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Chemistry LibreTexts

9.11: Additional Exercises

  • Page ID
    182972
  • Alkyne Reactions

    10-1 Predict the product of these following reactions:

    a) mqIOdutYP5rlrzg_8JWyRhveVY-ntbGR3OuyZxi6c8G0qmnwf5eA18bft_ea4qnC1OAeT0hl0fiUqWAXNPSsRzGlThHEAU0Q77HLpZfFIdnoZWH_TIz9vejleEiYfRori9B74GBZ

    b) gwNCb87ib9AUYNLkq8kV2AmxvrKj6Ko7CVbxI6cqo9OtO75qqS5L4eFJ9tUVVoCxMCsKhXBTs69w-4FhwjsufSxZl0cQ-cips_2ltQo6VOkVTc00xHYOBw0DHtkLQHe3JJYEWUxk

    c) aGILKPhHibmSGY5k18gXf4v_zcRRtouexkPCEU4gcPwONw9u_sOAt9_SavdtssGuMuAjK3z3gRB3VGZw5aetgxVMca89kwuedniO52AvLbFsE5Mq2FI92F9ETMTJ5EMylnHpmPWH

    d) 7Rb4bAyLstttJIAkt2osppvinl7opbbNmp56KBvUllIGdnXZHRFHK7XXDN1PLnw7eeO8lrzRBxuNZnVFcDi7AIw9oFNsoQiIWDrtE-p63X_KHtBcOb5BMJi-rQJDNgo-MZYqYLqO

    10-2 Using acetylene as the starting material, show how you would synthesize the following compounds

    a) 4Hzmrb-Euk7xD6W8YY2LY4lhd9YEeFfHD26nozzPEg0IGgeZSKv8JlzdoRl2PrU7SjhZKjQ40rU3TRdnv-fVq6AUxoCUHCmjjlsQm3r6dYN5VQNScAOz57fJ8MSFgsPtXKPB-mYz

    b) but-2-yne

    c) uwDDffhPEpOKi851reeZzrJ8C5xprtaGR0K3nuTeBS-om0-tUozpJVHgjtJbHnGJ4Lp9FMxJin5WB1-TvCredyqqag9C1f6GMvAxf9qXMAkWZ251rb3LhL6HtIjAjF_viJsJA0pp

    d) 3XCQEe5zqY2GJFlbK3TeNaRi9V4-tLjnur-jfyY5X2pZU-1NOxn_wJ-kn2rOd4uvSkrgy3dkzCH8WiUXzqUvMg7cwwtFDgWEPoZEvNDQqg7cV-prN1e_BbrxCZA1_qoMawu2ssUO

    10-3 Identify the reagents needed to turn hex-1-yne into the following compounds

    a) hexane

    b) oct-3-yne

    c) cis-hept-2-ene

    d) trans-hept-2-ene

    e) 2,2-dibromohexane

    f) 1-bromohexene

    10-4 Show how you would accomplish the following synthetic transformations.

    a) 5vJJKoCAnpMgYeiSzjRfz6NGvs31P_HNrMk2j-0QR2ON-e-B0JjeLkxjHtG0dILI-2163VNRJldyVl-qTjMkvNpsdbU2J195lITs4PWqNzvx-3ZyySwGamxX7N0Z4lKC6s68xfer

    b) 44d8Hdi75YdvUjHxjI4XH1z12EO93Qcdaqf_Kz_6CJzWJ6BuQJU3H5nSglXA85Ye1CT2j3hqeLCyxCWCuZM9mSbQDchY7jZRCFbX9xwMTwbq8R5f_iVuMIK-Tjj6sV2gY5zanl_E

    c) tv6Tm36WWcMY2oZVqDxY5mFJseKZc3090uY0FpVYpkcRrPVHjqxfaCwNgrwiOWTbHQ6M_ILYmmr5QVTHvIILkX0orL7qEs5LIlzV217fSrGauhcyveuL6b36Ng2i2ODKczYYXR9B

    d) jog7pSFKsg3woLl2L6x9BSUsEiS8u0iHdHRfFmf-GPaYiL4JdWfrA218bLv9DIlGriwAKKpzt3sQ9kYBgiHLxHLsTO2x8Eoq6BIPKQsim1AqbcP4iaSR_XXE8ttK9Xd9DhJqQSJO

    e) _SJucI-EH7Wa4s22g2bwC17FOTPvdwFtOi2gwenVy9FFSsePB6lGDoJRhzkUe7Bdh_s-jgwIGYOKR281F0fl4D9Q9Cp5iGGg37HxgAHJBpr5UNfxfdMN2JzUrrq-DVBd-h_AAHwb

    f) hZ13gYLhDXvzeM77q2pM1ZfmOKtBYte88FUy3Bn6WCJgXgVMufpohj1KYTA-whW-MjQyiga8ILM3cPN38AEUfzpcQOHyL-dsoxV07cKyiqh2GjzU6_65DE8mESkKV_lOKb_yHeT-

    10-5 Deduce the structure of each unknown from the information given.

    a) Upon catalytic hydrogenation, unknown A yields pentane. Ozonolysis of A yields butanoic acid, HOOC(CH2)2CH3 and CO2. Draw the structure of compound A

    b) Upon catalytic hydrogenation, unknown B yields pentane. Ozonolysis of B yields acetaldehyde, CH3CHO, and propionaldehyde, CH3CH2CHO.

    10-6 Use compound A from the previous problem (10-5) and any additional reagents you may need to synthesize the following compound.

    P5xmTwbhWp2STx-K0WOM3MhjxNoss--E-GYSjioNzK6MvK8uEhcd6zGwP9jUIa-NkWnxN-g-yOkCzXGrgoAvTBs5iIxnkIcSQEu7mpkpjx8vtgViUodKTyXwvQ6_9-9j06ZwswTq