Concept explainers
Interpretation:
The structures of the compounds A, B, and C are to be predicted.
Concept Introduction:
▸ Electrophiles are electron deficient species which has positive or partially positive charge. Lewis acids are electrophiles which accept electron pair.
▸ Nucleophiles are electron rich species which has negative or partially negative charge. Lewis bases are nucleophiles which donate electron pair.
▸ Free radical is an atom, molecule or ion that has unpaired electrons which makes it highly chemically reactive.
▸ Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon or a functional group is substituted by any other functional group is called substitution reaction.
▸ Elimination reaction: A reaction in which two substituent groups are detached and a double bond is formed is called elimination reaction.
▸ Addition reaction: It is the reaction in which unsaturated bonds are converted to saturated molecules by the addition of molecules.
▸ The reaction in which hydrogen is added to the compound in the presence of catalyst is known as hydrogenation.
▸ The number of moles of hydrogen absorbed will be equal to the number of double bonds.
▸ Hydrogenation of
▸ Infrared spectroscopy is a simple, instrumental technique, which helps to determine the presence of various
▸ It depends on the interactions of atoms or molecules with the
▸ The molecules which have dipole moment are IR active and the molecules which do not have dipole moment are IR inactive.
▸ The change in number of pairs of hydrogen atoms of a given compound and the acyclic compound which has the number of carbon atoms same as the number of carbon atoms in the given compound, is known as the Index of hydrogen deficiency.
▸ The Index of hydrogen deficiency can be denoted by IHD.
▸ The Index of hydrogen deficiency can be calculated by using the formula given below:
Here, C represents the number of carbon atoms, H represents the number of hydrogen atoms, N represents the number of nitrogen atoms and X represents the number of halogen atoms.
▸ The molecules which are non-superimposable or not identical with their mirror images are known as chiral molecules.
▸ A pair of two mirror images which are non-identical is known as enantiomers which are optically active.
▸ The objects or molecules which are superimposable with their mirror images are achiral objects or molecules and these objects have a centre of symmetry or plane of symmetry.
▸ The achiral compounds in which plane of symmetry is present internally and consists of chiral centres are known as meso compounds but they are optically inactive.
▸ The stereoisomers which are non-superimposable on each other and not mirror images of each other are known as diastereomers.
▸ Chiral molecules are capable of rotating plane polarized light
▸ The molecules which are superimposable or identical with their mirror images are known as achiral molecules, and achiral molecules are not capable of rotating the plane-polarised light.
Trending nowThis is a popular solution!
Chapter 7 Solutions
EBK ORGANIC CHEMISTRY
- Compound X (structure shown below) has a molecular formula C5H1o and reacts with H2/Pt to give compound Y, C5H12. What is the name of the reaction involved to produce Compound Y? H2C H3C CH3 Hydration Hydrogenation Halogenation Addition of halohydrinarrow_forwardA compound, C2H2O4, reacts with excess diazomethane to produce C4H,O4. Draw the structure of each compound. CH,N2 (excess) C2H2O4 C4H,O4arrow_forwardDraw the structure of each product from the reaction of benzene with 2-chloro-1-methylcyclohexane using AlCl 3 as the catalyst and Identify the major product.arrow_forward
- Compound X has the molecular formula C7H14. Hydrogenation of compound X produces 2,4-dimethylpentane. Hydroboration-oxidation of compound X produces a racemic mixture of 2,4-dimethyl-1-pentanol. Predict the major product(s) obtained when compound X is treated with aqueous acid (H3O*). Draw all the substrates, reagents, and productsarrow_forwardCompound A (C6H12O2) reacts with water, acid, and heatto yield compound B (C5H10O2) and compound C (CH4O).Compound B is acidic. Deduce possible structures of compounds A, B, and Carrow_forward1. The ketone 2-heptanone has been identified as contributing to the odor of a number of dairy products, including condensed milk and cheddar cheese. Describe the synthesis of 2-heptanone from acetylene and any necessary organic and inorganic reagents. 2. Compound A has the molecular formula C14H25Br and was obtained by reaction of sodium acetylide (HC≡CNa) )with 1,12-dibromododecane. On treatment of compound A with sodium amide, it was converted to compound B (C14H24). Ozonolysis of compound B gave the diacid HO2C(CH2)12CO2H. Catalytic hydrogenation of compound B over Lindlar palladium gave compound C (C14H26), while hydrogenation over platinum gave compound D (C14H28). Sodium-ammonia reduction of compound B gave compound E (C14H26). Both C and E yielded O═CH(CH2)12CH═O on ozonolysis. Assign structures to compound A through E so as to be consistent with the observed transformations.arrow_forward
- Compound A(C7H15Br) is not a primary alkyl bromide. It yields a single alkene(compound B) on being heated with sodium ethoxide in ethanol. Hydrogenation of compound B yields 2,4-dimethylpentane. Identify compounds A and B.arrow_forwardThere are several isomeric alcohols and ethers of molecular formula C5H12O. Propose a structure for the isomer. Isomer B: δ = 0.92 (t, 7.8 Hz, 3 H), 1.20 (s, 6H), 1.49 (q, 7.8 Hz, 2H), 1.85 (s, 1H) ppmarrow_forward1. There are five constitutional isomers with the molecular formula C6H14. When treated with chlorine at 300°C, isomer A gives a mixture of two monochlorination products. Under the same conditions, isomer B gives a mixture of five monochlorination products, isomer C gives four monochlorination products, and isomer D gives a mixture of three monochlorination products. From this information, draw the structure of isomer B. 2. Is it possible to prepare 1-chloro-2,2-dimethylpropane in high yield by halogenation of an alkane? _____no/yes How many monohalo isomers are possible upon radical halogenation of the parent alkane? _____ (Consider stereoisomers as well.) Please answer very soon will give rating surely Both questions answers neededarrow_forward
- One compound that contributes to the “seashore smell” at beaches in Hawai‘i is dictyopterene D', a component of a brown edible seaweed called limu lipoa. Hydrogenation of dictyopterene D' with excess H2 in the presence of a Pd catalyst forms butylcycloheptane. Ozonolysis with O3 followed by (CH3)2S forms CH2(CHO)2, HCOCH2CH(CHO)2, and CH3CH2CHO. What are possible structures of dictyopterene D'?arrow_forwardCompound A and compound B both have molecular formula C6H12. Both compounds produce epoxides when treated with a peroxy acid (RCO3H). The epoxide resulting from compound A was treated with aqueous acid (H3O+) and the resulting diol has no chiral centers. Identify the two possible structures for compound A (enter two numbers separated by commas with no spaces, e.g. "1,2") The epoxide resulting from compound B was treated with (H3O*) and the resulting diol was a meso compound. Identify compound B 2 3 potn 7 1 5 6 4 8arrow_forwardAn ester W with a molecular formula of C6H12O2 is optically active. When W is undergone acidic hydrolysis, compound X, C2H4O2 and an alcohol Y are formed. Alcohol Y is optically active and gives a yellow precipitate with alkaline iodine. Oxidation of Y produces Z which is optically inactive Identify compounds W, X, Y and Z. Write balanced equations for the formation of alcohol Y. Other than using alkaline iodine, suggest how you would differentiate between X and Y. State how Z reacts (if any) with, Alkaline iodine 2,4-dinitrophenylhydrazine Tollen’s reagentarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning