Answered: Propose a synthesis starting only with…

Propose a synthesis starting only with cyanobenzene. Show the intermediates at each step and reagents needed. 0=060 CN 5

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 64AP: The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold...

See similar textbooks

Related questions

Q: 1. LiAIH4 (xs) 2. H2O OH

A: Benzoyl chloride can be reduced to benzyl alcohol by lithium aluminum hydride (LiAlH4). In this…

Q: Draw the carbocation intermediate that is formed in the following process. H*

A: The reactive intermediate species in which a carbon atom forms only three bonds and contains a…

Q: Which would be the major isolated organic product of the reaction shown? H₂SO4, HgSO4 H₂O B) OH daly…

A: Alkyne gives a hydration reaction in the presence of sulfuric acid and a mercuric acid catalyst to…

Q: Which compounds contain stereocentres? I. 2-methylpentane II. chlorocyclohexane 3-methyl-2-butanol…

A: The carbon atom having 4 different groups attached to it is called chiral carbon. That chiral carbon…

Q: Nested Styrofoam cups Water Sample A 30.0 g metal cube is heated to a temperature of 100.0°C and…

A: The coffee-cup calorimeter is a non-ideal calorimeter that is used to measure the change in enthalpy…

Q: In the sketch box, modify the given structure to draw the major produc ? 1) R₂BH 2) H₂O₂, NaOH

A: Given is organic reaction.This is hydroboration followed by oxidation reaction.

Q: What is the dilution of serum in a tube containing 200 µl of serum, 500 µl of saline and 300 µl of…

A: The objective of this question is to calculate the dilution of serum in a mixture. Dilution is a…

Q: When CH3CH2Ch2COOH is treated with Na2CO3, one of the products is NaHCO3. Draw the other product.

A: A chemical equation is a process where reactants are converted into different products. In a…

Q: For the reaction A (g) → 2B (g), K = 14.7 at 298 K. What is the value of Q for this reaction at 298…

A: Givena reactionK = equilibrium constant = 14.7 at 298 KIf calculate the value of Q at 298 K.

Q: The product of a hydroboration-oxidation of 1-butene will result in which of the following? a. A…

A: The question is based on organic reactions.We need to identify the product and explain its…

Q: Are the monosaccharides below enantiomers? If not, edit either molecule so that they are…

A: Given are two monosaccharide molecules.Enantiomers are isomers that are non-superimposable mirror…

Q: The given product is correct. NH₂ True False 1. NaNO₂, HCI 2. H₂PO3 OH

Q: b) How many isomers of Hexane C6H14 are there? Justify your answer.

A: Since part a) in the given question belongs to mathematics, we will solve the b) part for you.…

Q: Question 8 of 35 Construct the expression for Kc for the following reaction. CH,COOH(aq) + H₂O(1)…

Q: Give the complete common name, including anomer and stereochemistry labels, of the following…

A: The common name of a carbohydrate is derived based on ring size in the case of cyclic compounds.…

Q: Write down the oxidation state of each of the labeled atoms in this molecule: H CH3 H H H H…

A: Oxidation number

Q: A mixture of nitric and sulfuric acids generates the nitroniium ion, +NO₂ (mechanism provided),…

A: Acid- base

Q: Equilibrium is established at 1000 K, where kc= 281 for the reaction. The equilibrium amount of…

Q: Draw the products of this reaction. Ignore inorganic byproducts.

A: This is an Ozonolysis reaction . Final product is carboxylic acid

Q: (c) 또 - [P]-[

A: Alkene gives an electrophilic addition reaction with hydrogen halide to form an alkyl halide.

Q: For each system listed in the first column of the table below, decide (if possible) whether the…

A: Entropy is the degree of disorderness or degree of randomness. As Temperature increases, entropy…

Q: Shown below is a plot of the solubility of benzoic acid in water as a function of temperature.…

A: The amount of solute present in a one-liter solution is known as solubility. The solubility of a…

Q: Using the reagents listed in the table below, devise routes for the following transformations: OH…

A: Reagent used in this step is (c)H2O/H2SO4In this step SN1 mechanism occurs.

