Question

In: Chemistry

1. Which of the following alkyl halides would not be suitable to make a Wittig reagent...

1. Which of the following alkyl halides would not be suitable to make a Wittig reagent

1-bromo-2-methylpropane

2-bromobutane

2-bromo-2-methylpropane

(Bromomethyl)cyclopentane

Solutions

Expert Solution

Witting Reaction-

Witting reaction is a mechanism for conversion of an aldehyde or ketone into an alkene using wittng reagent.

Now witting regent is an organophosphorous complex which can be prepared from the reaction of an Alkyl halide and trialkyl phosphine.

The mechanism of formation of witting reagent is SN2. So the best alkyl halides for this are Methyl and Primary alkyl halides. As we know SN2 mechanism is very fast for methyla and Primary alkyl halides, where as completely absent for tertiary alkyl halides.

So from the given options, 2-bromo-2-methylpropane is a tertiary alkyl halide. So it is not suitable to make a Wittig reagent

queen_honey_blossom answered 1 year ago
Next > < Previous

Related Solutions

Decide the mechanism by which the following alkyl halides will be converted to alcohols by the...
Decide the mechanism by which the following alkyl halides will be converted to alcohols by the substitution of the nucleophile, OH-. R-X + OH- → R-OH + X- 3-chloro-2,2-dimethylbutane 1-bromo-1-methylcyclohexane 3-chloro-3-ethylpentane 1-chloro-3-methylbutane
Decide the mechanism by which the following alkyl halides will be converted to alcohols by the...
Decide the mechanism by which the following alkyl halides will be converted to alcohols by the substitution of the nucleophile, OH-. The options are: SN1, SN2, more information needed 1-bromo-2,3-dimethylbutane 2-chloro-2,3,3-trimethylbutane 4-iodo-3-ethylhexane 3-chloro-2,2-dimethylbutane
Show how you might synthesize the following compounds, using acetylene and any suitable alkyl halides as...
Show how you might synthesize the following compounds, using acetylene and any suitable alkyl halides as your starting materials. if the compound given cannot be synthesized by this method, explain why. A. hex-1-yne B. hex-1-yne C. hex-3-yne D. 4-methylhex-yne E. 5-methylhex-2-yne F. cyclodecyne
SN2 Reactions of Alkyl Halides 1.a) Which alkyl bromide reacted fastest with sodium iodide in acetone:...
SN2 Reactions of Alkyl Halides 1.a) Which alkyl bromide reacted fastest with sodium iodide in acetone: 1-bromobutane, 2-bromobutane or 2-bromo-2-methylpropane? b) Which alkyl bromide reacted slowest? Explain how the structure of the alkyl halide affects the rate of an SN2 reaction. 2. a)Which alkyl bromide reacted faster with sodium iodide in acetone: 1-bromobutane or 1-bromo2,2-dimethylpropane (neopentyl bromide)? b)Both of these are primary halides. Why was there a difference in reactivity? 3.a)Which halide reacted faster with sodium iodide in acetone: 1-bromobutane...
Why is AgNO3/ethanol especially suitable for comparing the relative reactivity of various alkyl halides toward SN1...
Why is AgNO3/ethanol especially suitable for comparing the relative reactivity of various alkyl halides toward SN1 reactions? Comment on the nature of the nucleophile, the nature of the solvent and the ease with which the occurrence of reaction can be detected
1. Explain which of the conversion methods would be suitable for the following. Justify your choice:...
1. Explain which of the conversion methods would be suitable for the following. Justify your choice: a) Upgrading the software for an Automatic Banking Machine (ABM/ATM) b) Adding a new inventory system along with new computerized cash registers in a supermarket c) Implementing a student course management system in a university 2. List four reasons why your participation as a user of an information system is critical during the systems development life cycle, linking the concepts of user involvement and...
Which of the following variables yields data that would be suitable for use in a histogram?...
Which of the following variables yields data that would be suitable for use in a histogram? __________ the time concentrating on a math problem color of hair brand of TV gender of a student
Calculate the amount of reagent and water required to make the following solutions: 1.) 650 mL...
Calculate the amount of reagent and water required to make the following solutions: 1.) 650 mL of 25 mM MgCl2 2.) 400 mL of 5% Na2HCO3 3.) 25 mL of 2.5 M NaCl 4.) 1.5 L of 45 uM CaCl2
Would the glucose test be suitable for analyzing the following samples? Which of the three unknown...
Would the glucose test be suitable for analyzing the following samples? Which of the three unknown enzyme treatments would give positive results? Explain your answers. the amount of glucose present in a fruit the amount of carbohydrates in a beverage sweetened with high fructose corn syrup the number of monosaccharides present in a bacterial sample
Which of the following acids would be most suitable for preparing a buffer of pH 3.10...
Which of the following acids would be most suitable for preparing a buffer of pH 3.10 and why: hydrogen peroxide (pKa= 11.65), propanoic acid (pKa=4.874), cyanoacetic acid (pKa= 2.472), and 4-aminobenzenesulfonic acid (pKa=3.232)?
ADVERTISEMENT
Subjects
ADVERTISEMENT
Latest Questions
ADVERTISEMENT