Compound X, C7H14 undergo hydration to form Y which is optically active. X reacts with cold alkane potassium permanganate (VII) solution to form Z. Ozonolysis of X forms methanal and 3,3-dimethylbutanal. Deduce the structure of X,Y and Z

Compound X, C7H14 undergo hydration to form Y which is optically active. X reacts with cold alkane potassium permanganate (VII) solution to form Z. Ozonolysis of X forms methanal and 3,3-dimethylbutanal. Deduce the structure of X,Y and Z

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations

Section11.SE: Something Extra

Problem 80AP: Amines are converted into alkenes by a two-step process called Hofmann elimination. SN2 reaction of...

See similar textbooks

Related questions

Q: Sharpless epoxidation of allylic alcohol X forms compound Y. Treatment of Y with NaOH and C6H5SH in…

A: Two different chiral diethyl tartrate isomers, (+)-DET and (-)-DET are used to indicate the…

Q: Bromine reacts with alkenes in methanol according to the equation: - When this reaction was…

A: When alkenes reaction with Bromine gas, they go through formation of bridged intermediate (Bromonium…

Q: 1,2,3,4,5-Pentafluoro-6-nitrobenzene reacts readily with sodium methoxide in methanol at room…

A: The starting molecule has the ability to undergo nucleophilic aromatic substitution. The reagent…

Q: Compound P (C2H4) which is an alkene undergoes reaction with HCl to produce compound Q (C2H5Cl).…

A: Answer:- This question is answered by using the simple concept of chemical reaction of organic…

Q: A dibromide loses only one bromine when it reacts with sodium hydroxide. The dibromide forms toluene…

A: Given that, A dibromide loses only one bromine when it reacts with sodium hydroxide. The dibromide…

Q: Question attached

A: It is given that a compound C has a molecular formula C7H12 which on hydrogenation, gives a molecule…

Q: Compound A whose molecular formula is C9H11ClO, is found to be aromatic, and on vigorous oxidation…

A: We have to draw the structure of the compound A to H. The double bond equivalent of the compound A…

Q: Compound ABC is an optically active hydrocarbon with the molecular formula C8H16. Upon hydrogenation…

A: Given, ABC is an optically active compound with molecular formula = C8H16 Molecular formula of…

Q: Compound X, C24H36B1204, reacts with excess H2/Pd to give C24H46B12O4. Compound X has rings and…

A: Molecular formula of reacts= C24H36Br2O4 Molecular formula of product = C24H46Br2O4

Q: 7. The following SN2 reaction yields a product with the given empirical formula. Suggest a structure…

Q: What would be the expected major product when cyclooctene reacts with Cl2 in aqueous solution with…

A: The answer to the following question is-

Q: Benzene, C6H6 undergoes substitution reaction with concentrated nitric acid, HNO3 to produce…

A: In organic chemistry, inter conversion of organic molecule takes place from one form to another form…

Q: An organic compound A of unknown structure was found to have a molecular formula C8H16. When A was…

Q: 1,3-Cyclohexadiene and 1,4-cyclohexadiene can be distinguished by reaction with ozone and then…

A: Ozonolysis is oxidative cleavage of alkene to corresponding carbonyl compounds.

Q: (a) Cyclohexa-1,3-diene can be converted into a tetrasubstituted haloalkane when reacted with…

Q: Compound A reacts with hydrogen to form cyclooctane. Upon reaction with 03, compound A forms 2 moles…

A: Given that a compound (A) reacts with hydrogen to obtain cyclooctane. Again the compound (A) on…

Q: Compound A (C3H17B1) undergo dehydrohalogenation to produce major compound B. Compound C was formed…

A: Soln

Q: Compounds Y and Z are isomers with the molecular formula C10H12O. The IR spectrum of each compound…

Q: Three compounds, A, B, and C, have the same molecular formula, C5H6. In the presence of a platinum…

A: When any compound having alkyne group (terminal triple bond) undergoes reaction with "ammoniacal…

Q: Compound A (C5H8) readily reacts with bromine (Br2) at room temperature to discharge the purple…

A: In an organic compound, the degree of unsaturation or the hydrogen deficiency index (HDI) can be…

Q: Compound A, C 10H 18O, undergoes reaction with dilute H 2SO 4 at 50 °C to yield a mixture of two…

A: Given, Chemical formula of A is C10H18O. It reacts with H2SO4 at 500C and forms two alkene with…

Q: Compound X is optically inactive and has the formulaC 16H 16Br 2. On treatment with strong base, X…

Q: 11. The following diagram represents a synthesis which begins with bromoethane. (i) (iii) C2HGO (C)…

A: The compound D is an ester formed by the alcohol C and the carboxylic acid B.