Q: ...rimetry Homework t Garamond Home | 12 Insert Draw Layout Review View References BIU aA✓ ✓ A = = 0…

A: The objective of this question is to find the final temperature of the combined metals when a sheet…

Q: What are the oxidation numbers for the atoms indicated in the molecule C3H6O below? O: 2 H || In the…

A: Oxidation state is the hypothetical charge on the given atom if it is believed that all bonds formed…

Q: (14.6)Which of the following aqueous solution has the highest boiling point? O 1.00 M NaCl O 1.00 M…

A: Boiling point depends on the number of solute particles in the solution. Higher the solute…

Q: Polymers may be composed of thousands of monomers. Draw two repeat units of methyl methacrylate.…

A: Given that the reaction is:

Q: Choose the best option for the electrophile precursor needed to make the amide intermediate. Ph E 'N…

A: A nucleophile is an electron-rich substance that can donate electron pairs to electron-deficient…

Q: Each of the insoluble salts below are put into 0.10 M hydrochloric acid solution. Do you expect…

A: The question is based on the concept of chemical equilibrium.We need to identify the solubility of…

Q: TESO nBuli, THF, -78 °C then TBAF 84% Me I Me (nBu)3Sn OTES Me HO HII! Me Me- qo F cyclocitrinol…

A: Carbonyl carbon is electrophilic in nature thus it undergoes nucleophilic addition reaction.In the…

Q: Calculate the lattic parameter for LiF given that the molecular mass is 25.94 g/mol and the density…

A: Answer:Here:

Q: (b) Methyl azide, CH3N3 is a molecule that decomposes explosively. Draw a Lewis structure for CH3N3,…

A: The given compound is methyl azide (CH3N3).We have to draw the Lewis structure of methyl azide,…

Q: < Question 7 of 13 At 560 K, AG° = -33.5 kJ/mol for the reaction A (g) + 2B (g) →3C (g). If the…

A: Given reaction: Given, ∆G° = -33.5 kJ/molThe partial pressures of A, B, and C are 0.420 atm, 0.110…

Q: Consider the following reaction at equilibrium: Cl2(g) + 3 F2(g) ⇌ 2 ClF3(g) If the concentration of…

A: The objective of the question is to understand the effect of a change in concentration of one of the…

Q: i have 5 absorbance values of an unknown concetration of 100cm^3 KMnO4 0.02M which was serially…

A: The Beer-Lambert Law, also known as Beer's Law, describes the relationship between the concentration…

Q: If you react 1.0 ml of ethanol with 6 drops of sulfuric acid and 5.281 g of salicylic acid, what is…

A: The given reaction is salicylic acid + ethanol ethyl salicylate.The mass of salicylic acid used was…

Q: Which solvent is most often used in allylic and benzylic bromination reactions, which both proceed…

Q: (a) alcohol OH 1. PBr3 2. 1 equiv. NaOEt Sn ?

A: The question is based on organic reactions.We need to identify the product and explain its…

Q: 4. Complete and balance the following equation. Then indicate the molecular geometry of each…

A: SbF5 and ClF5 undergo adduct reactions.Sb has vacant d orbital.The molecular geometry of a compound…

Q: Using the density of air from question #1, calculate the mass of air which would occupy a room with…

A: in the question given that density of air =22.84 g/Lvolume of the room = 3 meters x 5 meters x 10…

Q: For a 0.315 M solution of H₂C₂H₂O6, calculate both the pH and the C6H₂06²- ion concentration.…

Q: Draw the product of the reaction between 2-pentanol and PBr3.

Q: Rank the elements or compounds in the table below in decreasing order of their boiling points. That…

A: Answer:Boiling point depends on the strength of intermolecular forces and relative order of that is:

Q: What reagent is needed to carry out the following transformation? HO COOH 4 HO CN 1. LAH ? 2. H3O*…

A: Nitriles oor cyanide can be converted to carboxylic acid with heating in sulfuric acid. During the…

Q: S IODINE CLOCK REACTION A Lab Data F Concentration Concentration of iodide solution (mm)…

A: The objective of the question is to calculateThe initial concentration of .The initial concentration…

Q: you are titrating 50mL of 0.1 M AgNO3 with 0.2750 M NaBr. Calculate pAg at half of the volume…

Q: 6. Calculate the pH of a .45 M NaOCl solution.

