Propene, -l-bromo

Tricarbonyl(chloro)cyclopentadienylmolybdenum 6 reacts with 3-bromo-l-propene under phase transfer conditions at 45 °C to give directly the dicarbonyl(j)3-2-propenyl) complex 8 whereas at lower temperature the tricarhonyl(>/I-2-propenyl) complex 7 is obtained14. It was proposed that the carbon monoxide acts as the reducing agent. 

Otera et al. extended the tin-mediated allylation to 2-substituted allyl bromides.80 When 2-bromo and 2-acetoxy-3-bromo-l-propene were used, the allylation with tin produced the corresponding functionalized coupling products (Eqs. 8.36 and 8.37). In the case of 2,3-dibromopropene, the reaction occurred exclusively through allylation in the presence of the vinyl bromo group. The presence of other electrophiles such as a nitrile (-CN) or an ester (-COOR) did not interfere with the reaction. 

Bromo-l-propene (Allyl bromide) [106-95-6] H2C=CHCH2Br HCS 1980, 124 See other allyl compounds, haloalkenes C3H5Br... 

To an equimolar mixture of Ti(OiPr)4 and 3-bromo-l-propene in diethyl ether, 2 equiv. of iPrMgCl was added at — 50 °C. After the reaction mixture had been stirred for 1 h at —50 to —40°C, the aldehyde was added at —40°C and the reaction mixture was stirred... 

The reaction of phenyl-1,2-propadiene with iodine bromide in MeOH afforded a 100% yield of 2-iodo-3-phenyl-3-methoxy-l-propene whereas the reaction in CS2 at 0°C provided a l 4mixture of 2-iodo-3-phenyl-3-bromo-l-propene and l-phenyl-2-iodo-3-bromo-l-propene [16]. The corresponding chlorination shows a lower regios-... 

Allyl 4-toluenesulfonate, 3315 f Allyl vinyl ether, 1904 f 3-Aminopropene, 1254 3-Azidopropene, 1188 f l-Bromo-2-butene, 1548 f 3-Bromo-l-propene, 1153 /V-Chloroallylaminc. 1202 l-Chloro-4-(2-nitrophenyl)-2-butene, 3270 f 3-Chloropropene, 1158 f 3-Cyanopropene, 1465 f Diallylamine, 2450 f Diallyl ether, 2431... 

Caution. Owing to the poisonous nature of 3-bromo-l-propene, the following procedure must be carried out in a well-ventilated fume hood. No further 3-bromo-l-propene should be added until it is certain that the reaction with magnesium turnings, as evidenced by a slightly milky appearance of the diethyl ether solution, has been successfully initiated. 

Caution. Owing to the poisonous nature of 3-bromo-l-propene, the procedure must be carried out in a well-ventilated fume hood. 

Allyloxy-2,3-epoxypropane, 2428 iV-Allylthiourea, 1595 f 3-Aminopropene, 1250 3-Azidopropene, 1184 f 3-Bromo-l-propene, 1149 f l-Bromo-2-butene, 1543... 

Of the lower members of this reactive group of compounds, the more lightly substituted are of high flammability and many are classed as peroxidisable and as polymerisable compounds. Individually indexed compounds are f Acrylonitrile, 1104 f 4-Bromo-l-butene, 1544 f 3-Bromo-l-propene, 1149 f l-Bromo-2-butene, 1543 4-Bromocyclopentene, 1878 f Bromoethylene, 0723 f Bromotrifluoroethylene, 0576 f 2-Chloro-1,3-butadiene, 1447 f 3-Chloro-l-butene, 1547... 

The structure of allyl bromide (3-bromo-l-propene) is CH2=CHCH2Br. Its reaction with hydrogen bromide in accordance with Markovnikov s rule proceeds by addition of a proton to the doubly bonded carbon that has the greater number of attached hydrogens. 

To the solution of the alkoxlde enolate thus prepared is added by syringe within 5 min 10.7 mL (124 mmol) of neat 3-bromo-l-propene (Note 9) at such a rate that the temperature of the reaction mixture does not rise above -70°C. Stirring is continued, first for 2 hr at -75°C, then overnight while the temperature rises to -5°C (Note 10). 

Allyl benzene sulfonate, 3155 f Allyl bromide, see 3-Bromo-l-propene, 1153 f Allyl chloride, see 3-Chloropropene, 1158... 

BROMO-l-PROPENE (106-95-6) Forms explosive mixture with air (flash point 30°F/—1°C). Heat and light can cause decomposition with fumes of hydrogen bromide. Violent reaction with strong oxidizers, strong acids. 

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