Concept explainers
(a)
Interpretation: The structures including stereochemistry of the methyl esters of endiandric acids D and E is to be drawn.
Concept introduction: Curved arrows aid in determining the movement and flow of electrons in the reaction. The electrons that take part in the
(b)
Interpretation: The methyl ester of endiandric acid E undergoes an intramolecular
Concept introduction: Curved arrows aid in determining the movement and flow of electrons in the reaction. The electrons that take part in the chemical reactions are shown by the curved arrows.
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Chapter 27 Solutions
ORGANIC CHEMISTRY
- Disiamylborane adds only once to alkynes by virtue of its two bulky secondary isoamylgroups. Disiamylborane is prepared by the reaction of BH3 # THF with an alkene.(a) Draw the structural formulas of the reagents and the products in the preparation ofdisiamylboranearrow_forwardGive an IUPAC and common name for each of the following naturally occurring carboxylic acids: (a) CH3CH(OH)CO2H (lactic acid); (b) HOCH2CH2C(OH)(CH3)CH2CO2H (mevalonic acid).arrow_forward(a) A hydrocarbon isolated from fish oil and from plankton was identified as 2,6,10,14-tetramethyl-2-pentadecene. Write its structure.(b) Alkyl isothiocyanates are compounds of the type RN C S. Write a structural formula for allyl isothiocyanate, a pungent-smelling compound isolated from mustard.(c) Grandisol is one component of the sex attractant of the boll weevil. Write a structural formula for grandisol given that R in the structure shown is an isopropenyl group.arrow_forward
- (i) State reagents G and J. (ii) Draw the structural formula for compounds D, E and H.arrow_forward(a) Give an acceptable name for compound A. (b) Draw the organic products formed when A is treated with each reagent: [1] H3O+; [2] −OH, H2O; [3] CH3CH2CH2MgBr (excess), then H2O; [4] LiAlH4, then H2O.arrow_forwardWhich of the following is true for the reactions of alkyl halides? (a) The characteristic reactions of alkyl halides are oxidation and reduction.(b) The characteristic reactions of alkyl halides are elimination and substitutionc. The characteristic reactions of alkyl halides are addition and substitutiond. Characteristic reactions of alkyl halides are addition and elimination.arrow_forward
- Compound 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_forward(a) Account for the following :(i) Electrophilic substitution reactions in haloarenes occur slowly.(ii) Haloalkanes, though polar, are insoluble in water.(b) Arrange the following compounds in increasing order of reactivity towards SN2 displacement:2-Bromo-2-Methylbutane, 1-Bromopentane, 2-Bromopentanearrow_forwardArrange the following compounds in increasing order of their property as indicated :(i) CH3COCH3, C6H5COCH3, CH3CHO(reactivity towards nucleophilic addition reaction)(ii) Cl—CH2—COOH, F—CH2—COOH, CH3—COOH (acidic character)arrow_forward
- trans-3-hexene and cis-3-hexene differ in one of the following ways. Which one? (A) Products of hydrogenation (B) Products of ozonlysis (C) Products of bromine (Br2) addition (D) Products of hydroboration-oxidationarrow_forwardWrite the reagent or draw structures of the starting material or organic product(s) in the following reactions. If more than one product is formed, identify the major product where possible. (a) (b) HO OH OH H2SO4 ? Cl₂ ? FeCl3arrow_forward(c) Arrange the following compounds in order of increasing acidity, and explain the reasons for your choice of order: phenol, cyclohexanol, 2-fluorocyclohexanol, 2-fluorophenol.arrow_forward
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