Q: Question attached

A: Molecular formula of C is C7H12. On catalytic hydrogenation C gives C7H14. Thus C must be an alkene…

Q: Question attached

A: In a chemical reaction; the substance which involves in conversion is said to be reactant whereas…

Q: (b) Compound C has the molecular formula of C;H12. The IR spectrum shows the important absorption…

Q: Compound A (C 7H 11Br) is treated with magnesium in ether to give B (C 7H 11MgBr), which reacts…

A: Organic reactions:

Q: Consider the compound C5H9B (Compound X). It reacts with potassium tert-butoxide to give Compound Y,…

Q: The compound BD3 is a deuterated form of borane. Predict the product formed when 1-methylcyclohexene…

A: Given compound: 1-methylcyclohexene

Q: Compound X is optically inactive and has the formula C 16H 16Br 2. On treatment with strong base, X…

A: When alkyl halide is treated with a base, elimination reaction can occur. The elimination can either…

Q: A is a compound with molecular formula of C6H10, contains three methylene units. A react with one…

A: The molecular formula of the compound is given as C6H10. It has 3 methylene groups i.e. 3 CH2…

Q: Compound X (structure shown below) has a molecular formula C5H10 and reacts with H2/Pt to give…

Q: Sharpless epoxidation of allylic alcohol X forms compound Y. Treatment of Y with NaOH and C6H5SH in…

Q: A dibromide loses only one bromine when it reacts with sodium hydroxide. The dibromide forms toluene…

A: Given that, A dibromide loses only one bromine when it reacts with sodium hydroxide. The dibromide…

Q: Compound T (C6H6O) reacts with sodium hydroxide to form Compound U. Compound V can be formed when…

A: All the compound are shows a characteristic reaction for a particular product . All the…

Q: Compound A has molecular formula C4H10, and gives two monochlorides, B and C, on photochemical…

Q: (S)-2-butanol reacts with potassium dichromate (K2CIO4) in aqueous sulfuric acid to give A(C,HgO).…

A: Secondary alcohol oxidized into ketone and ketone given nucleophilic addition reaction with the…

Q: A compound A, C7H12, was found to be optically active. On catalytic reduction over platinum…

A: Alkynes are organic compounds containing carbon and hydrogen atoms. In alkynes, there is a presence…

Q: Compound X has molecular formula C5H10. In the presence of a metal catalyst, compound X reacts with…

A: Metal/ H2 reagent generally use for hydrogenation . So this will convert to alkene to alkane. And…

Q: The sex attractant of the housefly has the formula C23H46. When treated with warm potassium…

A: Given: The molecular formula of the sex attractant of the housefly = C23H46 Two…

Q: When heated with a solution of sodium ethoxide in ethanol, compound A (C7H15Br) produces a mixture…

Q: When A is reacted with hot aqueous NaOH, a compound B of molecular formula C8H11NO is produced. With…

A: The question is based on the concept of organic reactions. We have to identify the product and…

Q: Reaction of toluene with bromine gas and AlBr3 will produce two major products of aryl halides which…

A: Electrophilic aromatic substitution of aromatic compounds.

Q: 4. Compound A has the formula C 8H 8. It reacts rapidly with KMnO 4 to give CO 2 and a carboxylic…

A: Please find the attachment

Q: One of the following statements is incorrect in using Simmons-Smith reagent to prepare cyclopropane:…

Q: Compound EE, C5H10O gives a positive result (formation of silver mirror) when reacted with Tollen’s…

Q: Compound A has molecular formula C4H10. Compound A gives two monochlorides, B and C, on…

Q: When 2-ethyl-5-chlorotoluene was treated with sodium hydroxide at high temperature, followed by…

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

Definition Definition Simplest organic compounds that contain only single bonds between carbon – carbon atoms and carbon – hydrogen bonds. This means they are a series of saturated compounds with a general molecular formula, C n H 2n+2 .

