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Organic Chemistry II exam with correct solutions

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  • Course
  • Organic Chemistry II
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  • Organic Chemistry II

Organic Chemistry II exam with correct solutions

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  • December 23, 2024
  • 7
  • 2024/2025
  • Exam (elaborations)
  • Questions & answers
  • Organic Chemistry II
  • Organic Chemistry II
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Fordenken
Organic Chemistry II exam with correct solutions
H2, Pd/C - **🔰 VERIFIED ANSWERS🔰 ✔✔C=C --> C-C; ketone --> secondary ROH;
aldehyde --> primary ROH; NO2 --> NH2; CN--> NH2; imine --> NH2; 1 eq. will selectively
reduce a C=C before a C=O, but excess will reduce both



HNO3, H2SO4 - **🔰 VERIFIED ANSWERS🔰 ✔✔Adds NO2 to Benzene (nitration)



H2SO4, heat; H2O, heat - **🔰 VERIFIED ANSWERS🔰 ✔✔1. addition of SO3H to
benzene (sulfonation)

2. removes SO3H from benzene (desulfonation)



Cl2, AlCl3 - **🔰 VERIFIED ANSWERS🔰 ✔✔add Cl to aromatic ring (halogenation); can
also use Br2 and AlCl3; EAS



Br2, FeBr3 - **🔰 VERIFIED ANSWERS🔰 ✔✔add Br to aromatic ring (halogenation); can
also use Cl2 and FeCl3; EAS



RCOCl, AlCl3 - **🔰 VERIFIED ANSWERS🔰 ✔✔adds a carbonyl group directly to
benzene (Friedel-Krafts Acylation)



RCl, AlCl3 - **🔰 VERIFIED ANSWERS🔰 ✔✔adds an R group directly to benzene
(Friedel-Krafts Alkylation); Carbocation Rearrangement



Zn(Hg), HCl - **🔰 VERIFIED ANSWERS🔰 ✔✔reduces carbonyl to an alkane using acid
(Clemmenson Reduction)



H2NNH2,-OH, heat - **🔰 VERIFIED ANSWERS🔰 ✔✔reduces carbonyl to an alkane
using a base (Wolff-Kishner Reduction)

, Sn, HCl, -OH - **🔰 VERIFIED ANSWERS🔰 ✔✔reduces nitrobenzene to aniline with
intermediate (NO2 --> NH3+ --> NH2)



NaNO2, HCl - **🔰 VERIFIED ANSWERS🔰 ✔✔converts PhNH2 --> PhN2 (aniline -->
aryldiazonium salt)



CuCl - **🔰 VERIFIED ANSWERS🔰 ✔✔substitutes PhN2 --> PhCl; allows you to add a
halogen para as opposed to halogenation which gives 2 products: ortho and para



CuCN - **🔰 VERIFIED ANSWERS🔰 ✔✔substitutes PhN2 --> PhCN



KI - **🔰 VERIFIED ANSWERS🔰 ✔✔substitutes PhN2 --> PhI (Iodobenzene)



HBF4 - **🔰 VERIFIED ANSWERS🔰 ✔✔substitutes PhN2 --> PhF (Flourobenzene)



H3PO2 - **🔰 VERIFIED ANSWERS🔰 ✔✔reduction of PhN2 --> benzene



H2O, warm - **🔰 VERIFIED ANSWERS🔰 ✔✔substitutes PhN2 --> PhOH (Phenol)



KMnO4, acid - **🔰 VERIFIED ANSWERS🔰 ✔✔PhCH3 --> PhCOOH; can also use
NaCr2O7; reacts with any R group with hydrogens on its benzylic carbon to form benzoic
acid; tertiary R group --> No Reaction



NBS, hv - **🔰 VERIFIED ANSWERS🔰 ✔✔adds a Br to the benzylic carbon; adds a Br to
an alkane; PhCH2R --> PhCH(Br)R



Madison - **🔰 VERIFIED ANSWERS🔰 ✔✔The best neice in the whole entire world
ever!!! :)

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