Friedel-Crafts alkylation of benzene with (2R)-2-chlorobutane and AICI, affords sec-butylbenzene. a. How many stereogenic centers are present in the product? b. Would you expect the product to exhibit optical activity? Explain, with reference to the mechanism.
Q: Explain the reaction and reactivity of halides tested towards silver ion in Sy1 reaction: o Arrange…
A:
Q: The natural product halomon could theoretically arise from another naturally occurring compound…
A: In the given reaction, myrcene reacts with 3 equivalent of Br-Cl to form halomon. Since there are 3…
Q: Alkenes can be converted to alcohols by hydroboration-oxidation. (a) Draw the structure of the…
A:
Q: Q4 Which statement below about Sn1 reactions is incorrect? (A) SN1 reactions are stepwise and have…
A: A chemical reaction mechanism represents the way to form and break the chemical bonds between…
Q: CH3 + NaOH an alkene + NaCl + H,0
A:
Q: Provide the structure of the product(s) with stereochemisty if appropriate. If multiple products…
A:
Q: Q4 Which statement below about Sn1 reactions is incorrect? (A) SN1 reactions are stepwise and have…
A: Given statements, (A) SN1 reactions are stepwise and have intermediates. (B) The slow step in a SN1…
Q: Draw an alkyl bromide with proper stereochemistry that can be used to synthesize the given alkene as…
A: Answer: To form the desired alkene we need a strong non-bulky base that attacks on alkyl bromide…
Q: Friedel–Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene. How…
A: Product of the reaction: sec-butylbenzene Structure: (without stereochemistry)…
Q: While dehydrating 2-Methlycyclohexanol to 1-Methlycyclohexanol, and 3-Methlycyclohexanol 1)what is…
A: Note : Dehydration of 2-methylcyclohexanol gives 1-methylcyclohexene and 3-methylcyxlohexene.…
Q: a) Give the structures of products (M-P) of the oxidative cleavage of (E)-6-methylhept-4-en-2-one.…
A: Since you have posted a question with multiple sub-parts, we are entitled to answer the first three…
Q: CH2CI CH2CI CH2CI CH2CI CIH2C CH2CI CH2CI CH2CI A в D I. Which of the heterocycles would be the most…
A: Q2 i) Diels alder reaction refers to a chemical reaction takes place between a conjugated diene and…
Q: arious ways by which alkenes may be synthesized? 2. Give two examples each of Unsymmetrical alkenes…
A: There are several ways by which alkenes can be synthesised: By dehydration of alcohol: When vapors…
Q: How can X be prepared from a constitutional isomer by a series of [2 + 2] cycloaddition reactions?…
A: Given: X is prepared from a constitutional isomer by a series of [2+2] cycloaddition reactions.
Q: In some nucleophilic substitutions under SN1 conditions, complete racemization does not occur and a…
A: a.
Q: Provide the structure of the product(s) with stereochemisty if appropriate. If multiple products…
A:
Q: Friedel–Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene.…
A: The reaction is given below.
Q: Arrange the alkenes in each set in order of increasing rate of reaction with HI and explain the…
A: The above reaction is an example of an electrophilic addition reaction. The increasing rate of…
Q: Acid-catalyzed bromination of pentan-2-one (CH3COCH2CH2CH3) forms two products: BrCH2COCH2CH2CH3…
A: In the presence of an acid, the tautomerization of ketone takes place in two ways as shown in the…
Q: a) Which of the two reactions A and B is very common and of high yield? Why? A B -E -E
A: The reaction drives it self to a particular direction where the complex forms will be most stable…
Q: The bicyclic heterocycles quinoline and indole undergo electrophilic aromatic substitution to give…
A: (a) Here, the substitution does not occur on the ring which has a nitrogen atom since the lone pair…
Q: How many alkenes yield 2,3−dimethylbutane on catalytic hydrogenation?
A: Two alkenes on catalytical hydrogenation yields 2,3-dimethyl butane.