Expert Solution

This question has been solved!

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

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1 a

VIEW

Step 2

VIEW

Step 3

VIEW

Trending now

This is a popular solution!

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

An optically active monoterpene (compound A) with molecular formula C10H18O undergoes catalytic hydrogenation to form an optically inactive compound with molecular formula C10H20O (compound B). When compound B is heated with acid, followed by reaction with O3 and then with dimethyl sulfide, one of the products obtained is 4-methylcyclohexanone. Give possible structures for compounds A and B.
Compound X has molecular formula C5H10. In the presence of a metal catalyst, compound X reacts with one equivalent of molecular hydrogen to yield 2-methylbutane. (1) Suggest three possible structures for compound X. (2) Hydroboration-oxidation of compound X yields a product with no chirality centers. Identify the structure of compound X.
5. Compound A, C 10H 18O, undergoes reaction with dilute H 2SO 4 at 50 °C to yield a mixture of two alkenes, C 10H 16. The major alkene B, gives only cyclopentanone after ozone treatment followed by reduction with zinc in acetic acid. Which of the following reactions are correct.
Compound A, C9H16 reacts with 1 molar equivalent(s) of hydrogen on catalytic hydrogenation. A undergoes reaction with ozone, followed by Zn treatment. What is the structure for A?
Compound A (C11H23Br) is a secondary alkyl halide. On being heated with a solution of sodium ethoxide in ethanol, compound A yielded a mixture of two alkenes B and C, each having molecular formula C11H22. Catalytic hydrogenation of the major isomer B or the minor isomer C gave only 3,5-diethylheptane. Draw structures for compounds A, B, and C consistent with these observations.
Sharpless epoxidation of allylic alcohol X forms compound Y. Treatment of Y with NaOH and C6H5SH in an alcohol–water mixture forms Z. Identify the structure of Y and draw a mechanism for the conversion of Y to Z . Account for the stereochemistry of the stereogenic centers in Z. Z has been used as an intermediate in the synthesis of chiral carbohydrates.
Hydrocarbon X has the formula C6H12.X reacts with one molar equivalent of hydrogen in the presence of a palladium catalyst to form a product having 12 primary hydrogens.Treatment of X with ozone followed by zinc in aqueous acid gives a mixture two aldehydes.What is the structure of X?
The optically active (2R)-2-phenyl-2-butanol reacts in hydrochloric acid to form haloalkanes and alkenes. The substitution reaction is reported to occur with 100% racemization. Give the structures of the enantiomers that form during the substitution and indicate how much of each is formed. Propose a mechanism for the substitution reaction to yield the R product. What reagents would you use to achieve 100% retention of configuration. Two geometric isomers are obtained during the elimination reaction. Explain mechanistically which alkene will be the main product.
Compound A has the formula C9H19Cl. B is a C9H19Br compound.A and B undergo base-promoted E2 elimination to give the same alkene C as the major product as well as different minor products.C reacts with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2,6-dimethylheptane.Addition of HCl to C yields A as the major product.Propose structures for A and B.
Compound A, C 10H 18O, undergoes reaction with dilute H 2SO 4 at 50 °C to yield a mixture of two alkenes, C 10H 16. The major alkene B, gives only cyclopentanone after ozone treatment followed by reduction with zinc in acetic acid. Which of the following reactions are correct. Can be more than one answer
On being heated with a solution of sodium ethoxide in ethanol, compound A (C7H15Br) yielded a mixture of two alkenes B and C, each having the molecular formula C7H14. Catalytic hydrogenation of the major isomer B or the minor isomer C gave only 3-ethylpentane. Suggest structures for compounds A, B, and C consistent with these observations.
Compound A, C11H16O, was found to be an optically active alcohol. Despite its apparent unsaturation, no hydrogen was absorbed on catalytic reduction over a Pd/C catalyst. On treatment of A with dilute H2SO4, dehydration occurred and an optically inactive alkene B, C11H14 was produced as the major product. Alkene B, on ozonolysis, gave two products. Product C, C8H8O, was shown to be a methyl ketone while product D, C3H6O, was shown to be an aldehyde.