N Hexyl bromide

This preparation illustrates the preparation of a liquid hydrocarbon from a Grignard reagent. The Grignard reagent from n-hexyl bromide may be decomposed either with dilute sulphuric acid or with solid ammonium chloride the latter gives a somewhat better 3neld. 

Di-n-hexyl sulphide. Use 83 g. (71 ml.) of n-hexyl bromide (Section III.37), 56 g. of finely-powdered, anhydrous sodium sulphide and 100 ml. of rectified spirit. Reflux on a water bath for 20 hours. Distil ofiF the alcohol from a water bath very Uttle sulphide is obtained upon adding excess of water to the distiUate. Add excess of water to the residue in the flask and separate the upper layer of crude n-hexyl sulphide. Purify as for n-propyl sulphide, but distil under reduced pressure. CoUectthe n-hexyl sulphide at 113-114°/4 mm. The yield is 45 g. 

This work was initiated for the purpose of evaluating the feasibility of synthesizing hexyl acetate (ROAc) fi-om n-hexyl bromide (RBr) and sodium acetate (NaOAc) by a novel PTC technique. In this new technique, the solid-liquid reaction was catalyzed by a catalyst-rich liquid phase in a batch reactor. Because there a solid phase and two liquid phases coexist, it is called as a SLL-PTC system [3]. Actually, this liquid phase is the third liquid phase in the tri-liquid PTC system. It might be formed when the phase-transfer catalyst is insoluble or slightly soluble in both aqueous and organic phases. Both aqueous and organic reactants can easily transfer to this phase where the intrinsic reaction occurs [4, 5]. 

Convert benzoic acid to 3,5-dihydroxybenzoic acid (alpha-resorcyclic acid) (I). 50 g (I), 134 g dimethylsulfate, 60 g NaOH, 300 ml water add 35 g NaOH and reflux to obtain about 50 g 3,5-dimethoxybenzoic acid (II) which is converted to dimethoxybenzoyl chloride (HI) with PCI5. Extract the (HI) with ether and filter. Saturate the ether with NH3 at 0° C and filter. Wash with ether and water and reciystallize from hot water to get 3,5-dimethoxy-benzamide (IV). To a solution of 1 M of n-hexyl bromide (or 1,2-dimethylheptyl bromide, etc.) add 24.3 g Mg in 200 ml ether to... 

Olivetol. CJC, 52, 2136 (1974). This is a simple high yield method. Clean magnesium turnings (1.7 g) are covered with 25 ml of dry ether and 1 g of laurylbromide (or n-hexyl bromide, etc.)... 

Table 133 Relative Nucleo-philicities of Some Important Environmental Nucleophiles n- Values Determined from the Reaction with Methyl Bromide or n-Hexyl Bromide in Water (Eq. 13-3, s = 1)...

C HlsaBr + n-Hexyl bromide NajS (CgHu jS + n-Hexyl sulphide 2NaBr... 

Hexanediol, 251,873,879 n-Hexyl alcohol, 247, 253 dehydrogenation of, 322 P n Hexylacrylic acid. 465, 466 n-Hexylbenzene, 510, 516 n-Hexyl bromide. 282 n-Hexyl chloride, 270, 274 n-Hexyl cyanide, 409 n-Hexyl fluoride, 288, 289 n-Hexyl iodide, 288 n-Hexyl magnesium bromide, 237 n-Hexyl mercaptan. 496, 497 n-Hexyl nitrite, 306 1-Hexyne, 896, 899... 

There are many possible sources of error in the calculation of equilibrium from dipole moments. It is difficult to calculate accurately the moments of model compounds. As has been pointed out,124 the carbon skeleton itself contributes to the moment, as shown by the different dipole moments of ethyl bromide (2.069 D) and n-hexyl bromide (2.156 D) and of axial and equatorial fluorocyclohexane (1.81 D and 2.11 D, respectively). For nonsym-metrical molecules in general, the estimation of the precise direction of a dipole moment is subject to considerable error. 

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