Isopropyl iodide bromide

The most thoroughly investigated compounds are the alkyl-pyridines. Coleman and Fuoss compared the reactions of pyridine, 4-picoline, and 4-isopropylpyridine with n-butyl bromide and found a steady increase in the rate in the order given the activation energies are 16.0,15.95, and 15.6 kcal per mole, respectively. Brown and Cahn carried out a detailed study of the reactions of 2-, 3-, and 4-alkyl-pyridines with methyl, ethyl, and isopropyl iodides in nitrobenzene the results are given in Table II. These data show the higher activation... 

Isopropyl bromide Isopropyl chloride Isopropyl iodide Kerosene Linseed oil, raw Mercury Methnol, 100% Methanol, 90% Methanol, 40%... 

Monoalkylation of optically active 1-phenylethylamine with benzyl bromide in N,N-dimethylpropyleneurea (249a) at 100 °C in the presence of sodium carbonate gives the enantiomerically pure A-benzyl derivative. Isopropyl iodide and neopentyl iodide behave analogously275. 

With benzyl, allyl, and primary alkyl halides the yields are 72-90% they are low with isopropyl iodide (34%) with tert-butyl bromide no reaction occurred. This behavior is consistent with results already reported. Alkylation of anions often give poor results with secondary alkyl halides and no alkylation with tertiary alkyl halides. 

Alkyl halides, acyl halides, anhydrides, and related substances. It was discovered as early as 1861 by Rcboul and Luurenool<4t> that epicblorohydrin may be caused to react with ethyl bromide on heating in a sealed tube to an elevated temperature. The product isolated from this condensation was ]-broJHo-3-chloro-2-ethoxyprt>pane. Some year later Paalli6 extended this reaction to include also methyl iodide, ethyl iodide, n-propyl iodide, and isopropyl iodide do2-propunol was formed. 

We applied these optimized conditions with aryl bromide 38. Bromide 38 was prepared from isophthalic acid by bromination in the meta position with concentrated sulfuric acid, bromine and silver sulfate to give compound 37,34 which was converted to the isopropyl ester with HMPA and isopropyl iodide (Scheme 14). When 5-bromo-isophthalic acid diisopropyl ester 38 was treated with diphenethylamine only starting material and reduced aryl compound... 

Dialkylation of malonic ester proceeds in most cases almost as readily as monoalkylation. Diethyl ethylmalonate is alkylated equally well by s-octyl and n-butyl halides. Di-n-propylmalonic ester is prepared in one step from malonic ester and n-propyl bromide. Methylmalonic ester is alkylated by /3-phenylethyl bromide, and even a-naphthyl-malonic ester may be further alkylated by n-alkyl iodides. Difficulty is encountered, however, in introducing two s alkyl groups into malonic ester. A 23% yield of diisopropylmalonic ester is obtained from iso-ptopylmalonic ester, sodium triphenylmethide, and isopropyl iodide. ... 

The alkylations of 2-ethoxy- and 2-(Z)-alkylthio-l-(alkyl or phenylthiolethylenes with primary alkyl halides and ethylene oxide have been reported (Scheme 37). The metallations are usually easy, but the alkylation of the former organometallic can be achieved only with primary alkyl halides and on condition that HMPA is used as a cosolvent. Unfortunately the reaction does not take place with benzyl bromide or isopropyl iodide. ... 

Stepwise alkylations have been carried out successfully with primary alkyl halides, isopropyl iodide, l-chloro-3-iodopropane and benzyl bromide " (Scheme 63, entry b). Other secondary halides and r-butyl halides fail to react. ... 

The proof given in support of dianion formation does not however seem to be sufficients Nevertheless the single step process is reasonably efficient when primary alkyl halides are used but none of the dialkylated compound is produced with isopropyl iodide and benzyl bromide. 2-(o>-Haloalkyl)-l,3-di-thianes have proved to be valuable precursors of 1,3-dithianes derived from cyclic ketoncs. Haloge-nated 1,3-dithianes have been in turn prepared from 2-lithio-l,3-dithiane and stoichiometric amounts of u-chloro- or bromo-alkyl iodides or with an excess of the corresponding dichloride (Scheme 64, entry c). Use of u-bromoalkyldithianes is often impractical because of the ease with which these compounds are transformed into cyclic sulfonium salts. ... 

TosMIC can be efriciently alkylated with primary alkyl halides, isopropyl iodide and benzyl bromide both to the corresponding mono- or di-alkyl derivatives using NaH in DMSO or 40% aq. NaOH in and in the presence of Bu"4NI (Scheme 125). The resulting compounds have then been transformed to aldehydes and ketones, including cycloalkanones, and the method has been successfully applied to the synthesis of optically active 2-methylcyclobutanone from the chiral sulfonylmethyl isocyanide and 1,3-dibromobutane. ... 

Meth)4 fluoride Ethyl bromide Isopropyl iodide /cr/-Butyl chloride Methylene bromide Chloroform Vinyl hromide AUyl chloride... 

Overall, the solid-phase Suzuki reactions were successful for coupling arylboronic acids to aromatic halides. The fact that a vinyl bromide did not react is a bit of a puzzle since such reactions do occur in solution in the presence of strong bases. Reactions involving alkyl halides (hexyl iodide, butyl iodide, isopropyl iodide, cyclohex7l iodide and butyl bromide) or vinyl halides were unsuccessful although, as expected, ally lie systems did undergo Uie reaction (Table III). 

Assume that you need to prepare 4 methyl 2 pentyne and discover that the only alkynes on hand are acetylene and propyne You also have available methyl iodide isopropyl bromide and 1 1 dichloro 3 methylbutane Which of these compounds would you choose in order to perform your synthesis and how would you carry it out" ... 

Alkylations of cinnolin-4(lf/)-one (8) with methyl iodide, ethyl iodide, dimethyl and diethyl sulfates, isopropyl bromide, benzyl chloride, etc. take place predominantly at position 2 to give 2-alkyl-4-hydroxycinnolinium anhydro salts (83), together with small amounts of l-methylcinnolin-4-one (84). 

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