Concept explainers
(a)
Interpretation: The structure of stereoisomer that has higher melting point than eleostearic acid is to be drawn.
Concept introduction: Fatty acids are of two types: saturated fatty acid and unsaturated fatty acid. In Saturated fatty acid, double bond is absent, whereas unsaturated fatty acid consists of one or more than one double bond. The melting point of a fatty acid indirectly depends upon the number of double bond present in an acid. Higher is the number of double bonds in acid, lower will be the melting point of an acid.
When two higher priority groups are present on the opposite side then it is an
(b)
Interpretation: The structure of stereoisomer that has lower melting point is to be drawn.
Concept introduction: Fatty acids are of two types: saturated fatty acid and unsaturated fatty acid. In Saturated fatty acid, double bond is absent, whereas unsaturated fatty acid consists of one or more than one double bond. The melting point of a fatty acid indirectly depends upon the number of double bond present in an acid. Higher is the number of double bonds in acid, lower will be the melting point of an acid.
When two higher priority groups are present on the opposite side, then it is an
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Chapter 10 Solutions
ORGANIC CHEMISTRY W/CONNECT & ALEKS
- A is a toxin produced by the poisonous seaweed Chlorodesmis fastigiata. (a) Label each alkene that exhibits stereoisomerism as E or Z. (b) Draw a stereoisomer of A that has all Z double bonds.arrow_forwardConsider the tricyclic structure A. (a) Label each substituent on the rings as axial or equatorial. (b) Draw a skeletal structure for A, using wedges and dashes to show whether the substituents are located above or below the rings.arrow_forwardThe cis ketone A is isomerized to a trans ketone B with aqueous NaOH. A similar isomerization does not occur with ketone C. (a) Draw the structure of B using a chair cyclohexane. (b) Label the substituents in C as cis or trans, and explain the difference in reactivity.arrow_forward
- (a) Give the IUPAC name for A and B. (b) Draw the product formed when A or B is treated with each reagent: [1] NaBH4, CH3OH; [2] CH3MgBr, then H2O; [3] Ph3P=CHOCH3; [4] CH3CH2CH2NH2, mild acid; [5] HOCH2CH2CH2OH, H+.arrow_forward(a) Give the IUPAC name for A and B. (b) Draw the product formed when A or B is treated with each reagent: [1] NaBH4, CH3OH; [2] CH3MgBr, then H2O; [3] Ph3P = CHOCH3; [4] CH3CH2CH2NH2, mild acid; [5] HOCH2CH2CH2OH, H+.arrow_forwardWhich compounds (B–F) are identical to A? (b) Which compounds (B–F) represent an isomer of A?arrow_forward
- Chondrocole A is a marine natural product isolated from red seaweed that grows in regions of heavy surf in the Pacic Ocean. (a) Predict the solubility of chondrocole A in water and CH2Cl2. (b) Locate the stereogenic centers and label each as R or S. (c) Draw a stereoisomer and a constitutional isomer of chondrocole A.arrow_forwardConsider the tricyclic structure A. (a) Label each substituent on the rings as axial or equatorial. (b) Draw a skeletal structure for A, using wedges and dashed wedges to show whether the substituents are located above or below the rings.arrow_forwardDraw the molecule that corresponds to each IUPAC name. (a) 3,3-dipropoxypentan-1-amine; (b) 2,3,4-trichlorocyclohexanol; (c) 3-cyclopropylpentan-1-ol; (d) 3-(1-methylethyl)cycloheptanaminearrow_forward
- Explain the reasons for the following observed properties: (a) Carboxylic acids have higher boiling point than alcohols of similar molecular mass (b) Acetone is soluble in waterarrow_forwardConsider the tricyclic structure B. (a) Label each substituent on the rings as axial or equatorial. (b) Draw B using chair conformations for each sixmembered ring. (c) Label the atoms on the ring fusions (the carbons that join each set of two rings together) as cis or trans to each other.arrow_forward2. Draw one enol tautomer of each of the following ketones and aldehydes. a) b) c) of مل G Harrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning