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प्रश्न
Identify 'A' in the following reaction -
(a) 2- Bromo-2 methylbutane
(b) 1 -Bromo-2,2-dimethylpropane
(c) 1 - Bromo - 3 -methylbutane
(d) 1 - Bromo- 2 -methylpropane
उत्तर
1 -Bromo-2,2-dimethylpropane
APPEARS IN
संबंधित प्रश्न
Write the structure of an isomer of compound C4H9Br which is most reactive towards SN1 reaction
Give reasons for the following:
(CH3)3C–O–CH3 on reaction with HI gives (CH3)3C–I and CH3–OH as the main products and not (CH3)3C–OH and CH3–I.
Which would undergo SN2 reaction faster in the following pair and why ?
Which alkyl halide from the following pair would you expect to react more rapidly by an SN2 mechanism? Explain your answer.
CH3CH2CH2CH2Br or \[\begin{array}{cc}
\ce{CH3CH2CHCH3}\\
\phantom{...}|\\
\phantom{....}\ce{Br}\
\end{array}\]
Which compound in the following pair will react faster in SN2 reaction with OH−?
CH3Br or CH3I
How will you bring about the following conversion?
Toluene to benzyl alcohol
Write the structure of the major organic product in the following reaction:
\[\ce{CH3CH2Br + KCN ->[aq.ethanol]}\]
Write the structure of the major organic product in the following reaction:
\[\ce{CH3CH2CH2OH + SOCl2 ->}\]
What happens when ethyl chloride is treated with aqueous KOH?
Given reasons: SN1 reactions are accompanied by racemization in optically active alkyl halides.
AgCN reacts with haloalkanes to form isocyanide. Haloalkanes react with KCN to form alkyl cyanides as the main product. Why?
In the reaction, \[\ce{R - X + NaOR' -> ROR’ + X}\] ( – ve ion). The main product formed is:
Which of the following is optically inactive?
Which of the following reactions is an example of nucleophilic substitution reaction?
In the SN1 reaction, racemization takes place. It is due to:
Optically active isomers but not mirror images are called ____________.
The process of separation of a racemic modification into d and l-enantiomers is called ____________.
2-Bromopentane is heated with potassium ethoxide in ethanol. The major product obtained is ____________.
The reaction of C6H5–CH=CH–CH3 with HBr produces:
Read the passage given below and answer the following question:
Nucleophilic substitution reaction of haloalkane can be conducted according to both SN1 and SN2 mechanisms. However, which mechanism it is based on is related to such factors as the structure of haloalkane, and properties of leaving group, nucleophilic reagent and solvent.
Influences of halogen: No matter which mechanism the nucleophilic substitution reaction is based on, the leaving group always leave the central carbon atom with electron pair. This is just the opposite of the situation that nucleophilic reagent attacks the central carbon atom with electron pair. Therefore, the weaker the alkalinity of leaving group is, the more stable the anion formed is and it will be more easier for the leaving group to leave the central carbon atom; that is to say, the reactant is more easier to be substituted. The alkalinity order of halogen ion is I− < Br− < Cl− < F− and the order of their leaving tendency should be I− > Br− > Cl− > F−. Therefore, in four halides with the same alkyl and different halogens, the order of substitution reaction rate is RI > RBr > RCl > RF. In addition, if the leaving group is very easy to leave, many carbocation intermediates are generated in the reaction and the reaction is based on SN1 mechanism. If the leaving group is not easy to leave, the reaction is based on SN2 a mechanism.
Influences of solvent polarity: In SN1 reaction, the polarity of the system increases from the reactant to the transition state, because polar solvent has a greater stabilizing effect on the transition state than the reactant, thereby reduce activation energy and accelerate the reaction. In SN2 reaction, the polarity of the system generally does not change from the reactant to the transition state and only charge dispersion occurs. At this time, polar solvent has a great stabilizing effect on Nu than the transition state, thereby increasing activation energy and slow down the reaction rate. For example, the decomposition rate (SN1) of tertiary chlorobutane in 25℃ water (dielectric constant 79) is 300000 times faster than in ethanol (dielectric constant 24). The reaction rate (SN2) of 2-bromopropane and NaOH in ethanol containing 40% water is twice slower than in absolute ethanol. In a word, the level of solvent polarity has influence on both SN1 and SN2 reactions, but with different results. Generally speaking, weak polar solvent is favorable for SN2 reaction, while strong polar solvent is favorable for SN1 reaction, because only under the action of polar solvent can halogenated hydrocarbon dissociate into carbocation and halogen ion and solvents with a strong polarity is favorable for solvation of carbocation, increasing its stability. Generally speaking, the substitution reaction of tertiary haloalkane is based on SN1 mechanism in solvents with a strong polarity (for example, ethanol containing water).
Nucleophilic substitution will be fastest in case of ______.
A primary alkyl halide would prefer to undergo ______.
Cyanide ion acts as an ambident nucleophile. From which end it acts as a stronger nucleophile in aqueous medium? Give reason for your answer.
Match the reactions given in Column I with the types of reactions given in Column II.
| Column I | Column II | |
| (i) |  |
(a) Nucleophilic aromatic substitution |
| (ii) | \[\begin{array}{cc} \ce{CH3 - CH = CH2 + HBr -> CH3 - CH - CH3}\\ \phantom{............................}|\phantom{}\\ \phantom{.............................}\ce{Br}\phantom{} \end{array}\] |
(b) Electrophilic aromatic substitution |
| (iii) |  |
(c) Saytzeff elimination |
| (iv) |  |
(d) Electrophilic addition |
| (v) | \[\begin{array}{cc} \ce{CH3 CH2 CH CH3 ->[alc.KOH] CH3 CH = CH CH3}\\ \phantom{}|\phantom{..........................}\\ \phantom{}\ce{Br}\phantom{........................} \end{array}\] |
(e) Nucleophilic substitution (SN1) |
When CH3CH2CHCl2 is treated NaNH2 product formed is:-
The number of chiral alcohol (s) with molecular formula C4H10O is ______.
Among the following compounds I - IV, which one forms a yellow precipitate on reacting sequentially with (i) NaOH (ii) dil. HNO3 (iii) AgNO3?
 |
 |
 |
 |
| I | II | III | IV |
Racemisation occurs in ______.
Arrange the following compounds in increasing order of reactivity towards SN2 reaction.
2-Bromopentane, 1-Bromopentane, 2-Bromo-2-methylbutane
Convert bromoethane to propanamine.
