2-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. 

To a solution of 0,35 mol of allenyll ithium in about 240 ml of hexane and 200 ml of THF, prepared according to Chapter II, Exp. 13, were added 35 g of dry HMPT at -85°C. r.-Hexyl bromide (0.30 mol) was then added dropwise in 15 min, whilst keeping the temperature of the reaction mixture close to -70 0 (liquid nitrogen bath). After the addition the mixture was held at -60°C for an additional 1 h. 

When the reaction was earned out m aqueous methanol as the solvent hexyl bromide was converted to hexyl cyanide m 71% yield by heating with sodium cyanide Although this IS a perfectly acceptable synthetic reaction a peiiod of ovei 20 hours was lequued Changing the solvent to dimethyl sulfoxide brought about an increase m the reaction rate... 

The M-hexyl bromide may be prepared from redistilled -hexyl alcohol by the red phosphorus-bromine procedure or may be purchased from Eastman Kodak Company. 

Enantiomerically pure 3-methyl-3-hexyl bromide and water react in SnI fashion to give racemic 3-methyl-3-hexanol. 

Examine the geometry of 3-methyl-3-hexyl bromide, and assign the configuration (R or S) to the chiral atom. Examine the geometry of 3-methyl-3-hexyl cation. Is it chiral ... 

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.)... 

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