Undecanal is commercially available, but 6-methyl-1-bromoheptane is not. Propose two methods for the synthesis of 6-methyl-1-bromoheptane using precursors containing fewer than five carbon atoms (Cn n < 5). A protecting group will probably be required.
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Undecanal is commercially available, but 6-methyl-1-bromoheptane is not. Propose two
methods for the synthesis of 6-methyl-1-bromoheptane using precursors containing fewer than
five carbon atoms (Cn n < 5). A protecting group will probably be required.
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- Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.Treatment of a hydrocarbon A (molecular formula C9H18) with Br2 in the presence of light forms alkyl halides B and C, both having molecular formula C9H17Br. Reaction of either B or C with KOC(CH3)3 forms compound D (C9H16) as the major product. Ozonolysis of D forms cyclohexanone and acetone. Identify the structures of A–D.Devise a route to convert propene to propanone. Specify, in order, the reagents you would use. The reaction may require more than one step. If there is more than one feasible route, show only one. a NBS b H₂, Pd c H₂O, H₂SO4 d PCC e Br₂ in H₂O f K₂Cr₂O7, H₂SO4, H₂O, heat g Cl₂, heat or light h Cl2 i HCI j NaOH k OsO4/H₂O2 1. BH3 2. H₂O2, NaOH m SOCI2₂, pyridine I n Specify reagents using letters from the table, first reagent on the left. Example: ab The reagents are (in order of use): HBr o Br2,
- Treatment of anthranilic acid with nitrous acid gives an intermediate, A, that contains a diazonium ion and a carboxylate group. When this intermediate is heated in the pres- ence of furan, a tricyclic compound is formed. Propose a structural formula for com- pound A and a mechanism for the formation of the tricyclic product. COOH NANO, HCI + CO, + N2 NH2 Anthranilic acidWhich of the following reactions will synthesize phenol from benzene? 1) HNO3 + H2SO4; 2) Fe, HCl; 3) NaNO2, HCl, 0-10 oC; 4) warm H2SO4 and H2O 1) HNO3 + H2SO4; 2) Fe, HCl; 3) NaNO2, HCl, 0-10 oC; 4) CuCN; 5) dilute acid and heat 1) Acetyl chloride & AlCl3; 2) bleach 1) Ph-N2+ + KI; 2) BrMgCH=CH2 in ether, followed by H3O+; 3) warm, conc'd KMnO4 1) Cl-CH(CH3)-CH2CH2CH3 + FeBr3; 2) hot, conc'd KMnO4H₂C ཏཱཏི 1 ནི OH 1. Br2, PBг3 2. H₂O H3C OH Br The a-bromination of carbonyl compounds by Br2 in acetic acid is limited to aldehydes and ketones because acids, esters, and amides don't enolize to a sufficient extent. Carboxylic acids, however, can be a-brominated by first converting the carboxylic acid to an acid bromide by treatment with PBr3. Following enolization of the acid bromide, Br2 reacts in an a-substitution reaction. Hydrolysis of the acid bromide completes the reaction. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions :0: H3C Br Br + :::OH2 Br H₂O H3C Br за
- The reaction of methylpropene with HBr, under radical conditions, gives two intermediates. Propose a mechanism for the formation of the two products. Propose a mechanism for the following reaction and use electronic factors to account for the formation of a major product: CH2 CH2Br N-Bromosuccinimide (NBS) ho, CCI4 Draw the structure of an antioxidant, Vitamin E free radical and use resonance structures o account for its stability.Cyclohexene can be converted to 1-cyclopentenecarbaldehyde by the following series of reactions. СНО HIO, CH12O2 OsO, base 1-Cyclopentenecarbaldehyde Propose a structural formula for each intermediate compound.Alkylation of benzene with 1-chlorobutane in the presence of AlCl3 gave not only the expected butylbenzene product but also, as a major product, (1-methylpropyl)benzene. Write an equation for the reaction Propose a mechanism to account for the formation of butylbenzene Propose a mechanism to account for the formation of (1-methylpropyl)benzene
- Treatment of cis-4-bromocyclohexanol with HO− affords compound Aand cyclohex-3-en-1-ol. Treatment of trans-4-bromocyclohexanol under the same conditions forms compound B and cyclohex-3-en-1-ol. A and Bcontain different functional groups and are not isomers of each other.Propose structures for A and B and offer an explanation for theirformation.alkylation of benzene with 1-chlorobutane in the presence of AlCl3 gives both butylbenzene and (1-methylpropyl)benzene as products. Propose a route to butylbenzene from benzene that does not also give the (1-methylpropyl)benzene side-product.4) Propose a synthetic pathway to prepare 2-methyl-propan-2-ol from propane. You're allowed to use any reagents you like but all the carbon atoms in your product should come from the propane. он It must be propanone otherwise the conversion would be too long.