4. (2 pts) Treating 3-methyl-2-butanol (see the following reaction) yields 2-bromo-2-methylbutane as the sole product. Propose...
1. Preparation of 2-chloro-2-methylbutane from 2-methyl-2-butanol involves Sw1 reaction mechanism. What does Sw1 mean? (1 pts) 2. This reaction prefers to undergo via Sw1 mechanism over Sw2. Why? (3 pts) 3. Write the structure of carbocation and nucleophile involved in this reaction. (2 pts) 4. Substrate alcohol (2-methyl-2-butanol) consists a poor leaving group (OH group). How do you covert this poor leaving group into good leaving group? (2 pts) 5. Which will be the bottom layer between aqueous and organic...
Draw the detailed SN1 mechanism for the reaction between 2-methyl-2-butanol and HCl to produce 2-chloro-2-methylbutane. 1. Draw the detailed Sn1 mechanism for the reaction between 2-methyl-2-butanol and HCl to produce 2-chloro-2-methylbutane. (3 pts)
Question 53 Propose an efficient synthesis of 2-bromo-3-methylbutane using 2-methyl-2-butene. HBr H20 HBr ०००० ROOR ₹₹₹₹ Brz H20+ Br2 hv
On standing, 2-bromo-3-methylbutane is converted into 2-bromo-2-methytbutane. Propose a curved-arrow mechanism for this transformation. The reaction of butylamine, CH_3(CH_2)NH_2, with 1-bromoethane in 60% aqueous ethanol follows the rate law Rate = k[butylamine][1-bromobutane] The product of the reaction is (CH_3CH_2CH_2CH_2)_2NH_2-Br^-. The following very similar reaction, however, has a first order rate law: Give a mechanism for each reaction that is consistent with its rate law and with other facts about nucleophilic substitution reactions. Use the curved-arrow formalism.
1. 3-methyl-1-butene on reaction with H-Cl forms two products, namely 2-chloro-3- methylbutane (minor) and 2-chloro-2-methylbutane (major). Illustrate the mechanism for the formation of these two products. Use curved arrows to illustrate electron movement and all intermediates must be shown. 2. 3,3-dimethyl-1-butene on reaction with HBr forms two products, namely 3-bromo-2,2- dimethylbutane (minor) and 2-bromo-2,3-dimethylbutane (major). Illustrate the mechanism for the formation of these two products. Use curved arrows to illustrate electron movement and all intermediates must be shown. 3. Calculate...
A student was planning to synthesize 2-chloro-3-methylbutane from 3-methyl-2-butanol using concentrated HCl, similar to the reaction you did. When the experiment was carried out, the product isolated was 2-chloro-2-methylbutane. Explain these results by showing a plausible mechanism for the formation of 2-chloro-2-methylbutane under these reaction conditions. (Hint: it is an SN1 reaction, but think about what can happen to the carbocation intermediate that we learned about in lecture to cause that product to form.)
For the reaction below, focus only on 2-methyl-2-butanol (starting material) and 2-chloro-2-methylbutane (desired product). We will not analyze HCl or H2O by IR. From the two IR spectra below, identify which spectrum belongs to which molecule. Then label the IR spectrum with the molecule’s characteristic IR peaks. Highlight or place a box around the most characteristic peak in the starting material’s IR. You do not need to label the fingerprint region. For the reaction below, focus only on 2-methyl-2-butanol...
31. What is the best term to describe the rearrangement that causes the formation of 2-methyl-2-butanol from methylbutane? (a) 1,2-hydride shift (b) 1,3-hydride shift (c) 1,2-tectonic shift (d) 1,3-methyl shift 32. What stereochemistry is needed for an E2 reaction? (a) Anti-coplanar arrangement with H and X on adjacent carbons. (b) Syn-coplanar arrangement with H and X in adjacent carbons. (c) Hand X are on the same carbon. (d) H and X are two carbons apart. 33. What conditions are best...
The reaction is: 2-methyl-2-butanol + HCl --> 2-chloro-2-methylbutane via an SN1 reaction. Experiment 4: Synthesis of a tertiary alkyl halide Page 3 of 6 Distillation is a technique that is to purify liquid compounds. Use theoretical data to explain how distillation is used to separate the target product in this reaction from any residual unreacted starting material in the reaction. [2 marks]
In the lab, Cassandra the Chemist™ studied the reaction between 2-bromo-3-methyl pentane with a base under the presence of heat. During her studies, she found that the reaction rate doubled when she doubled the amount of the base. Draw a full, arrow-pushing, mechanism of the above reaction showing the most prevalent product formed. 11. (22 pts) In the lab, Cassandra the Chemist"M pentane with a base under the presence of heat. During her studies, she found that the reaction studied...