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Concept explainers
Interpretation:
Synthesis of 2-methyl-2-pentanol from 2-propanol of the given reaction should be explained.
Concept introduction:
Dehydration reaction:
Removal of water molecule from the reaction when the alcohol is treated with strong acid like sulfuric acid.
Alcohol is reaction with concentrated sulfuric acid, first alcohol gets protonated forms carbocation (more stable carbocation) followed by elimination of proton (
Tertiary carbocation is more stable than the secondary, secondary carbocation is more stable than primary.
In dehydration reaction, sulfuric acid is act as a proton donor, and which is used to protonate the alcohol and makes carbocation therefore sulfuric acid is the driving force of the reaction. Dehydration reaction will not go without acid (sulfuric acid).
The Grignard reaction:
Alkyl, vinyl, or aryl-magnesium halides (
Grignard reagent is reaction with carbonyl compound such as
Oxidation reaction:
Alcohol undergoes oxidation reaction using oxidising agent like
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Chapter 12 Solutions
Organic Chemistry, Third Edition Binder Ready Version
- 3. a. Use the MS to propose at least two possible molecular formulas. For an unknown compound: 101. 27.0 29.0 41.0 50.0 52.0 55.0 57.0 100 57.5 58.0 58.5 62.0 63.0 64.0 65.0 74.0 40 75.0 76.0 20 20 40 60 80 100 120 140 160 180 200 220 m/z 99.5 68564810898409581251883040 115.0 116.0 77404799 17417M 117.0 12.9 118.0 33.5 119.0 36 133 0 1.2 157.0 2.1 159.0 16 169.0 219 170.0 17 171.0 21.6 172.0 17 181.0 1.3 183.0 197.0 100.0 198.0 200. 784 Relative Intensity 2 2 8 ō (ppm) 6 2arrow_forwardSolve the structure and assign each of the following spectra (IR and C-NMR)arrow_forward1. For an unknown compound with a molecular formula of C8H100: a. What is the DU? (show your work) b. Solve the structure and assign each of the following spectra. 8 6 2 ō (ppm) 4 2 0 200 150 100 50 ō (ppm) LOD D 4000 3000 2000 1500 1000 500 HAVENUMBERI -11arrow_forward
- 16. The proton NMR spectral information shown in this problem is for a compound with formula CioH,N. Expansions are shown for the region from 8.7 to 7.0 ppm. The normal carbon-13 spec- tral results, including DEPT-135 and DEPT-90 results, are tabulated: 7 J Normal Carbon DEPT-135 DEPT-90 19 ppm Positive No peak 122 Positive Positive cus и 124 Positive Positive 126 Positive Positive 128 No peak No peak 4° 129 Positive Positive 130 Positive Positive (144 No peak No peak 148 No peak No peak 150 Positive Positive してしarrow_forward3. Propose a synthesis for the following transformation. Do not draw an arrow-pushing mechanism below, but make sure to draw the product of each proposed step (3 points). + En CN CNarrow_forwardShow work..don't give Ai generated solution...arrow_forward
- Label the spectrum with spectroscopyarrow_forwardQ1: Draw the most stable and the least stable Newman projections about the C2-C3 bond for each of the following isomers (A-C). Are the barriers to rotation identical for enantiomers A and B? How about the diastereomers (A versus C or B versus C)? enantiomers H Br H Br (S) CH3 H3C (S) (R) CH3 H3C H Br A Br H C H Br H3C (R) B (R)CH3 H Br H Br H3C (R) (S) CH3 Br H D identicalarrow_forwardLabel the spectrumarrow_forward
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