Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 3, Problem 3.3P
Classify a carbon atom by the number of carbons to which it is bonded can also be
done in more complex molecules that contain heteroatoms. Classify each
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Chapter 3 Solutions
Organic Chemistry
Ch. 3 - Prob. 3.1PCh. 3 - (a) Classify the carbon atoms in each compound as...Ch. 3 - Problem 3.3 Classify a carbon atom by the number...Ch. 3 - Classify each alkyl halide and alcohol as , or...Ch. 3 - Prob. 3.5PCh. 3 - Prob. 3.6PCh. 3 - Draw the structure of a compound of molecular...Ch. 3 - Prob. 3.8PCh. 3 - Prob. 3.9PCh. 3 - Draw the structure of a compound fitting each...
Ch. 3 - Draw structures that fit each description and name...Ch. 3 - What types of intermolecular forces are present in...Ch. 3 - Which compound in each pair has the higher boiling...Ch. 3 - Explain why the boiling point of propanamide, is...Ch. 3 - Predict which compound in each pair has the higher...Ch. 3 - Prob. 3.16PCh. 3 - Which compounds are water soluble? a. b. c.Ch. 3 - a Label the hydrophobic and hydrophilic portions...Ch. 3 - Prob. 3.19PCh. 3 - Prob. 3.20PCh. 3 - Prob. 3.21PCh. 3 - Prob. 3.22PCh. 3 - Problem 3.23 (a) What types of intermolecular...Ch. 3 - Prob. 3.24PCh. 3 - Prob. 3.25PCh. 3 - Problem 3.26 Label the electrophilic and...Ch. 3 - Problem 3.27 Considering only electron density,...Ch. 3 - Prob. 3.28PCh. 3 - 3.29
Identify the functional groups in the...Ch. 3 - Prob. 3.30PCh. 3 - 3.31 For each alkane: (a) classify each carbon...Ch. 3 - 3.32 Identify the functional groups in each...Ch. 3 - 3.33 Identify each functional group located in the...Ch. 3 - 3.34 (a)Identify the functional groups in...Ch. 3 - Draw seven constitutional isomers with molecular...Ch. 3 - Prob. 3.36PCh. 3 - Prob. 3.37PCh. 3 - Prob. 3.38PCh. 3 - Intramolecular force of attraction are often...Ch. 3 - 3.40 (a) Draw four compounds with molecular...Ch. 3 - 3.41 Rank the compounds in each group in order of...Ch. 3 - Explain why CH3CH2NHCH3 has higher boiling point...Ch. 3 - Prob. 3.43PCh. 3 - 3.44 Rank the following compounds in order of...Ch. 3 - Prob. 3.45PCh. 3 - 3.46 Rank the following compounds in order of...Ch. 3 - 3.47 Which of the following molecules can hydrogen...Ch. 3 - 3.48 Explain why diethylether and have similar...Ch. 3 - Prob. 3.49PCh. 3 - 3.50 Predict the solubility of each of the...Ch. 3 - Prob. 3.51PCh. 3 - Prob. 3.52PCh. 3 - 3.53 THC is the active component in marijuana, and...Ch. 3 - Prob. 3.54PCh. 3 - Prob. 3.55PCh. 3 - 3.56 Label the electrophilic and nucleophilic...Ch. 3 - 3.57 By using only electron density arguments,...Ch. 3 - 3.58 The composition of a cell membrane is not...Ch. 3 - Prob. 3.59PCh. 3 - 3.60 Quinapril (trade name Accupril) is a drug...Ch. 3 - 3.61 Answer each question about oxycodone, a...Ch. 3 - Prob. 3.62PCh. 3 - Prob. 3.63PCh. 3 - 3.64 Explain why A is less water soluble than B,...Ch. 3 - 3.65 Recall from section 1.10B that there is...
