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(a)
Interpretation:
From the given compounds, the compound with high regioselective ability towards addition of
Concept introduction:
Addition Reaction: It is defined as
The product of electrophilic addition reaction obtained by addition of electrophile to
Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.
Leaving group: it is a fragment that leaves substrate with a pair of electrons via heterolytic bond cleavage.
Chemical reaction involves bond making and breaking of two or more reactants in order to attain products from the reactants.
Cation: The positively charged chemical species is referred as cation.
Regioselective reaction: They are reactions which contain more than one product which are actually molecules with same molecular formula but different in the way they are connected and among those products only one product is major.
(b)
Interpretation:
From the given compounds, the compound with high regioselective ability towards addition of
Concept introduction:
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
The product of electrophilic addition reaction obtained by addition of electrophile to
Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.
Leaving group: it is a fragment that leaves substrate with a pair of electrons via heterolytic bond cleavage.
Chemical reaction involves bond making and breaking of two or more reactants in order to attain products from the reactants.
Cation: The positively charged chemical species is referred as cation.
Regioselective reaction: They are reactions which contain more than one product which are actually molecules with same molecular formula but different in the way they are connected and among those products only one product is major.
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Chapter 6 Solutions
Essential Organic Chemistry (3rd Edition)
- Select the compound from each group that matches the HNMR spectrum shown below.arrow_forwardAn unknown compound X has the molecular formula C6H12O2. Compound X shows a strong peak in its IR spectrum at 1700 cm-1. The 1H NMR spectral data of compound X is given below. What is the structure of compound X?arrow_forwardTreatment of 1,3,6-cyclononatriene (Compound 1), or its dimethyl derivative (Compound 2), with potassium amide (KNH₂) in liquid ammonia results in the formation of anion 1a or 2a, respectively (J. Am. Chem. Soc. 1973, 95, 3437-3438): 9 15.85a 2 6 3 4 5 Compound 1 (R=H) Compound 2 (R=CH3) * You answer is incorrect. KNH₂ KNH₂ 1a (anion) 2a (anion) Of the following, which is NOT one of the four resonance structures of 1a?arrow_forward
- Rank the compounds A, B, and C in order of increasing frequency of the carbonyl absorption in their IR spectra. Write down the approximate IR frequency of the carbonyl group in each case.arrow_forwardIdentify the compound(s) that will readily undergo McLafferty rearrangement during a mass spectral analysis. NH₂ O Only I O Only II O Only III O Only I and II Only I and III O Only II and III O All three IIIarrow_forward(a)Which compound/s will produce an orange precipitate upon reaction with 2,4-DNPH? (b)Which compound/s will test positive towards Baeyer’s test? (c)Which compound/s will produce a brick-red precipitate upon reaction with Fehling’s reagent (CuSO4, tartrate, NaOH)? (d)Which compound/s will test positive towards the Iodoform test?arrow_forward
- Match the IR and proton NMR spectra to the compound below that they belong to. C 4H 10 ppm 3H 3Harrow_forwardDraw the structure of the compound that produced the spectra below. The infrared spectrum has strong bands at 1720 and 1738 cm-1.arrow_forwardTreatment of the bicyclic chloride A with lithium in tetrahydrofuran (THF) gave the monocyclic product B, C,H,Li. In deuterated THF, B exhibited a single proton NMR signal at 6.72 ppm and a single 13 C-NMR signal at about 110 ppm. Treatment of B with tetraethylammonium chloride gave a white solid in which N(C2H5)4 replaces Li. Draw a structure for the lithium derivative B. A Li/THF -CI CgHgLi (C2H5)4N CI C9H9N(C2H5)4 B Draw cations and anions in separate sketchers. ⚫ Separate structures with + signs from the drop-down menu.arrow_forward
- A and B, isomers of molecular formula C3H5Cl3, are formed by the radical chlorination of a dihalide C of molecular formula C3H6Cl2. a.Identify the structures of A and B from the following 1H NMR data: Compound A: singlet at 2.23 and singlet at 4.04 ppm Compound B: doublet at 1.69, multiplet at 4.34, and doublet at 5.85 ppm b.What is the structure of C?arrow_forwardRank the attached compounds in order of increasing frequency of their carbonyl absorption in the infrared.arrow_forwardTwo products, A and B, are obtained from the reaction of 1-bromobutane with NH3. Compound A reacts with acetyl chloride to form C, and compound B reacts with acetyl chloride to form D. The IR spectra of C and D are shown. Identify A, B, C, and D.arrow_forward
