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    PS 3 Cont

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    Denisse Leonoras-Paterson
    The document is a problem set from an organic chemistry Ph.D. course. It contains 4 synthesis problems involving reactions of acetylene and alkyl halides. The first problem asks for the steps to obtain products from a series of reactions. The other 3 problems ask the student to synthesize specific compounds from acetylene and alkyl halides, showing all reagents and intermediates.

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    PS 3 Cont

    Uploaded by

    Denisse Leonoras-Paterson
    33 views3 pages
    The document is a problem set from an organic chemistry Ph.D. course. It contains 4 synthesis problems involving reactions of acetylene and alkyl halides. The first problem asks for the steps to obtain products from a series of reactions. The other 3 problems ask the student to synthesize specific compounds from acetylene and alkyl halides, showing all reagents and intermediates.

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    The document is a problem set from an organic chemistry Ph.D. course. It contains 4 synthesis problems involving reactions of acetylene and alkyl halides. The first problem asks for the steps to obtain products from a series of reactions. The other 3 problems ask the student to synthesize specific compounds from acetylene and alkyl halides, showing all reagents and intermediates.

    Copyright:

    © All Rights Reserved
    Download as DOCX, PDF, TXT or read online from Scribd
    Download as docx, pdf, or txt
    33 views3 pages

    PS 3 Cont

    Uploaded by

    Denisse Leonoras-Paterson
    The document is a problem set from an organic chemistry Ph.D. course. It contains 4 synthesis problems involving reactions of acetylene and alkyl halides. The first problem asks for the steps to obtain products from a series of reactions. The other 3 problems ask the student to synthesize specific compounds from acetylene and alkyl halides, showing all reagents and intermediates.

    Copyright:

    © All Rights Reserved
    Download as DOCX, PDF, TXT or read online from Scribd
    Download as docx, pdf, or txt
    of 3

     

    Name: Glaizelle T. Leonoras Subject: Organic Chemistry


    Course: Ph. D. in Science Education (Physical Science) Professor: Vilma F. Templora, Ph.D.

    Problem Set 3 on Alkynes

    III. Give the steps on how to obtain the products

    1.

    NaNH2, NH3 H , Pd / C
    CH3CH2C C H CH3CH2Br CH3CH2C CCH2CH3 2 or
    CH3CH2CH CHCH2CH3
    Li / NH3 BH3, THF
    Hg(OAc)2H2O/THF or H2O2, NaOH, H2O
    NaBH4

    OH

    CH3CH2CHCH2CH2CH3
    IV. Using acetylene and any alkyl halides as starting materials, synthesize the following compounds. More than one step may be required. Show all reagents and all
    intermediate compounds in your synthetic scheme.

    1.

    NaNH2 NH3
    HC CH CH3CH2CH2CH2CH2I
    HC CCH2CH2CH2CH2CH3

    HgSO4, H2SO4
    H2 O

    CH3CCH2CH2CH2CH2CH3

    2.

    NaNH2, NH3 H / Lindlar


    HC CH
    CH3I
    HC CCH2 3or H2C CHCH3
    Li / NH3
    Cl2
    CCl4

    Cl
    Cl
    3.

    NaNH2, NH3 NaNH2 NH3


    HC CH CH3C CH CH3C CCH3
    CH3I CH3I H2C KMnO4
    H3O+

    2H3C C OH

    4.

    NaNH2, NH3 H2
    HC CH HC CCH2CH2CH3 Lindlar catalyst
    HC CHCH2CH2CH3
    CH3CH2CH2I
    HBr
    ether

    Br

    CH3CHCH2CH2CH3

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