71. Which of (a)-(d) indicates the correct order of carbon chemical shifts of the four carbons ofthe following compound.IICH2=CH-C-0-CH3C3C2C1СмеА. СМе < С2 < С3 <С1В. СМе <С3 < С2 < C1C. CMe < C2 < C1 < C3D. СМe

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Answered: 71. Which of (a)-(d) indicates the…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter6: Alkanes & Alkenes

Section: Chapter Questions

Problem 20E

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CH2=CH-C-O-CH3 C3 C2 C1 Cme Which order indicates the correct order of carbon chemical shift of the four carbons of the compound ○ A. C₂ < C3 C1 < Cme ○ C₁< B. C3 < C2 Cme О с. Cme V C3 < C1 C2 V
Which of the indicated carbon atoms in each molecule absorbs farther downfield? a. CH,CH2OCH,CH3 b. BRCH,CHBr2 d. CH,CH=CH2 C. f OCH,
Which of the following compounds shows a bigger chemical shift in ¹HNMR? A. or • B. CHCl3 or CH₂Br₂
3. Determine the indicated sets of protons as homotopic, enantiotopic, or diastereotopic H OH а. b. с. H H H3C H H;C CH3 d. е.
What species is the most likely to undergo a 1,2-hydride shift? OA. В. OC. D. ÇH3 „CH CHCH3 „CHCH3 CH3 CH3 ç-CHCH, CH3 `CH3
1) Indicate chemically equivalent nuclei (e.g. Ha, Hb, Hc). 2) Estimate the chemical shifts on the following hydrogens. CH₂ OCH₂ O CH₂0 Br CH3-CH-CH₂-CH3 CH3 OH CH3-C-C=C-H CH3 C=C-H O H CH3 Br-C-C-CH3 H Br
2. Which C4H,Br isomers give rise to the two spectra shown below? b. 8 C. 8 7 7 6 5 5 34 4 8 (ppm) 33 32 PPM 4 8 (ppm) 2H t I 2H d 3 ند 3 2H 2H quint sext NH 2 1H m 2 6H d I C 3H 1.0 PPM 0 0
ational nown b elow. Vibrations of XEC14: Left: Scissoring. Middle: Wagging. Right: Twisting. Which of these motions will be IR active? In other words, which of these motions will lead to the absorption of IR light and be represented by a peak in the IR spectrum of this compound? O A. Only twisting is IR active. O B. Only wagging is IR active O C. Both scissoring and twisting are IR active. D. Both wagging and twisting are IR active. O E. All of these vibrations are IR active
4. Identify the different types of carbons and predict their approximate chemical shift. (See Figure 13-18.) CI CI CI. CI CI CI
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Which of the following C5H8 compounds best fits the spectrum. The integration values are shown above the individual resonances. 1.00 C3H3 3.00 1.99 1.98 4.5 4 3.5 2.5 1.5 0'5 A) CH;CH,CH,-CEC-H B) CH;CH,-CEC-H CH3 D) A O O O
CH3 2. An unknown isomer of C4H9Cl has the ¹³C NMR and DEPT-135 spectra shown below: 13C NMR: 90 70 |||| A 50 8 (ppm) CH3CH₂CH₂ CH₂ CI 30 10 DEPT-135: CH3 CH3-CHCH₂-CI B 90 70 Circle the compound that is represented by these spectra. Clearly explain your reasoning. you will need to explain how each of the other three isomers was eliminated from consideration. 50 8 (ppm) CH3CH₂ CH-CI CH3 C 30 10 CH3 CH3-C-CI CH3 D

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71. Which of (a)-(d) indicates the correct order of carbon chemical shifts of the four carbons of the following compound. II CH2=CH-C-O-CH3 C2 C3 C1 Сме A. CMe < C2 < C3 < C1 В. СМе <С3 < C2 < C1 C. CMe < C2