Below is one of the steps in the synthesis. What type of reaction is it? Br , AICI, он Niraparib • RT Br 5 °C Bromination O Friedel Crafts alkylation Friedel Crafts acylation O Nucleophilic Acyl Substitution

Below is one of the steps in the synthesis. What type of reaction is it? Br , AICI, он Niraparib • RT Br 5 °C Bromination O Friedel Crafts alkylation Friedel Crafts acylation O Nucleophilic Acyl Substitution

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 78AP: Melamine, used as a fire retardant and a component of the writing surface of white boards, can be...

See similar textbooks

Related questions

Q: a) Propose a mechanism for this reaction. Нeat OH H20 200 °C

A: In this question, we have to find out the correct answer of given problem by the help of free…

Q: 5.2 Propose the mechanism for the following reaction. но. CH3 NaOEt 2 mol CH3 ELOH CH3

A: The given reaction is:-

Q: In EAS bromination reactions, a -NHCOCH3 substituent on the aromatic ring is: O an activator and an…

A: In electrophilic aromatic substistution (EAS), the substituent present on the aromatic ring direct…

Q: In synthesis shown in box, which of the following reagents is expected to give the indicated pro 1.…

A: Esters can undergo hydride reduction with LiAlH4 to form alcohol.

Q: Which of the following anions is the most nucleophilic in polar protic solvents? а. F- b. Cl- С. Br-…

Q: 1. Give the expected Zaitsev and anti-Zaitsev products in the following reactions. Label the Zaitsev…

A: See both type of products in red boxes.

Q: NO₂ A CI F B OMe Br C NO₂ E NO₂

A: Electron withdrawing group at para position facilates the aromatic nucleophilic substitution…

Q: The following reaction occurs by what mechanism? HO,S H,SO4/ SO3 100 C Select one: a. SN2 b.…

Q: Propose a plausible mechanism for the following transformation: معلی معلم OH H₂O* OH

A: H3O+ is hydronium ion. It is used as a catalyst in this reaction.

Q: MeO MeO. OH 5.0 eq. Li, ETOH HO. liq. NH3 MeO OMe OMe

A: In presence of Li/ liq NH3 or Na/ liq NH3 benzene undergoes birch reduction. Due to birch reduction…

Q: _6. Which of the following could undergo a nucleophilic aromatic substitution via addition-…

Q: Propose a mechanism for the following reaction, which is a synthesis of PEEK (see Section 26.6a.2).

Q: Which would be the best way to carry out the following synthesis? он ... A (1) t-BUOK, (2) BH3-THF,…

A: When the chloro compound is treated with strong base tBuOK then alkene is formed. It then reacts…

Q: Acetal can be used as a protecting group in synthesis. In which of the following syntheses islare…

Q: Which would be the best way to carry out the following synthesis? OH A (1) t-BUOK, (2) BH3 THF, (3)…

A: Reaction will go via E2 mechanism.

Q: Show how the following synthesis could be carried out. More than one step is required. он „CN (+…

A: We will write the conversion

Q: Part of Percy Julian's synthesis of physostigmine is shown below. Which set of reagents could…

Q: Reaction Substrate Reagents Products Bromination Br2 dioxane, 0 °C HNO3 acetic anhydride Nitration…

Q: Which site leads to the major mono substitution product in the electrophilic aromatic substitution…

Q: 1. Cl2, H20 2. NaOH Another mechanism for the formation of epoxides is through the formationofa…

A: There are number of functional group associated with organic compounds which impart specific…

Q: How does the rate of an SN1 reaction change as the alkyl group in the substrate alkyl halide changes…

Q: HO2C CH2N2 H H Me., Me Et20 90 & (4 steps) Me., Me Me Me

A: Diazomethane (CH2N2) reacts with carboxylic acid to form methyl ester. CH2N2 abstracts proton from…

Q: Nucleophilic/basic attack in the presence of multiple places that could react, can you selectively…

Q: Complete the following generic reaction mechanism for carboxylic acid derivatives under the…

A: The reactants and conditions given are,

Q: Where would we expect to find the labeled oxygen, if we carried out an acid hydrolysis of…

A: The details solution for this reaction is provided below in attach image.

Q: O3 H20, Zn

A: Ozonolysis followed by reductive workup:

Q: Which of the following is a major product of the reaction sequence shown in the box? NABH4 HCI, H20…

A: Organic reactions are those in which organic reactant react to form organic products.

Q: A nucleophilic substitution reaction is shown below. Identify the nucleophile. I A) CH:S- B) Na II…

A: Nucleophile: In a chemical reaction a nucleophile is a species that forms bonds with electrophiles…

Q: How would you carry out the following synthesis? CCH3 SO3H

Q: 20) Provide the mechanism and draw the structure of the major product of the following reaction:…

Q: OVERALL REACTION Michael reaction NaOCH, CH,OH H3CO OCH3 H,CO. OCH3 mesityl oxide dimethyl malonate…

A: The reaction taking place is given as,

Q: 19. Rank the nucleophilicity for halides: a. F> Cl > Br >I b. Cl>F> Br >I c. I> Br> Cl>F d. I> Cl >…

A: Applying concept of reaction mechanism and reagent.

