Acid Catalyzed Deh an Alcohol Complete all tables in black or blue ink ONLY.) OH

Question

Acid Catalyzed Deh an Alcohol Complete all tables in black or blue ink ONLY.) OH H2SO4(cat) 2-methyl-2-pentanol MW: 102.17 g/mol d: 0.835 g/mL cost $70.7010 g Amount used: 2.00 g sulfuric acid cost: $50.90V500 mL Amount used: 0.5 mL 2-methyl-1-pentene MW: 84.16 gmol d: 0.682 g/ml cost: $148.00/25 mL Product mass: 1.25 g Table 14.4 'HNMR Spectral Analysis H# | Typical | Actual | Int. I Mult. | H# | Typical Actual | Int. | Mult. 0.8-1.0 1.6-1.9 4.6-5.0 N/A 1.6-1.9 1.2-1.4 0.8-1.0 1.20 1.71 1a 1b 1a 1b 4.66 4.70 1 1S 0.5-5.0 1.2-1.4 1.2-1.4 0.8-1.0 2.04 1.44 1.38 0.93 2 (OH 1.99 1.46 0.90 hex

Explanation / Answer

Yes, surely this reaction will take place, this is E1 type of elimination reaction,but you doen't get 100%this product,because formation of terminal alkene(minor) is thermodynamically unstable than formation of substituted alkene(major).

you can easily differentiate reactant and product. In reactant alcohol(OH) group was present and typical chemical shift value is 0.5-5.0(given), actual observed value is 2.04 with one singlet.

In product alcohol(OH) group was absent and newly formed alkene group typical chemical shift is 4.6-5.0 and actual chemical shift is 4.66 and 4.70 with two singlet.

Note: you can able to find whether the proton from alkene by coupling constant value.

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