
a)
Interpretation:
The product of the reaction shown if the reaction was conducted in DMSO with water is to be given. The complete mechanism of the reaction including appropriate regiochemistry and stereochemistry is also to be given.
Concept introduction:
The addition of halogens to
To give:
The product of the reaction shown if the reaction was conducted in DMSO with water and to give the complete mechanism of the reaction including appropriate regiochemistry and stereochemistry.
b)
Interpretation:
The product of the reaction shown if the reaction was conducted in DMSO with water is to be given. The complete mechanism of the reaction including appropriate regiochemistry and stereochemistry is also to be given.
Concept introduction:
The addition of halogens to alkenes in the presence of aqueous DMSO results in the anti addition of the halohydrin, HOX, to the double bond. In the first step a cyclic halonium ion is formed by the attack of the double bond on the halogen. In the second step water attacks the halonium ion from the least shielded side to give an anti addition product. The addition obeys Markovnikov orientation. The negative part (OH) adds to the doubly bonded carbon atom which has more number of substituents.
To give:
The product of the reaction shown if the reaction was conducted in DMSO with water and to give the complete mechanism of the reaction including appropriate regiochemistry and stereochemistry.
c)
Interpretation:
The product of the reaction shown if the reaction was conducted in DMSO with water is to be given. The complete mechanism of the reaction including appropriate regiochemistry and stereochemistry is also to be given.
Concept introduction:
The addition of halogens to alkenes in the presence of aqueous DMSO results in the anti addition of the halohydrin, HOX, to the double bond. In the first step a cyclic halonium ion is formed by the attack of the double bond on halogen. In the second step water attacks the halonium ion from the least shielded side to give an anti addition product. The addition obeys Markovnokov orientation. The negative part (OH) adds to the doubly bonded carbon atom which has more number of substituents.
To give:
The product of the reaction shown if the reaction was conducted in DMSO with water and to give the complete mechanism of the reaction including appropriate regiochemistry and stereochemistry.

Trending nowThis is a popular solution!

Chapter 8 Solutions
Organic Chemistry - With Access (Custom)
- Q5: Label each chiral carbon in the following molecules as R or S. Make sure the stereocenter to which each of your R/S assignments belong is perfectly clear to the grader. (8pts) R OCH 3 CI H S 2pts for each R/S HO R H !!! I OH CI HN CI R Harrow_forwardCalculate the proton and carbon chemical shifts for this structurearrow_forwardA. B. b. Now consider the two bicyclic molecules A. and B. Note that A. is a dianion and B. is a neutral molecule. One of these molecules is a highly reactive compound first characterized in frozen noble gas matrices, that self-reacts rapidly at temperatures above liquid nitrogen temperature. The other compound was isolated at room temperature in the early 1960s, and is a stable ligand used in organometallic chemistry. Which molecule is the more stable molecule, and why?arrow_forward
- A mixture of C7H12O2, C9H9OCl, biphenyl and acetone was put together in a gas chromatography tube. Please decide from the GC resutls which correspond to the peak for C7,C9 and biphenyl and explain the reasoning based on GC results. Eliminate unnecessary peaks from Gas Chromatography results.arrow_forwardIs the molecule chiral, meso, or achiral? CI .CH3 H₂C CIarrow_forwardPLEASE HELP ! URGENT!arrow_forward
- Identify priority of the substituents: CH3arrow_forwardHow many chiral carbons are in the molecule? OH F CI Brarrow_forwardA mixture of three compounds Phen-A, Acet-B and Rin-C was analyzed using TLC with 1:9 ethanol: hexane as the mobile phase. The TLC plate showed three spots of R, 0.1 and 0.2 and 0.3. Which of the three compounds (Phen-A; Acet-B or Rin-C) would have the highest (Blank 1), middle (Blank 2) and lowest (Blank 3) spot respectively? 0 CH: 0 CH, 0 H.C OH H.CN OH Acet-B Rin-C phen-A A A <arrow_forward
