3-Bromo-3-chloro-propenes

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. 

The results of the olefin oxidation catalyzed by 19, 57, and 59-62 are summarized in Tables VI-VIII. Table VI shows that linear terminal olefins are selectively oxidized to 2-ketones, whereas cyclic olefins (cyclohexene and norbomene) are selectively oxidized to epoxides. Cyclopentene shows exceptional behavior, it is oxidized exclusively to cyclopentanone without any production of epoxypentane. This exception would be brought about by the more restrained and planar pen-tene ring, compared with other larger cyclic nonplanar olefins in Table VI, but the exact reason is not yet known. Linear inner olefin, 2-octene, is oxidized to both 2- and 3-octanones. 2-Methyl-2-butene is oxidized to 3-methyl-2-butanone, while ethyl vinyl ether is oxidized to acetaldehyde and ethyl alcohol. These products were identified by NMR, but could not be quantitatively determined because of the existence of overlapping small peaks in the GC chart. The last reaction corresponds to oxidative hydrolysis of ethyl vinyl ether. Those olefins having bulky (a-methylstyrene, j8-methylstyrene, and allylbenzene) or electon-withdrawing substituents (1-bromo-l-propene, 1-chloro-l-pro-pene, fumalonitrile, acrylonitrile, and methylacrylate) are not oxidized. 

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... 

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... 

L PROLYLGLYCYLGLYCINE,At CARBO BEN ZOXY-3-HY DROXYETHYL ESTER [GLYCINE,N [AT 13-HYDROXY 1 -[ (PHENYLMETH-OXY)CARBONYL] -L PROLYL] GLYCYL] -, ETHYL ESTER], 88 Propane, 1-mtro-, 36 1,3 Propanedithiol, 9 Propanoic acid, 2-chloro-, 70 1-PROPENE, 3 ACETOXY-2-BROMO-1,1-D1PHENYL- [2-PROPFN-l-OI, 2-BROMO 3,3 DIPHENYL, ... 

Propanone, 1-phenyl- [Benzyl methyl ketone), 55,94 Propene, 0 >l-bromo- 55, 108 Propene, (Z)-l-bromo- 55, 108 Propene, (F) 1 chloro-, 55, 104 Propene, (Z) 1 chloro, 55, 107 2-PROPENENITRILE, 2-(l,l-dimcthylethyl)... 

The indium-mediated allylation carried out with allylstannanes in combination with indium chloride in aqueous medium was reported by Marshall et al.113 Allylindium was proposed as the reaction intermediate. Various aldehydes can be alkylated very efficiently with 3-bromo-2-chloro-l-propene mediated by indium in water at room temperature. Subsequent treatment of the compound with ozone in methanol followed by workup with sodium sulfite provided the desired hydroxyl ester in high yield.114... 

PROPENE, 3-ACETOXY-2-BROMO-U-DIPHENYL-, 56, 32 Propene, /Ey-l-bromo-, 55, 108 Propene, ( Z/l-bromo-, 55, 108 Propene, fEM-chloro-, 55, 104, 107 Propene, (Z)- -chloro-, 55,107... 

Allyl bromide 1-Propene, 3-bromo- (106-95-6), 76, 60, 221 Allyl chloride 1-Propene, 3-chloro- (107-05-1), 77, 254 l ALLYLGLYCINE 4-PENTENOIC ACID, 2-AMINO-, (R)- (54594-06-8), 76, 57 Allylic alcohols, enantioselective cyclopropanation, 76, 97 ALLYLINDATION, 77, 107... 

Propane 3-Bromo-1 -fluoro-hcxa-chloro- ElOb, 4-37 (Fduci) C3BrF5 Propene... 

Bromochlorination of olefins such as 1-hexene, ethylene, 3,4-dichloro-l-butene, trans-l,4-dichloro-2-butene and 3-chloro- and 3-bromo-propene has been accomplished using... 

Indium-mediated Barbier-type reaction of glyoxal monoacetal with bromomethyl acrylonitrile or bromomethyl-acrylate gives a masked a-hydroxy aldehyde (Equation (48)).91 The reaction of 3-bromo-2-chloro-l-propene, an aldehyde, and indium in water gives the corresponding homoallyl alcohol, which upon ozonolysis in methanol furnishes a / -hydroxy ester. The overall reaction is equivalent to the Reformatsky reaction, which cannot be realized by a direct indium-mediated reaction of an ct-halo ester with an aldehyde in water (Scheme 59).235... 

C5H9Br 1 -bromo-trans-2-pentene 7348-71-2 396.15 35.112 1.2 5052 C5H9CI 3-chloro-2-ethyl-1 -propene. .. 363.15 30.956 1,2... 

C5H9Br 3-bromo-2-ethyl-1-propene 376.52 33.111 2 5078 C5H9CI02 2-chloro-2-methylbutanoic acid 73758-54-0 473.15 41.31 2... 

While y-selectivity is usually observed in reaction with substituted allyl halides (e.g., 4-chloro-2-butenyl benzyl ether"), 3-bromo-3,3-difluoro-l-propene behaves differently as the derived allylindium reagent adds to aldehydes like a,ot-difluoroallyl carbanion. ... 

Elimination followed by nucleophilic addition to a strained C-C double bond was the main reaction sequence observed when a 1 3 mixture of (2-bromo-5-methyltetracy-clo[3.2.0.0 . 0 ]hept-l-yl)methanol and (7-bromo-5-methyltetracyclo[3.2.0.0 .0 ]hept-l-yl)methanol was allowed to react with a large excess of lithium aziridide. The main product, identified as 2-(aziridin-l-yl)-5-methyltetracyclo[3.2.0.0 -. 0" ]hept-l-yl methanol (13) and isolated in 21% yield, most likely results from aziridide attack on the intermediate lithium 5-methyltetracyclo[3.2.0.0 .0" ]hept-2(7)-en-l-yl)methoxide at C2. ° The other main product, 3-(aziridin-l-yl)-l-methyl-4-oxatetracyclo[4.3.0.0 .0 ]nonane (14), which was isolated in 15% yield, conceivably originates from the same intermediate as outlined above. Acyclo-propene intermediate was probably also formed when l-chloro-5-methyl-exo-6-phenyl-3-oxabicyclo[3.1.0]hex-2-one reacted with lithium 2,2,6,6-tetramethylpiperidide (LTMP) and gave 5-methyl-e.vo-6-phenyl-l-(2,2,6,6-tetramethyl-l-piperidyl)-3-oxabicyclo[3.1.0]hex-2-one (15) in 66% yield. 

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