under reflux. 13 parts of 3-dimethylamino n-propyl chloride are then added dropwise at 40° to 50°C and the mixture is boiled for 10 hours under reflux. After cooling, the benzene solution is thoroughly washed with water, whereupon the basic constituents are extracted with dilute hydrochloric acid. 

Scheme 5.1-49 The alkylation of benzene with methyl chloride or n-propyl chloride in an ionic liquid.

Figure 4.13 Solvent strength of eluent nlxtures on alunlna. (o) pentane-carbon tetrachloride, ( ) pentane-n-propyl chloride, (A)...

We tried a different approach to create a supported chloroaluminate IL on silica to be used for the toluene carbonylation reaction. A functionalized silica (2-(2-pyridyl)ethyl-functionalized silica gel (Sigma Aldrich 53,798-5) was reacted with one equivalent of n-propyl chloride in toluene (0.2 M) for 12 h at 140 °C to form the quaternary ammonium chloride." The pyridyl concentration on the silica was 1.3 mmol/g silica per the vendor. Prior to reaction with the -propyl chloride, the solid was evacuated at 150 °C for 1 h. The supernatant liquid was decanted, then the solid was evacuated at room temperature overnight. A small portion of this solid was examined by C-MAS-NMR to determine how well the quaternization reaction had occurred. The spectra of the sample before and after treatment with the -propyl chloride were compared to show the same peaks in both samples 1.42, 12.22, 29.87, 47.81, 110.5, 120.8, 134.9, 147.4, and 163.5 ppm however, the treated sample showed the peak at 110.5 ppm grew after the treatment confirming the success of the quaternization reaction. This... 

In order to examine the effect of chain length on the isotopically-specific reaction, a brief investigation of n-propyl chloride and ti-amyl... 

Dimethylamino n-propyl chloride Sodium amide Hydrogen chloride... 

---