Account for the fact that addition of HCI to 1-bromopropene gives exclusively 1-bromo-1-chloropropane. CH,CH=CHBR + HCI CH,CH,CHBRCI 1-Bromopropene 1-Bromo-1-chloropropane
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- What’s the role of NaBH4 in Oxymercuration-Demercuration of cyclohexene?Please tell the outcome of the addition of HBr to (a) trans-2-pentene, (b) 2-methyl-2-butene, and (c) 4-methylcyclohexene. Also please list how many isomers can be formed in each case.A chemist allows some pure (2S,3R)-3-bromo-2,3-diphenylpentane to react with a solution of sodium ethoxide(NaOCH2 CH3) in ethanol. The products are two alkenes: A (cis-trans mixture) and B, a single pure isomer. Under the same conditions, the reaction of (2S,3S)-3-bromo-2,3-diphenylpentane gives two alkenes, A (cis-trans mixture) and C. Upon catalytic hydrogenation, all three of these alkenes (A, B, and C) give 2,3-diphenylpentane. Determine the structures of A, B, and C; give equations for their formation; and explain the stereospecificity of these reactions.
- You are required to synthesize 2-bromopentane from the reaction between an alkene with HBr. Which alkene, 1-pentene or 2-pentene, should you react with HBr in order to get 2-bromopentane? Give an explanation.Free-radical chlorination of hexane gives very poor yields of 1-chlorohexane, while cyclohexane can be converted to chlorocyclohexane in good yield. How do you account for this difference?Which of the following is most soluble in basic medium? a. cyclopropane b. 1,3-cyclobutadiene c. 1,3-cyclopentadiene d. benzene
- A chemist allows some pure (2S,3R)-3-bromo-2,3-diphenylpentane to react with a solution of sodium ethoxide(NaOCH2CH3) in ethanol. The products are two alkenes: A (cis-trans mixture) and B, a single pure isomer. Under thesame conditions, the reaction of (2S,3S)-3-bromo-2,3-diphenylpentane gives two alkenes, A (cis-trans mixture) and C.Upon catalytic hydrogenation, all three of these alkenes (A, B, and C) give 2,3-diphenylpentane. Determine the structuresof A, B, and C; give equations for their formation; and explain the stereospecificity of these reactionsReaction of HBr with 3-methylcyclohexene yields a mixture of four products: cis-and trans-1-bromo-3-methylcyclohexane and cis-and trans-1-bromo-2-methylcyclohexane. The analogous reaction of HBr with 3-bromocyclohexene yields trans-1, 2-dibromocyclohexane as the soleproduct. Draw structures of the possible intermediates, and then explain why only a single product is formed in this reaction.From : cis (1s, 4s) -1-bromo- (tert-butyl) cyclohexane trans (1r, 4r)- 1- iodo- 4- isoproppylcyclohexane 1,5 - dimethylcyclohex -1 -ene trans (1r, 4r)- (tert - butyl) - 4- fluorocyclohexane trans (1r, 4r) - 1- bromo - 4- (tert - butyl) cyclohexane 1,3,5 - trimethylcyclohex - 1- ene . 5- Choose the substrate from the ones that drawn and illustrate an example complete Markovnikov addition mechanism using the reagents of your choice showing all stereochemical consequences. Identify if your addition mechanism is syn addition or anti addiction (Use curved arrows to show the electron movement in everyday steps). use ChemDraw if possible..
- Which will be more stable, cis or trans-1,4-tert-butylcyclohexane? Explain by drawing their structures?Give the structure corresponding to following name ? (1R,2R)-trans-1-bromo-2-chlorocyclohexaneThe heat of hydrogenation of cis-2,2,5,5-tetramethyl-3-hexene is -154 kJ (-36.7 kcal)/ mol, while that of the trans isomer is only -113 kJ (-26.9 kcal)/mol. Q.) Why is the heat of hydrogenation of the cis isomer so much larger (more negative) than that of the trans isomer?