Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 3, Problem 3.35P
Draw seven constitutional isomers with molecular formula
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Draw condensed structural formulas for all compounds with the molecular formula C4H8O that contain a carbonyl group (there are two aldehydes and one ketone).
Question 16 of 28
Give the IUPAC name of the compound below.
Br
Br
The chemical formula C4H10O results in four alcohols and three ethers for a total of seven structuralisomers.
Draw pairs of structural formulas for these molecules that illustrate positional and functional isomerism on a sheet of paper. You will be drawing a total of four formulas. Label each pair as positional or functional.
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 functional group distinguishes each of the following hydrocarbon derivatives? a. halohydrocarbons b. alcohols c. ethers d. aldehydes e. ketones f. carboxylic acids g. esters h. amines Give examples of each functional group. What prefix or suffix is used to name each functional group? What are the bond angles in each? Describe the bonding in each functional group. What is the difference between a primary, secondary, and tertiary alcohol? For the functional groups in ah, when is a number required to indicate the position of the functional group? Carboxylic acids are often written as RCOOH. What does COOH indicate and what does R indicate? Aldehydes are sometimes written as RCHO. What does CHO indicate?arrow_forwardDraw structures that fit each description and name the functional group in each molecule: (a) two constitutional isomers with molecular formula C5H10O that contain different functional groups; (b) two constitutional isomers with molecular formula C6H10O that contain the same functional group.arrow_forwardStructural isomers are compounds with same molecular formula, same functional groups, but different structural formulas. O True O Falsearrow_forward
- To which family does this organic molecule belong? CH 3 CH 3 | N H₂C Alkane Amide Amine Alcohol CH 3arrow_forwardFor the ketone displayed below, choose the name that follows IUPAC guidelines. CH,—CH,−C−CH,—CH, (Hint: For this molecule, pay attention to the longest continuous carbon chain, which has 8 carbons. You may first want to redraw the formula to have the longest carbon chain on a horizontal plane to facilitate naming.) O 6-ethyl-6-methyl-3-hexanone O 6-methyl-3-octanone 6-ethyl-3-heptanone CH₂ CH3 | CH-CH3 I 2-ethyl-5-heptanone 6,7-dimethyl-3-heptanonearrow_forwardAn organic compound ‘X’ has the molecular formula C2H4O2. It has a pleasant smell. It does not change colour of the red litmus paper; nor does it react with sodium hydrogen carbonate solution. Predict the compound's functional group and give its IUPAC name.arrow_forward
- You were tasked to propose a structure for a compound with a chemical formula of C₂H₂N. In the laboratory, the compound appears as a clear, colorless liquid. To determine the structure of the compound, you subject the compound to several solubility tests and chemical tests. The observations for these tests are summarized: SOLUBILITY GROUP: Group V Insoluble in water and 10% NaOH but soluble in 10% HCI FUNCTIONAL GROUP/CLASS: Amine 1) Based on the results of the solubility tests and chemical tests, what is the most probable structure of C7H9N? Draw your answer in the box below. You may draw the compound using line-bond formula OR Lewis structure. |arrow_forward1. The chemical formula C4H100 results in four alcohols and three ethers for a total of seven structural isomers. Draw pairs of structural formulas for these molecules that illustrate positional and functional isomerism on a sheet of paper. You will be drawing a total of four formulas. Label each pair as positional or functional.arrow_forward______ is an organic compound characterized by the presence of the -COOH functional group. The name of a ketone that has 6 carbon atom where the =O (oxo) group is attached to the 3rd carbon atom (C6C5C4C3C2C1) and a CH3 and Br substituents attached at the 4th and 5th carbon atom respectively is _____. An ether has the following structural formula: CH3-CH2-O-CH2-CH2-CH3. The IUPAC name is _____.arrow_forward
- 2.) Draw 1 isomer of the compounds in item no. 3, and state the type of isomerism. Example: 2-hydroxy-pentanal OH Structure: Isomer: OH Type of isomerism: Functional Isomerism 3.) Predict the product of the following chemical reactions and state where the product (waste) should the waste should be disposed: Example: OH 1. NaBH, ethanol 2. HO CH,CH,CH,CH CH;CH,CH,CH H Butanal 1-Butanol Waste: G704 (Non-halogenated organic solvents) 1. NaBH,, ethanol a.) Cyclohexanecarbaldehyde 2. H,O" b.) Sodium Flouride + 3-iodo-3-methylpentane (hint: substitution or elimination?) c.) Benzoic acid + Phenol РСС d.) 3-pentanol H>CrO4 e.) Cyclohexylmethanolarrow_forwardIdentify the functional groups in the following structure. H H НС CH3 C. ¿CH НО H Ester O Aldehyde Alkyne Amide Ketone O Alcohol Amine Carboxylic acid O Phenyl Alkene Etherarrow_forwardWhich of the following compounds have both a ketone and an ester functional group? مل للمه OH IV 0 OH 0= > = ||| مام 0 OHarrow_forward
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