Account for the fact that allylic bromination of 1-octene by NBS gives these products. NBS Br CH,Clg Br 1-Octene 3-Bromo-1-octene (E)-1-Bromo-2-octene (83%) (racemic, 17%)
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A: The elimination reaction occurs when (Z)-3-bromohex-3-ene is treated with NaNH2 is as shown below.
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Q: HBr (excess) Br Br
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- When Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% ofproduct A and 40% of product B. When the same reaction takes place at 60 °C, theproduct ratio is 10% A and 90% B.(a) Propose structures for products A and B. (Hint: In many cases, an allylic carbocationis more stable than a bromonium ion.)A conjugated diene with an even number of double bonds undergoes conrotatory ring closure underthermal conditions.Explain, with reference to the mechanism, why addition of one equivalent of HCl to diene A forms only two products of electrophilic addition, even though four constitutional isomers are possible.
- Highlight the allylic hydrogen(s) in this structure.In the dehydrohalogenation of bromocyclodecane, the major product is cis -cyclodecene rather than trans-cyclodecene. Offer an explanation.reaction of either 3-bromo-1-butene or (Z) -1-bromo-2-butene with water under SN1 condition yields the same product explain why
- The diene below when heated,will automatically cyclize into the cyclobutene shown . Explain how this reaction is possible accounting for the stereochemical outcomes(a) A compound known to be a substituted cyclohexanone derivative has lamda max of 235 nm. Could this compound be a conjugated dienone? explain (b) (i)For this compound, how many nm must be accounted for by substituents? (ii) What are the substituents and the points of substitution that may occur having accounted for the 20nm?Organotin compounds play a significant role in diverse industrial applications. They have been used as plastic stabilizers and as pesticides or fungicides. One method used to prepare simple tetraalkylstannanes is the controlled direct reaction of liquid tin(IV) chloride with highly reactive trialkylaluminum compounds, such as liquid triethylaluminum (Al(CzHs)3). 3SnCl4 + 4Al(C2H5)3 → 3Sn(C2H5)4 + 4AlCl3 In one experiment, 0.160 L of SnCl4 (d= 2.226 g/mL) was treated with 0.346 L of triethylaluminum (Al(C2H5)3); d = 0.835 g/mL). What is the theoretical yield in this experiment (mass of tetraethylstannane, Sn(C2H5)4)? If 0.257L of tetraethylstannane (d= 1.187 g/mL) were actually isolated in this experiment, what was the percent yield?
- Although dehydrohalogenation occurs with anti periplanar geometry,some eliminations have syn periplanar geometry. Examine the startingmaterial and product of attached elimination, and state whether theelimination occurs with syn or anti periplanar geometry.what product would you expect from photochemical cyclization of (2E,4z,6z)-2,4,6-octatriene with (MO) explinationRank the following dienophiles in order of increasing reactivity towards 1,3- butadiene Please explain