(a)
Interpretation: The synthetic routes for the given transformations have to be proposed
Concept Introduction:
Friedel-Crafts Alkylation: The Friedel-Crafts alkylation involves the electrophilic substitution of alkyl groups on
An azide synthesis: An azide synthesis involves the reaction between alkyl halide and sodium azide. Alkyl azide is formed in the first step. Alkyl azide on reduction with hydrogen in the presence of platinum produces primary amine. In this way, primary
Reductive amination: Sodium cyanoborohydride is a strong reducing agent than sodium borohydride. It reduces the carbonyl group into amine group in a rapid way. So, it is called as reductive amination reactions.
To find: Propose the synthetic routes for the given transformation (a)
Apply a retrosynthetic analysis
(b)
Interpretation: The synthetic routes for the given transformations have to be proposed
Concept Introduction:
Friedel-Crafts Alkylation: The Friedel-Crafts alkylation involves the electrophilic substitution of alkyl groups on aromatic rings when arenes are treated with alkyl halides in presence of Lewis acids. This reaction is catalyzed by Lewis acids like anhydrous AlCl3, FeX3, ZnCl2, BF3 etc.
Sandmeyer reaction: Sandmeyer reactions use copper salts as the reagents. Here, aryldiazonium salt is converted into aryl halides or aryl cyanides by using copper halides or copper cyanides.
A compound containing an amino group is treated with sodium nitrite and HCl leading to the formation of diazonium salt.
To find: Propose the synthetic routes for the given transformation (b)
Apply a retrosynthetic analysis

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Chapter 22 Solutions
ORGANIC CHEMISTRY(EBOOK)-W/WILEYPLUS
- A common buffer for stabilizing antibodies is 100 mM Histidine at pH 7.0. Describe the preparation of this buffer beginning with L-Histidine monohydrochloride monohydrate and 1 M NaOH. Be certain to show the buffering reaction that includes the conjugate acid and base.arrow_forwardFina x | Sign X Sign X lab: X Intro X Cop) X a chat x My x Grad xLaur x Laur x a sheg X S Shoj XS SHE X acmillanlearning.com/ihub/assessment/f188d950-dd73-11e0-9572-0800200c9a66/d591b3f2-d5f7-4983-843c-0d00c1c0340b/f2b47861-07c4-4d1b-a1ee-e7db27d6b4ee?actualCourseld=d591b3f2- 5 © Macmillan Learning Organic Chemistry Maxwell presented by Macmillan Learning For the dehydrohalogenation (E2) reaction shown, draw the Zaitsev product, showing the stereochemistry clearly. H H KOH Br EtOH Heat Select Draw Templates More Erase // C H Q Search hp Q2 Q Δ קו Resouarrow_forwardIs the structural form shown possible given the pKa constraints of the side chains?arrow_forward
- on x Fina X Sign X Sign x lab X Intro X Cop X chat X My x Grac x Laur x Laur x ashes x S Shox S SHE x a eve.macmillanlearning.com/ihub/assessment/f188d950-dd73-11e0-9572-0800200c9a66/d591b3f2-d5f7-4983-843c-0d00c1c0340b/f2b47861-07c4-4d1b-a1ee-e7db27d6b4ee?actualCourseld=d591b3f2-c stions estion. ct each urces. +95 Macmillan Learning Draw the product formed by the reaction of potassium t-butoxide with (15,25)-1-bromo-2-methyl-1-phenylbutane (shown). Clearly show the stereochemistry of the product. H BH (CH3)3CO-K+ +100 H3CW (CH3)3COH +85 H3CH2C +95 ossible ↓ Q Search Select Draw Templates More C H 0 bp A Erase 2Q 112 Resouarrow_forwardIdentify the structure of the PTH derivative generated after two rounds of Edman degradation.arrow_forwardUse the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the drawing window. Data selected from the NIST WebBook, https://webbook.nist.gov/chemistry/ m/z Relative intensity 31 0.5 30 26 29 22 28 100 27 33 26 23 15 4 • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. 妊 n ? Previous Nextarrow_forward
- for this question. Write the molecular formula for a compound with the possible elements C, H, N and O that exhibits a molecular ion at M+ = 98.1106. Exact Masses of the Most Abundant Isotope of Selected Elements Isotope Natural abundance (%) Exact mass 1H 99.985 1.008 12C 98.90 12.000 14N 99.63 14.003 160 99.76 15.995 Molecular formula (In the order CHNO, with no subscripts)arrow_forwardPLEASE READ!!! I DONT WANT EXAMPLES, I DONT WANT WORDS OR PARAGRAPHS!!! PLEASE I UNDERSTAND THE BASICS BUT THIS IS AN EXCEPTION THAT EVEN THE INTERNET CANT HELP!!!! THIS IS THE THIRD TIME I'VE SENT THOSE QUESTIONS SO PLEASE DONT RESEND THE SAME STUFF, ITS NOT HELPING ME!!! I ALSO ALREADY TRIED TO DRAW THE MECHANISM MYSELF, SO IF ITS RIGHT PLEASE TELL ME OR TELL ME WHAT I HAVE TO CHANGE!!! First image: I have to SHOW (DRAWING) the mechanism (with arows and structures of molecules) NOT WORDS PLEASE! of the reaction at the bottom. Also I have to show by mecanism why the reaction wouldn't work if the alcohol was primary Second image: I have to show the mechanism (IMAGE) (with arrows and structures of the molecules) NOT WORDS PLEASE !! for the reaction on the left, where the alcohol A is added fast in one portion HOMEWORK, NOT EXAM!! ALL DETAILS ARE IN THE IMAGES PLEASE LOOK AT THE IMAGES, DONT LOOK AT THE AI GENERATED TEXT!!!arrow_forwardWrite the molecular formula for a compound with the possible elements C, H, N and O that exhibits a molecular ion at M+ = 85.0899. Exact Masses of the Most Abundant Isotope of Selected Elements Isotope Natural abundance (%) Exact mass 1H 99.985 1.008 12C 98.90 12.000 14N 99.63 14.003 160 99.76 15.995 Molecular formula (In the order CHNO, with no subscripts)arrow_forward
- Use the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the drawing window. Data selected from the NIST WebBook, https://webbook.nist.gov/chemistry/ m/z Relative intensity 59 3.0 58 64 43 100 15 23 • You do not have to consider stereochemistry. •You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. + n[] 85 // ? CH4 Previous Nextarrow_forwardWrite the molecular formula for a compound with the possible elements C, H, N and O that exhibits a molecular ion at M* = 128.0632. Exact Masses of the Most Abundant Isotope of Selected Elements Isotope Natural abundance (%) Exact mass 1H 99.985 12C 98.90 14N 99.63 160 99.76 Molecular formula 1.008 12.000 14.003 15.995 (In the order CHNO, with no subscripts)arrow_forwardCan I please get help with this? And can I please the lowest possible significant number?arrow_forward
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