Compound A below is a key intermediate in the synthesis of keto-myo-inositol B. Suggest a synthetic route for the preparation of A from D-glucose C giving structures for all of the intermediates in your scheme. Ph3CO. HO., НО HO HO HO, НО "ОН ОН OH CH3 CH3 Ph А В C
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- A. Provide a stepwise mechanism for the formation of nerolidyl pyrophosphate fromfarnesylpyrophosphateB. Provide a stepwise mechanism for the formation of carbocation 1 from nerolidyl pyrophosphate.Number the backbone carbons of nerolidyl pyrophosphate from 1 to 11 as shown, and include thecarbon numbering in your structure of 1C. Following from B, give an arrow-pushing mechanism to convert 1 to 2 and 2 to 3. Use thebackbone carbon numbering from 1 to indicate where carbon atoms ended up in 2 and 3D. In addition to forming epi-cedrol, carbocation 3 gives three minor byproducts: a diastereomericalcohol and two alkenes. Draw mechanisms that could give rise to these three products(a) How many Stereoisomers are possible for 9,10- dibromoexadecanoic acid?(b) Addition of bromine to palmitoleic acid primarily yields a set of enantiomers, (±) -three-9,10-dibromohexadecanoic acid. The addition of bromine is an anti-addition to the double bond (ie, it appears to occur through the intermediary of the bromonium ion). Taking into account the stereochemistry of the cis double bond of palmitoleic acid and the stereochemistry of adding bromine,Write a three-dimensional structure for (±) -three-9,10-dibromohexadecanoic acid!1. how many stereoisomers are possible for 9,10- dibromo hexadecanoic acid? 2. Addition of bromine to palmitoleic acid primarily yields a set of enantiomers, (±) -three-9,10-dibromo hexadecanoic acid. The addition of bromine is an anti-addition to the double bond (ie, it appears to occur through the intermediary of the bromonium ion). Taking into account the stereochemistry of the cis double bond of palmitoleic acid and the stereochemistry of adding bromine, Write a three-dimensional structure for (±) -three-9,10-dibromo hexadecanoic acid!
- 1.Describe the ozonolysis of alkenes 2.one mole of a hydrocarbon(A) reacts with one mole of beomine giving a dibromo compound C5H10Br2.Substance A on treatment with cold dilute kMnO4 solution forms a compound C5C12O2(C5H12O2) on ozonolysis A,gives equimolar quantities of propanone and ethanol.Deduce the structure of substance A.Compounds X has the formula C7H15Cl; Y is C7H15Br.X undergoes base-promoted E2 elimination to give a single alkene product Z. Y likewise reacts under similar conditions to give a single alkene product that is isomeric with ZCatalytic hydrogenation of Z affords 3-ethylpentane.X readily reacts in SN2 fashion with sodium iodide in acetone. Y does not undergo a similar SN2 reaction. Propose structures for X and Y.When N-bromosuccinimide is added to hex-1-ene in CCl4 and a sunlamp is shone on themixture, three products result.(a) Give the structures of these three products
- (a) Give a plausible explanation for each one of the following :(i) There are two – NH2 groups in semicarbazide. However, only one such group is involved in the formation of semicarbazones.(ii) Cyclohexanone forms cyanohydrin in good yield but 2, 4, 6-trimethylcyclohexanone does not.(b) An organic compound with molecular formula C9H10O forms 2, 4, – DNP derivative, reduces Tollens’ reagent and undergoes Cannizzaro’s reaction. On vigorous oxidation it gives 1, 2-benzene-di- carboxylic acid. Identify the compound.i. When But-1-ene (CH3CH2-CH=CH2) is treated with HBr in the presence of a peroxide, give the name and structure of the product. ii. Give the structure of the product from the reaction of propanal with 1M ethanol in dry acid. iii. What happens when Further 1M of ethanol is added to above (ii) ?Compound A (C9H12) absorbed 3 equivalents of H2 on catalytic reduction over a palladium catalyst to give B(C9H18). On ozonolysis, compound A gave, among other things, a ketone that was identified as cyclohexanone. Ontreatment with NaNH2 in NH3, followed by addition of iodomethane, compound A gave a new hydrocarbon, C(C10H14 ) . What are the structures of A, B, a nd C?
- 1. Compound A, C9H12, absorbs 3 equivalents of H2 on catalytic hydrogenation over palladium catalyst to give B, C9H18. On the treatment with acidic KMnO4, compound A gives among other things, a ketone that was identified as cyclohexanone. On reaction with NaNH2 in NH3, followed by addition of iodomethane, compound A gives a new hydrocarbon C, C10H14. What are the structures of A , B and C?Arrange the structure on the image with regard to the reactivity towards hydrolysis. 1 being the least and 3 being the mostWe are currently working with diastereomeric products of acid-base reactions in my organic chemistry class and while I understand the basics of the creation of selectively soluble salt products, drawing the reactions has always been difficult. Our prelab asks us to "draw the expected diasteromeric products from the reaction of racemic phenylsuccinic acid with excess (s)-methylbenzylamine and label the chiral centers" I would really appreciate some help with this!