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    Organic Chemistry II Problem Set Reaction of Substituted Benzene

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    saddamixo
    This document contains: 1. A problem set on organic chemistry reactions involving substituted benzenes. It lists 14 reactions and asks for the products or indicates if no reaction occurs (N.R.). 2. A question asking to show the steps to synthesize 7 compounds using starting materials like toluene, benzene, carboxylic acids, and alkyl halides with 4 or fewer carbons along with common reagents. 3. The document provides practice with predicting products of organic chemistry reactions and synthesizing organic compounds in a multi-step sequence from given starting materials.

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    Organic Chemistry II Problem Set Reaction of Substituted Benzene

    Uploaded by

    saddamixo
    140 views4 pages
    This document contains: 1. A problem set on organic chemistry reactions involving substituted benzenes. It lists 14 reactions and asks for the products or indicates if no reaction occurs (N.R.). 2. A question asking to show the steps to synthesize 7 compounds using starting materials like toluene, benzene, carboxylic acids, and alkyl halides with 4 or fewer carbons along with common reagents. 3. The document provides practice with predicting products of organic chemistry reactions and synthesizing organic compounds in a multi-step sequence from given starting materials.

    Original Title

    Aromatic Compounds

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    This document contains: 1. A problem set on organic chemistry reactions involving substituted benzenes. It lists 14 reactions and asks for the products or indicates if no reaction occurs (N.R.). 2. A question asking to show the steps to synthesize 7 compounds using starting materials like toluene, benzene, carboxylic acids, and alkyl halides with 4 or fewer carbons along with common reagents. 3. The document provides practice with predicting products of organic chemistry reactions and synthesizing organic compounds in a multi-step sequence from given starting materials.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as DOC, PDF, TXT or read online from Scribd
    Download as doc, pdf, or txt
    140 views4 pages

    Organic Chemistry II Problem Set Reaction of Substituted Benzene

    Uploaded by

    saddamixo
    This document contains: 1. A problem set on organic chemistry reactions involving substituted benzenes. It lists 14 reactions and asks for the products or indicates if no reaction occurs (N.R.). 2. A question asking to show the steps to synthesize 7 compounds using starting materials like toluene, benzene, carboxylic acids, and alkyl halides with 4 or fewer carbons along with common reagents. 3. The document provides practice with predicting products of organic chemistry reactions and synthesizing organic compounds in a multi-step sequence from given starting materials.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as DOC, PDF, TXT or read online from Scribd
    Download as doc, pdf, or txt
    of 4

    Organic Chemistry II

    Problem Set
    Reaction of Substituted Benzene

    I. Which of the Following Are Aromatic Antiaromatic or Nonaromatic?

    NH H H

    H
    Q2 Write products for these reactions. If no reaction occurs, write N.R.

    1. HNO3
    anisole
    H2SO 4

    O
    Br2
    2. O C
    FeBr3

    O
    3. Br2
    H3C C NH
    FeBr3

    4. Cl

    CH3 C O
    Cl
    AlCl3

    5. i-Pr-Cl
    aniline
    AlCl3

    O t-Bu-Cl
    6. H3C O C
    AlCl3

    7. HCl
    CH CH CH3

    8. EtCl NBS KOH(alc) cold dilute


    AlCl3 heat KMnO 4

    Cl
    9. a. excess KMnO4 / OH- reflux
    CH3 CH CH3
    toluene
    AlCl3 b. H+
    O
    Zn(Hg)
    CH2 CH2 C AlCl3 HCl
    10.
    Cl

    Cl
    11. CH3 CH2 C O H2
    AlCl3 Pd

    12. a. acetyl chloride / AlCl


    3
    t-butylbenzene
    b. NaBH4 in EtOH / H2O

    CH2Cl2
    13.
    AlCl3
    excess

    N2H4 / OH-
    14. acetophenone
    heat

    Q2 Show the steps you would use to synthesize the compounds below using toluene,
    benzene, any straight chain carboxylic acid, and alkyl halide with 4 or fewer carbons, and
    any common reagents you might need.

    1. H3C C Cl

    O
    2.
    NH2

    Br

    CH3
    3. O
    O N C CH3

    CH3
    OH
    4. C O

    N
    O
    O

    5. CH CH CH3

    Br
    6.
    Br CH2 CH CH3

    7.

    O2N CH2CH3

    8. t-But t-But

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