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- What is the major difference between an antiaromatic and aromatic compound? Antiaromatic compounds have at least one sp³ hybridized atom in the ring. Antiaromatic compounds are not conjugated. Only aromatic compounds have 4n+ 2 pi electrons. The structure must be cyclic for aromatic but not antiaromatic compounds. Aromatic, not Antiaromatic compounds, are planar.arrow_forwardCarbenes (CR2) are neutral compounds with divalent carbon atoms. Propose two different ways that carbenes could exist. Provide the hybridization of each carbene carbon and predict the bond angles based on what you know about hybridizationarrow_forward4. Octatetraene, C8H10, is an 8-membered linear carbon chain with alternating single and double bonds. As a result, each carbon is left with an unhybridized p-orbital containing one electron. This problem will take you through steps to construct and fill the molecular orbital diagram for octatetraene based on the way these different p-orbitals can come together. a) The various molecular orbitals formed from octatetraene’s 8 unhybridized p-orbitals are shown on the next page. Draw the nodal planes for each molecular orbital. Hint: A nodal plane is a line through the molecule that denotes the sites of destructive interference. An example is shown below with ethylene. b) Based on the nodal planes, arrange the energy levels corresponding to the 8 molecular orbitals on the energy level diagram (label them using the numbering provided on the left side of the molecular orbitals) on the next page, in order of lowest to highest energy. c) Populate your molecular…arrow_forward
- Sketch the ultraviolet absorption spectrum of 1,3-Butadiene, matching peaks to electronic transitions. show that four isolated p orbital on carbon atoms combine to form pi orbitalarrow_forwardPyrazine, C4H4N2, is used in the synthesis of vitamins and drugs. The molecule can be thought of replacing two -CH units in benzene with a nitrogen atom in each of the 1,4- positions. pyrazine Describe the o and a bonding in pyrazine by analyzing the hybridization state, valence electron count and o-framework. How many delocalized electrons are present? Explain your answer. How many bonding and anti-bonding 7-type molecular orbitals are present? Explain your answer. Draw the detailed MO diagram of the 7-system. Explain your answer.arrow_forward2) Show how the carbon p orbitals overlap to form the lowest energy л molecular orbital of 1,3- butadiene.arrow_forward
- Draw structural formulas for all linear (not ring) constitutional isomers that have the molecular formula C4H4 and indicate which of the following they possess: 1. sp hybridized carbon atoms 2. sp2 hybridized carbon atoms 3. sp3 hybridized carbon atoms 4. sigma bonds, pi bondsarrow_forwardCH3+ and CH3– are two highly reactive carbon species. What is the predicted hybridization and geometry around each carbon atom?arrow_forwardLinoleic acid is an essential fatty acid found in many vegetable oils, such as soy, peanut, and cottonseed. A key structural feature of the molecule is the cis orientation around its two double bonds, where R1 and R2 represent two different groups that form the rest of the molecule. (a) How many different compounds are possible, changing only the cis-trans arrangements around these two double bonds? (b) How many are possible for a similar compound with three double bonds?arrow_forward
- Draw the Lewis Structures for the following molecules and give the hybridization for each carbon atom. a) 2-methyl-1-butanol, CH3CH2CH2(CH3)CH2OH b) Ethyl propanoate, CH3CH2CO2CH2CH3 c) Methyl cyanide (aka acetonitrile), CH3CN d) Isopropyl phenyl ether, (CH3)2CHOC6H5 e) N,N-dimethylpentamide, CH3CH2CH2CH2CON(CH3)2arrow_forward1. Explain the two ways that methane (CH4) illustrates the need for hybridized molecular bonds. Draw a picture to represent the hybridization of carbon's orbitals and their overlap with hydrogen's. Label each orbital used in bonding with its letters and each bond as sigma or pi.arrow_forwardнн H H а С—Сь H2 H-Ć-Č–H b + a H Many reactions involve a change in hybridization of one or more atoms in the starting material. In this reaction, determine the hybridization of the indicated atoms in the organic starting material, and determine if they have changed hybridization during the reaction. Atom a: Reactant: Product: Atom b: Reactant: Product:arrow_forward
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