Q: What will be the major product of the shown elimination (E2) reaction: Br H DBU DMSO C D E 04.D O5 B

A: E2 is bimolecular elimination reaction. In E2 mechanism, the leaving group and the beta hydrogen…

Q: DMSO KOt-Bu KBr + major product & NaCl a = Electrophilic addition d = SN2 Nucleophilic substitution…

A: The mechanism carried out in the given reactions are:

Q: „NH2 Br II II IV V

A: Concept is based on electrophilic aromatic substitution reactions.

Q: b. Enolate chemistry facilitate many C-C bond-forming reactions, including Aldol reactions, Claisen…

A: Michael addition

Q: 1. Cl2, H20 2. NaOH Another mechanism for the formation of epoxides is through the formation of a…

Q: 5. Propose a plausible mechanism for the following transformation: NaOH, H20 Heat

A: Given that we have to propose a plausible mechanism for the following transformation :

Q: Predict the major product(s) of electrophilic aromatic substitution

A: Electrophilic aromatic substitution is a chemical reaction in which the electrophile attacks the…

Q: For the following multi-step reaction, read the curved arrows and identify the sequence of…

A: Nucleophile is the species having extra electrons ( lone pairs or negative charge) to donate.

Q: CH31 Na Rate=k[substrate][nucleophile] ОН Br "Br H20

Q: show the generation of the electrophile and predict the products.(a) benzene + cyclohexene + HF (b)…

A: (a) benzene + cyclohexene + HF=? When benzene react with cyclohexene in presence of HF to give…

Q: Which site on the benzene derivative shown below is the most likely to undergo electrophilic…

A: Since attacking species is a electrophile so that the site on which it attacks must be neutral or…

Q: Please explain the mechanism of the following reaction and why these products are formed in equal…

Q: 3. Radical Addition of HBr: Anti-Markovnikov Addition Br HBr t-Bu-OOH

A: The Anti Markovnikov rule states that, in addition to alkene or alkyne reactions, the proton is…

Q: CH3-Br Ag,0 C5H13N N(CH3)3 H20 (heat) (еxcess)

A: Interpretation - To write the reactant in the following reaction sequence which is given as above in…

Q: 1c. What is the nucleophile in the following reaction? Br CH;COO Na L0OCCH3 + + NaBr 1d. What is the…

Q: The reactive electrophile in Friedel-Crafts acylation reactions. O R3c+ O RC= R-C = o+ ONO2 ONO O…

A: Friedel-Crafts acylation: The electrophilic substitution reaction of benzene with acetyl chloride…

Q: Which of the following steps would not be used in the following synthetic transformation? + En O 1…

Question

Below is the structure of Niraparib (Zejula®), a drug used in recurrent ovarian
cancer.
H
N-
EN
H2N
Niraparib Zejula®
Below is one of the steps in the synthesis. What type of reaction is it?
Br
AIC,
OH
Niraparib
5 °C
> RT
Br
O Bromination
O Friedel Crafts alkylation
O Friedel Crafts acylation
O Nucleophilic Acyl Substitution

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

Answer

VIEW

Step 2

VIEW

Step by step

Solved in 2 steps

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Selection Rules for Pericyclic Reactions

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

Tunicates are marine animals that are called "sea squirts" because when they are taken out of water, they tend to contract and expel seawater. Lepadiformine is a cytotoxic agent (toxic to cells) isolated from a marine tunicate. During a recent synthesis of lepadiformine, the investigators observed the formation of an interesting by-product (3) while treating diol 1 with a reagent similar in function to PBr3 (J. Org. Chem. 2012, 77, 3390–3400):
What steps are needed to prepare phenylacetylene, C6H5C = CH, from each compound: (a) C6H5CH2CHBr2; (b) C6H5CHBrCH3; (c) C6H5CH2CH2OH?
Which compounds from 5a-d will react with hydroxide in the fashion shown. Which reaction will be the fastest and slowest? Explain using knowledge of carbonyl chemistry, pka and leaving groups.
Provide a reasonable arrow-pushing mechanism for Reaction 5b, and explain the the stereochemical outcome. 5d below
LDA/THF, 78°Clongrightarrow Predict the major product of the following a- halogenation/a - alkylation reactions under the given reaction conditions.
Below is the equation for a nucleophilic substitution reaction and some experimental data. CH3CH2Br + CH3COO- ⇌ CH3CH2CO2CH3 + Br- Rate = k [CH3CH2Br][CH3COO-] Which mechanism would best fit the data?
A. propose the efficient synthesis and the mechanism B. give the products for each step and the final product
Complete the flowchart by drawing the resulting structures of each reaction. A. B. C. D. E. F. G. H. I.
Explain how and why rearrangements occurduring Friedel-Crafts alkylation reactions formingmore than 1 product. Also illustrate therearrangement reaction from the aboveexample.
The addition of H2O with ethynylcyclohexane will lead to what major product?
Melamine, used as a fire retardant and a component of the writing surface of white boards, can be prepared from s-trichlorotriazine through a series of SNAr reactions with ammonia. The first substitution takes place rapidly at room temperature. The second substitution takes place near 100 Â°C, and the third substitution requires even higher temperature and pressure. Provide an explanation fatr this reactivity.
Alcohols can undergo a lot of different reaction mechanims. If the alcohol group (OH) is attaached to an aromatic core, how will the chemistry change as compared to a typical alkyl alcohol? A) The OH group will become more polarised and more nucleophilic. B) The OH group will become more susceptible to oxidation C) The OH group will become more polarised and therefore basic D) The OH group will become more polarised and therefore acidic.