Answered: Benzyl chloride undergoes bimolecular…

Benzyl chloride undergoes bimolecular substitution with aqueous NaOH. (i) Deduce the rate law for this reaction. (ii) Outline the mechanism involved.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 28VC

See similar textbooks

Related questions

Q: Predict the products formed when cyclohexanone reacts with the following reagents.(a) CH3NH2, H

A: When ketone reacts with primary amine in presence of acid, then an imine is formed.

Q: When ethyl bromide is added to potassium tert-butoxide, the product is ethyl tert-butyl ether.(a)…

A: When ethyl bromide is added to potassium-tert-butoxide it produces the product ethyl t-butyl ether.

Q: Alkyl halides undergo nucleophilic substitution and elimination reactions. When the kinetics of the…

A: The given reaction gives the nucleophilic substituted product as well as elimination product.

Q: Ethane reacts with chlorine (Cl2) in the presence of ultra-violet (UV) light, to produce…

A: When Ethane reacts with Chlorine gas in presence of ultraviolet light, it gives 1-chloroethane ,…

Q: (a) A hydrocarbon isolated from fish oil and from plankton was identified as…

A: The spatial arrangement of atoms in a compound is represented by the formula named as structural…

Q: Industrial chemistry: Provide a mechanism for the hydrocracking of n-Heptane in the presence of…

A: In the mechanism involving hydrocracking of n-heptane, primary step involves the removal of H2…

Q: Predict the major products of the following reactions: (a) Nitration of bromobenzene (b) Bromination…

A: Since you have posted multiple sub-parts, the answer for first three sub-parts are given below.…

Q: For each reaction, give the expected substitution product, and predict whether the mechanism will be…

A: (a) Given reaction, cyclohexyl bromide + methanol

Q: 1. Deduce the structure of each compound from the information given. All unknowns in this problem…

A: The organic reaction in which the unsaturated bonds of alkynes, alkenes and azo compounds are break…

Q: When tert-butyl bromide is heated with an equal amount of ethanol in an inert solvent, one of the…

A: A + B ------> C + D - d[A] / dt = -d[B] / dt = k [A][B]

Q: The ethylation of benzene is an electrophilic substitution reaction. Identify the electrophile in…

Q: Two organic compounds D and F with molecular formula C4H9Br react with suitable reagents to form E…

A: SN1 - Unimolecular nucleophilic substitution reaction The SN1 reaction involves two steps The…

Q: Write the reagent or draw structures of the starting material or organic product(s) in the following…

A: (a) Elimination reaction(b) Aromatic electrophilic substitution reaction

Q: A compound with formula C7H12O is treated with sodium borohydride in methanol to yield…

A: Given, A compound with formula C7H12O is treated with sodium borohydride (NaBH4) in methanol (CH3OH)…

Q: Propose structures for molecules that fit the following descriptions:(a) An aldehyde with the…

A: There are different types of organic compounds, which are named based on the functional group…

Q: 3-Chloro-2-methylpropene reacts with sodium methoxide in methanol to form 3-methoxy-2-methylpropene.…

A: (a) dimethyl sulfoxide (DMSO) is used in place of methanol Ans : the reaction we see above that…

Q: Explain why methyl trifluoroacetate, CF3CO2CH3, is more reactive than methyl acetate, CH3CO2CH3, in…

A: In nucleophilic acyl substitution reactions,nucleophile attacks on the electron deficient carbon…

Q: The relative rates of reaction of ethane, toluene, and ethylbenzene with bromine atoms have been…

A: We have find out the answer.

Q: Rank the compounds in each group in order of increasing reactivity in electrophilic aromatic…

Q: (a) Draw the structure of a compound of molecular formula C6H10 that reacts with H2 in the presence…

A: H2 in the presence of Pd-C reacts with alkenes or alkynes to reduce them to alkanes or alkenes…

Q: Give an IUPAC and common name for each of the following naturally occurring carboxylic acids: (a)…

A: IUPAC name and common name: (a). CH3CH(OH)CO2H (lactic acid): The chain of lactic acid has three…

Q: Ciprofloxacin is a member of the fluoroquinolone class of antibiotics.(a) Which of its rings are…

A: For a ring to be aromatic, it should be cyclic, planar, completely conjugated and must contain…

Q: (b) 3-methyl-2-butanol reacts with concentrated sulphuric acid to form 2-methyl-2- butene. Write the…

A: This is a dehydration reaction in which alcohol reacts with conc sulphuric acid to gives alkene

Q: Following is a balanced equation for bromination of toluene.(a) Using the values for bond…

A: The Bond Dissociation Enthalpy (BDE) for toluene is 376 kJ/mol. The BDE for bromine is 192 kJ/mol.…

Concept explainers

Sulfur Functional Groups

Many organic molecules contain sulfur functional groups and have their own importance in chemistry as well as biology. Some of the organic molecules which contain sulfur functional groups and the corresponding sulfur functionality is given below:

Question

Benzyl chloride undergoes bimolecular substitution with aqueous NaOH.
(i)
Deduce the rate law for this reaction.
(ii)
Outline the mechanism involved.