Q: Both OH groups of the B,B-diol react with excess ethyl chloroformate, but only one OH group of the…
A: In 5α-cholestane-3β,7β-diol, ethyl chloroformate reacts with both hydroxyl groups because both…
Q: Draw the structure of the major product of 2-methyl-3-heptyne + H2, Lindlar catalyst f.benzene +…
A: In some of the chemical reactions, there is the possibility of the formation of two products. But…
Q: Although there are nine stereoisomers of 1,2,3,4,5,6hexachlorocyclohexane, one stereoisomer reacts…
A: The one stereoisomer of 1,2,3,4,5,6hexachlorocyclohexane, reacts 7000 times more slowly than any of…
Q: The reaction of (R)-1-bromobutane with Lil in DMF yields:
A: As per guidelines, first question is allowed to answer, please post seperately to answer remaining…
Q: Show how to accomplish the following conversion using reagents from the table. Br When only one…
A: We have given the organic reaction and we have to find the reagent need to do this transformation.…
Q: Friedel–Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene.a.…
A: Friedel – Crafts alkylation of benzene with (R) -2- Chlorobutane and AlCl3 gives Sec-butyl benzene.
Q: Consider the tetracyclic compound with rings labeled A–D. (a) Which ring is the most reactive in…
A: Benzene ring is activated towards electrophilic substitution reaction if there is an electron…
Q: Q6) (use a Newman or Saw Horse projection) the stereochemical requirements for the E2 elimination…
A:
Q: Which of the following statement is correct? A. E2 is a concerted reaction in which bonds break and…
A: The statements given are,
Q: Does cis- or trans-1-bromo-4-tert-butylcylohexane react faster in an E2reaction?
A: Cis- or trans-1-bromo-4-tert-butylcylohexane that reacts faster in an E2 reaction has to be…
Q: What is/are the possible product(s) of dehydrohalogenation of cis-1-bromo-2-ethylcyclohexane? Et…
A: Given that : We have to identify the product(s) of dehydrogenation of cisd-1-bromo-ethylcyclohexane.
Q: Explain why α-pyrone reacts with Br2 to yield a substitution product (likebenzene does), rather than…
A: Two compounds can show similar types of reactions only if they have similar properties. Both Benzene…
Q: Give the systematic name for reactant A. and the final product B. in this synthesis. Specify any…
A: In the first step of the reaction, the alkyne forms a nucleophile and gives an SN2 reaction, in the…
Q: A.) Draw two schemes, For the first scheme combine A and B. For the second, combine A and C. b.)…
A: SOLUTION: Step 1: Hello. Since the question has multiple parts, the first three parts are solved. In…
Q: Provide the structure of the product(s) with stereochemisty if appropriate. If multiple products…
A: GIVEN:-
Q: On reaction with HC1, one of the trimethylcyclohexanols shown below furnishes a single product; the…
A: In the mechanism, first, the protonation of -OH takes place, then the removal of H2O forms a…
Q: Rank the four arometic rings below by reactivity (least reactive to most reactive) when mixed with…
A:
Q: A compound of cycloalkene can be prepared through dehydration of 2-methylcyclohexanol. a) Outline…
A:
Q: The bicyclic heterocycles quinoline and indole undergo electrophilic aromatic substitution to give…
A: (a) Here, the substitution does not occur on the ring which has a nitrogen atom since the lone pair…
Q: Reaction of the cyclic product with a nitron (see below) yields a mixture of heterocyclic…
A: Given reaction:
Q: Provide the structure of the product(s) with stereochemisty if appropriate. If multiple products…
A: All the three reaction contains base and base abstracts the acidic proton and the carbanion attacks…
Q: The following alkene is treated with one equivalent of N-Bromosuccinimide in dichloromethane in the…
A:
Q: 2. What product is expected to form from the SN2reaction of 1-bromopentane with а. КОН? B. Nal?
A:
Q: What type of sigmatropic rearrangement is illustrated in each equation ?
A: Type of sigmatropic rearrangement represented by the given reactions has to be given,
Step by step
Solved in 2 steps with 2 images
- cis-4-Bromocyclohexanol and trans-4-bromocyclohexanol form the same elimination product but a different substitution product when they react with HO-. a. Why do they form the same elimination product? b. Explain, by showing the mechanisms, why different substitution products are obtained. c. How many stereoisomers does each of the elimination and substitution reactions form?cis-4-Bromocyclohexanol and trans-4-bromocyclohexanol form the same elimination product but a different substitution product when they reactwith HO-. a. Why do they form the same elimination product?b. Explain, by showing the mechanisms, why different substitution products are obtained.c. How many stereoisomers does each of the elimination and substitution reactions form?Brevicomin, the aggregation pheromone of the western pine bark beetle, contains a bicyclic bridged ring system and is prepared by the acidcatalyzed cyclization of 6,7-dihydroxy-nonan-2-one. a. Suggest a structure for brevicomin. b. Devise a synthesis of 6,7-dihydroxynonan-2-one from 6-bromohexan-2- one. You may also use three-carbon alcohols and any required organic or inorganic reagents.
