Complete the curved arrow electron-pushing mechanism and predict the major organic product of the reaction when CICH₂CD₂CH₂ is treated with hydroxide in ethanol as shown in the image. :CI: CH3CH₂OH H-O: + H( H ICH 3 D D Product + :CI:
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- We are synthesizing an Alcohol by Hydrating an Alkene, We are using hex-1-ene and sulfuric acid. What possible products would come from this and how do I know which is the major?4. Protonation of alcohol A and subsequent loss of water, produces the intermediate B. CH3 CH; CH, CH, — с — сH, CH, CH;CH, - C- CH, CH; | OH A B (a) (i) Name alcohol A. (11) What type of species is intermediate B? (iii) Draw the structures of the two alkenes which can be formed from species B by removal of a proton. Label as C the alkene which shows geometrical isomerism. (b) The intermediate B is readily attacked by nucleophiles such as water. What is the essential feature of a nucleophile? (c) State what final colour you would see if alcohol A were warmed with acidified potassium dichromate(VI). Explain your answer. Colour Explanation . (ii) Draw two structural isomers of alcohol A which form branched chain ketones when heated with acidified potassium dichromate(VI), but which could not form alkene C on dehydration.Following are the steps in the industrial synthesis of glycerin. Provide structures for all intermediate compounds (AD) and describe the type of mechanism by which each is formed.
- (b) Consider the reaction of 1-bromobutane with a large excess of ammonia (NH3). Draw the reactants, the transition state, andthe products. Note that the initial product is the salt of an amine (RNH3+ Br - ), which is deprotonated by the excess ammonia to give the amine.Draw the organic product of the following reaction. CH3 m-CICgH,CO;H • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If the reaction produces a racemic mixture, just draw one stereoisomer. • If more than one product is possible, only draw the major product. opy asteHC CH CH3CO2H H,SO, H3C-C-O-C=CH2 H HgSO, Acetylene Acetic Acid Vinyl acetate Acetylene reacts with acetic acid in the presence of H,SO4 and HgSO4 to yield vinyl acetate, a monomer used in the production of poly(vinyl acetate). The reaction mechanism includes the following steps: 1. Formation of a bridged mercurinium ion intermediate between Hg- and acetylene; 2. Addition of acetic acid to open the three-membered ring; 3. Proton transfer to solvent to give an organomercury vinyl ester3; 4. Addition of H to the alkene to form a carbocation; 2+ 5. Expulsion of Hg²+ to form the alkene. Diagram the mechanism on a separate sheet of paper, and then draw the structure of the product(s) of step 3. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Draw organic species only. • Do not include counter-ions, e.g., Na, I, in your answer.
- Alkenes can be converted to alcohols by hydroboration-oxidation. (a) Draw the structure of the alcohol or alcohols formed in the reaction sequence. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two O Hint in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds.(b) Characterize the product or products of the reactions. The first step of the reaction, hydroboration, involves addition of BH, to the double bond, with -BH, attached to one carbon and hydrogen Be sure to draw hydrogens on oxygen, where applicable. attached to the other. Consider both Rings the regioselectivity and the Select Draw More Erase stereochemistry of this addition. H Diborane, B,H,, is a source of borane, BH,, and can be used 1. B2H6, interchangeably. Diglyme is a solvent. diglyme 2. H2О2, НО", The product or products of the reaction are characterized as being O S. O racemic. O achiral. O R,S (and/or S,R). O R. O S,S. O R.R. O diastereomers.In the following structure I have abbreviated the long carbon chain as an R group. Provide the two major products of the following reaction (Hint: Must consider stereochemistry!). HO H R H Br₂ What is the isomeric relationship of the two products?Which type of reaction – addition, elimination, rearrangement, substitution,- best describes each of the following? OLi (а) MeLi + Me H (Б) Me2NOH + (c) to (d) H2O -ОН +
- (a) What happens when CH3—O—CH<sub3 is heated with HI?(b) Explain mechanism for hydration of acid catalyzed ethene :CH2 = CH2 + HzO CH3—CH,—OH6) Which is the organic product for the following reaction? (a) (b) (c) (d) LOH OH COOH OH OH COOH COOH KMnO4 H₂O (e) None of the above products will be formedThe two reactants shown below are combined to bring about a nucleophilic substitution reaction O NaOCCH, Which letter designates the electrophilic carbon at which substitution occurs? (If no reaction occurs enter the letter corresponding O b Oc Od O none + Br CH₂CH₂CHCH₂