Decane, 1, 10-dibromo

DeCA METHYLENE BROMIDE, 20, 24 Decamethylenediamine, 27,18 Decamethylene glycol, 20, 25 1,10-Decanediamine, 27,18 Decane, 1,10-dibromo-, 20, 24 Decarboxylation, 23, 18 of l,3-dihydroxy-2-naphthoic acid, 25, 75... 

Formation of the intermediate organomercury peroxide 56 was rationalised in terms of an allylic mercuration providing an unsaturated hydroperoxide 55 that can cyclise by the favoured 54) 5-exo mode (equation 42 X = 02CCF3). However, this was not the main reaction pathway and the yields (2.7% and 0.6% of 2,m-10-dibromo-8,9-dioxabicyclo[5.2.1]decanes 54 were an order of magnitude lower than those of the 2,6-dibromides 53 obtained from 1,4-cyclooctadiene. 

Decamethylene bromide, 24 Decamethylene glycol, 25 Decane, i,io-dibromo-, 24 b-Decyl -bromobenzenesulfonate... 

In another approach 145, dibromocarbene was added to ( + )-cyclononadiene 127 to give (after reduction of the outside adduct) ( + )-trans-bicyclo[7.1.0]decane 132). From the dextrorotatory enantiomer of the above-mentioned dibromo-derivative 128, ( + )-trans-bicyclo[6,1.0]nonane 129) was accessible. Comparison of the chiroptical properties of (+)-129 and (+)-132 led to the conclusion that 127 had the (+)(/ )(axial) chirality145) in agreement with the results reported above 144). 

In this manner. l,5-dibromo-10,10-(elhylenedioxy)pentacyclo[5.3.0.02-5.0349.04 8]decan-6-one was converted to 8-bromo-9,9-(ethylenedioxy)pentacyclo[4.3.0.02 5.03-8.04-7]nonane-4-car-boxylic acid (9) in 92 % yield. After conversion to the a-bromo ketone, a repeated ring contraction using 25% aqueous potassium hydroxide gave dimethyl cubanedicarboxylate 10 in 25% yield after methylation with diazomethane.64... 

Decane 1,4-Dibromo-2-chloro-l, 1,2-trifluoro- ElOb, 482 (BrCF2 —CClBrF + En)... 

Decane 2-Chloro-l, 4-dibromo-l, 1,2-trifluoro- E10 (C2Br2ClF2 +-1-Octen)... 

Figure 2. Synthesis of the polyether of bis(4-hydroxyphenoxy)decane and a.a -dibromo-p-xylene.

The saturated analog, dibromobicyclo[6.1. OJnonane, was not converted to an allene under these conditions, but 10,10-dibromo-cw,cw-tricyclo[7.1.0.0 ]decane (59) did give the analogous, thermolabile, bicyclic allene 60. ... 

Allylic bromides are much more labile than the corresponding chlorides, and isomerize to equilibrium mixtures unless special precautions are taken. The isomerization reactions are catalyzed by salts, Lewis acids and free radicals, and may occur in the absence of catalysts. Hatch et found that isomerization of 3,4-dibromo-l-butene to /ra/75-I,4-dibromo-2-butene in /7-decane, viz. 

Scheme 5.41 Reaction of l,10-bis(imidazoquinoxaline)decane with the a,a -dibromo-m-xylene...

Thermal rearrangement of 10,10-dibromobicyclo[7,l,0]decane gives mainly 2,3-dibromo-trons-cyclodecene together with the cts-isomer (25%) the transisomer is converted into the cis- on treatment with lithium bromideA ... 

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