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Step 3

VIEW

Step by step

Solved in 3 steps with 3 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

1) The carbon-oxygen double bond present in aldehydes and ketones is very polar. What does this mean and how does it arise? 2) The carbon-oxygen double bond is readily attacked by nucleophiles like cyanide ions or ammonia. (i) What do you understand by the term nucleophile? (ii) Which part of the carbon-oxygen double bond is attractive to nucleophiles? 3) Why is there a difference between aldehydes and ketones in their response to oxidizing agents such as potassium dichromate(VI) solution acidified with dilute sulfuric acid?
(a) rate at which the following alcohols undergo dehydration to form alkenes in sulfuric acid OH OH OH (b) rate at which the following alkenes undergo addition with HBr to form an alkyl halide
A problem often encountered in the oxidation of primary alcohols to acids is that esters are sometimes produced as by-products. For example, oxidation of ethanol yields acetic acid and ethyl acetate: Propose a mechanism to account for the formation of ethyl acetate. Take into account the reversible reaction between aldehydes and alcohols:
Predict the major products formed when benzoyl chloride (PhCOCl) reacts with the following reagents.(a) ethanol (b) sodium acetate (c) aniline
Propose structures for molecules that fit the following descriptions:(a) An aldehyde with the formula C5H10O(b) An ester with the formula C6H12O2(c) A compound with the formula C3H7NOS that is both anamide and a thiol
(c) Arrange the following compounds in order of increasing acidity, and explain the reasons for your choice of order: phenol, cyclohexanol, 2-fluorocyclohexanol, 2-fluorophenol.
Furan undergoes electrophilic aromatic substitution more readily than benzene; mild reagents and conditions are sufficient.For example, furan reacts with bromine to give 2-bromofuran.(a) Propose mechanisms for the bromination of furan at the 2-position and at the 3-position. Draw the resonance forms ofeach sigma complex, and compare their stabilities.(b) Explain why furan undergoes bromination (and other electrophilic aromatic substitutions) primarily at the 2-position.O Br O123furan 2-bromofuran
A synthetic organic molecule, G, which contains both aldehyde and ether functional groups, is subjected to a series of reactions in a multi-step synthesis pathway. In the first step, G undergoes a Wittig reaction, leading to the formation of an alkene, H. Subsequently, H is treated with an ozone (O3) reagent followed by a reducing agent in an ozonolysis reaction, resulting in the formation of two different products, I and J. Considering the functional groups present in G and the nature of the reactions involved, what are the most probable structures or functional groups present in products I and J? A. I contains a carboxylic acid group, and J contains an aldehyde group. B. I contains a ketone group, and J contains an alcohol group. C. I and J both contain aldehyde groups. D. I contains an ester group, and J contains a ketone group. Don't use chat gpt.
When 1,4-dibromobutane was treated with excess ethanamine at propanone, the main product had the molecular formula C6H13N. Deduce the structure of this product by proposing a mechanism for the reaction.
The relative rates of reaction of ethane, toluene, and ethylbenzene with bromine atoms have been measured. The most reactive hydrocarbon undergoes hydrogen atom abstraction a million times faster than does the least reactive one. Arrange these hydrocarbons order of decreasing reactivity.
The odor of ripe bananas and many other fruits is due to the presence of esters. For example: Banana oil (isopentyl acetate) (a) Write the name (common or IUPAC) of the ester responsible for the fragrance of the following: pineapple, orange, apple, peach, & lavender (b) Choose one fragrant from (a) and name the alcohol and the carboxylic acid needed to synthesize this ester. (c) Show the detailed mechanism of the Fischer Esterification reaction that will be involved in the synthesis of the fragrant you have chosen in part (a).
(a) The Friedel-Crafts reaction of benzene with 2-chloro-3-methylbutane in the presence of AlCl3 occurs with a carbocation rearrangement. Give mechanistic explanation and the product formed. (b) Predict the product(s) will be formed from the following reactions: (i) Bromination of p-methylbenzoic acid (ii) Sulphonation of m-bromoanisole (iii) Friedel-craft acylation of o-bromonitrobenzene