A: The question is based on the concept of the pH of the solution.It is defined as a negative logarithm…

Q: Reaction 1: X HX x=0 → Markovnikov's addhinion

A: The given reaction is shown below.We have to predict the major product of the given reaction based…

Q: What is the energy in kj/mol of UV radiation with a wavelength of 400 nm

A: Wavelength of UV radiation = 400 nm To determine: Energy of radiation 1 nm = 10-9 m

Q: Name the following organic compounds: - - CH3 CH₂- compound - CH3 C CH3 | CH3 CH3 CH₂- CH₂ - CH3 | -…

Concept explainers

Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Due to these alternating bonds, a peculiar feature termed as ‘resonance’, that is, delocalization of pi electrons or the electrons is shared within the atoms of the ring which are present in the aromatic compounds. The word ‘aromatic’ includes a Greek word ‘aroma’ which means smell, indicating that they were named as such due to the sweet odor they produce. Many well-known flavors such as vanilla, cinnamon, and few scents from flowers are extracted from aromatic compounds. Benzene with chemical formula C6H6 is a very common aromatic compound that contains six atoms of carbon held in the cyclic ring of alternate double bonds. It is also to be noted that not all aromatic compounds contain benzene ring. This can be explained by Huckel’s rule.

Question

Propose a synthesis starting only with cyanobenzene. Show the intermediates at each step and
reagents needed.
CN
???

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: Introduction to organic synthesis

VIEW

Step 2: Synthesis from cyanobenzene

VIEW

Step 3: Mechanism of the synthesis

VIEW

Solution

VIEW

Step by step

Solved in 4 steps with 4 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

Multi-step synthesis: Provide reagents needed for the following transformations. More than ne step is rquired for each reaction.
What is the product of the following sequence of reactions? D | NaOH NaNH2 H3O+ || ||| explain each steps..explanation needed. don't give Handwritten answer IV NH₂
Identify the suitable reagents for the given reaction and arrange them accordingly. 1 OH OEt 2 OEt OEt O 1) EtOH, H₂SO4; 2) EtOH, H₂SO4 O 1) EtONa followed by H₂O; 2) TsCl/py followed by EtONa O 1) EtONa followed by H₂O; 2) NaH followed by EtBr O 1) EtOH, H₂SO4; 2) NaH followed by EtBr O 1) EtOH, H₂SO4; 2) TsCy followed by EtONa
What is the likley product of the reaction sequence shown? MgBr MgBr ОН РСС H2O K,Cr207/H2SO/H2O H,O CH2ČI2 ether ether ОН HO || II IV V O II O IV O v
Clear my choice Arrange the following compounds in order of increasing reactivity to nucleophilic addition. 1.Pentan-2- one I. Pentanal 0.3-methybutan-2-one O I, 1, II O I, 1,1 Next pag
Propose a mechanism for the following reaction: OC u Fe. OC Fe Ph;P Ph;P
propose an efficient synthesis ОН е.
1 20 What sequence of reactions will accomplish the following synthetic transformation? & A CO,H LiAlH4 B LiAlH4 H/H₂O H/H₂O CrO 3/Ht D HO-CH₂-CH₂-OH, H+ C NaBH4 HO-CH,CH)-OH, H* -CH₂-OH CH3-CH₂-OH, H+ LiAlH4 H₂O/OH H₂O2 H/H₂O OH (aq)
What is the major product of the reaction sequence shown in the box? OCH3 Pd-cat HCI NaNO2 KI ? Base Fe H2SO4 ОН -B' ОН NO2 A) B) OCH3 -OCH3 NO C) D) O,N- -OCH3 -OCH3 A В
The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold Helminthosporium sativum, involves the following base treatment of a keto tosylate. What kind of reaction is occurring? How would you complete the synthesis?
Electrostatic potential maps of anisole and thioanisole are shown. Which do you think is the stronger acid, p-methoxybenzoic acid or p-(methylthio)benzoic acid? Explain.
Draw the mechanism ffrom benzaldehyde to this using: i)NaBH4 ii)TsCl, py iii)NaCN iiii)H+, H2O