- Brevicomin, the aggregation pheromone of the western pine bark beetle, contains a bicyclic bridged ring system and is prepared by the acid-catalyzed cyclization of 6,7-dihydroxynonan- 2-one. a. Suggest a structure for brevicomin. b. Devise a synthesis of 6,7-dihydroxynonan-2-one from 6-bromohexan-2-one. You may also use three-carbon alcohols and any required organic or inorganic reagents.(c) Explain why product A, is not obtained under the given conditions in the scheme shown below. Give the structure of the product that is formed instead, and suggest alternative synthesis of product A from the given starting material. N.B. Pay attention to the stereochemistry of the product. OH 1. Na OEt 2. Br OH LiAlH4 OH1. What product is expected to form in an Sy2reaction of OH¯with (R)-2-bromobutane? Show the stereochemistry of the reactant and the product. 2. What product is expected to form from the SN2reaction of 1-bromopentane with а. КОН? B. Nal? 3. What product would you expect to obtain from a nucleophilic substitution reaction of (S)-2- bromohexane with CH3CO,? Assume that inversion configuration occurs, and show the stereochemistry of both reactant and product? 4. Predict whether each of the following substitution reactions is likely t Sylor SN2. CI OAc CH3CO, Na+ CH3CO2H, H20 а. CH2BR CH2OAC CH3CO2- Na+ DMF b. OH HCI CI CH3OH с. CH3 CH3 Na+ SCH3 H2C=CH2B d. H2C=CCH,SCH3 CH3CN 5. Setting aside the double bond stereochemistry, what products would you expect from elimination reactions of the following alkyl halides? CH3 ÇI CH3 CH3CHCH2-C-CHCH3 ČH3
- Select all compounds capable of keto-enol tautomerism. он H.C. он H.C. H.C. H.C. CH, CH, CH, H.C H.C a b dConsider the following nucleophilc substitution. LOCH3 Br OCH3 в A a. Identify the reaction conditions A and specify the reaction mechanism for the nucleophilic substitution. Explain your choice. b. Explain why the transformation does not give rise to significant elimination. c. Which product(s) B is formed in the reaction? Please specify the stereochemistry clearly with reference to the reaction mechanism.select reagents: cyclopentanone Reagents a. C6H5CHO b. NaOH, ethanol c. Pyrrolidine, cat. Hj. d. H₂C=CHCN e. H3O+ f. LDA g. A) bg EtOC(=O)CO₂Et h. i. B) ka k. I. m. O: BrCH₂CH=CH₂ NatOEt, ethanol Br₂, H+ K+ t-BUO™ CH2(CO2Et)z heat C) jh CO₂Et D) Im
- You must prepare the most stable possible alkene starting from the starting material given below and following an E2 elimination reaction. H Base Ö most stable alkene CH3 Ph Et Br PhProvide the reagents. Но + enantiomer A 1. KOt-Bu, heat 2. mCPBA 3. MeMgBr 4. H2O B. 1. conc. H,SO4, heat 2. MCPBA 3. MeBr С. 1. РBгз 2. KOt-Bu 3. mCPBA 4. MeMgBr 5. H2O D. 1. Br2, hv 2. KOt-Bu 3. mCPBA 4. MeMgBr 5. H2O E. 1. Br2, hv 2. KOt-Bu 3. MCPBA 4. MeBr 5. H2O F. 1. Br2, FeBr3 2. KOt-Bu 3. mCPBA 4. MeMgBr 5. H2O G. 1. Br2, FeBr3 2. KOt-Bu 3. mCPBA 4. MeBr 5. H20For each of the following reactions, draw the major elimination product; if the product can exist as stereoisomers, indicate which stereoisomer is obtained in greater yield. a. (R)-2-bromohexane + high concentration of CH3O- b. (R)-3-bromo-3-methylhexane + CH3OH c. trans-1-chloro-2-methylcyclohexane + high concentration of CH3O- d. trans-1-chloro-3-methylcyclohexane + high concentration of CH3O- e. 3-bromo-3-methylpentane + high concentration of CH3CH2O- f. 3-bromo-3-methylpentane + CH3CH2OH