Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Textbook Question
Chapter 2, Problem 10PP
Practice Problem 2.10
Write bond-line structural formulas for (a) two constitutionally isomeric primary alkyl bromides with the formula
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PRACTICE PROBLEM 2.25 The compounds in each part below have the same (or similar) molecular weights. Which
compound in each
part
would
you expect to have the higher boiling point? Éxplain your
answers.
OH or
HO.
(a)
(c)
но
OH
or
(b) (CHa),N or
Write structural formulas for all the constitutionally isomeric compounds having the given molecular formula.(a) C4H10(b) C5H12(c) C2H4Cl2(d) C4H9Br(e) C3H9N
The skeletal line formula for a branched alkene is shown below. (i) What is the molecular formula of this compound? (ii) How many carbon atoms are in the longest chain, ignoring the double bond? (iii) What is the longest chain incorporating both carbons of the double bond? (iv) How many substituents are on this chain? (v) Give the IUPAC name for this compound. [6]
Chapter 2 Solutions
Organic Chemistry
Ch. 2 - Practice Problem 2.1
Propose structures for two...Ch. 2 - Prob. 2PPCh. 2 - Prob. 3PPCh. 2 - Prob. 4PPCh. 2 - Prob. 5PPCh. 2 - Practice Problem 2.6
Using a three-dimensional...Ch. 2 - Practice Problem 2.7
Trichloromethane (, also...Ch. 2 - Prob. 8PPCh. 2 - Prob. 9PPCh. 2 - Practice Problem 2.10
Write bond-line structural...
Ch. 2 - Practice Problem 2.11 Although we shall discuss...Ch. 2 - Practice Problem 2.12 Write bond-line structural...Ch. 2 - Prob. 13PPCh. 2 - Practice Problem 2.14
One way of naming ethers is...Ch. 2 - Practice Problem 2.15 Eugenol is the main...Ch. 2 - Practice Problem 2.16
One way of naming amines is...Ch. 2 - Practice Problem 2.17 Which amines in Practice...Ch. 2 - Prob. 18PPCh. 2 - Prob. 19PPCh. 2 - Practice Problem 2.20
Write bond-line formulas for...Ch. 2 - Practice Problem 2.21
Write bond-line formulas for...Ch. 2 - Practice Problem 2.22
Write bond-line formulas for...Ch. 2 - Prob. 23PPCh. 2 - Practice Problem 2.24 Write another resonance...Ch. 2 - Prob. 25PPCh. 2 - Practice Problem 2.26
Which compound would you...Ch. 2 - Practice Problem 2.27 Arrange the following...Ch. 2 - Prob. 28PPCh. 2 - Prob. 29PCh. 2 - Identify all of the functional groups in each of...Ch. 2 - 2.31 There are four alkyl bromides with the...Ch. 2 - Prob. 32PCh. 2 - Classify the following alcohols as primary,...Ch. 2 - 2.34 Classify the following amines as primary,...Ch. 2 - Prob. 35PCh. 2 - Identify all of the functional groups in Crixivan,...Ch. 2 - 2.37 Identify all of the functional groups in...Ch. 2 - 2.38 (a) Indicate the hydrophobic and hydrophilic...Ch. 2 - Hydrogen fluoride has a dipole moment of 1.83 D;...Ch. 2 - 2.40 Why does one expect the cis isomer of an...Ch. 2 - Prob. 41PCh. 2 - Prob. 42PCh. 2 - Prob. 43PCh. 2 - 2.44 Consider each of the following molecules in...Ch. 2 - True or false: For a molecule to be polar, the...Ch. 2 - 2.46 Which compound in each of the following...Ch. 2 - Prob. 47PCh. 2 - The IR spectrum of propanoic acid (Fig. 2.16)...Ch. 2 - Prob. 49PCh. 2 - Write structural formulas for four compounds with...Ch. 2 - There are four amides with the formula C3H7NO. (a)...Ch. 2 - Prob. 52PCh. 2 - Prob. 53PCh. 2 - Prob. 54PCh. 2 - Prob. 55PCh. 2 - 2.56 Compound C is asymmetric, has molecular...Ch. 2 - 2.57 Examine the diagram showing an -helical...Ch. 2 - Prob. 1LGPCh. 2 - Prob. 2LGPCh. 2 - Prob. 3LGPCh. 2 - Consider the molecular formula C4H8O2. Predict...Ch. 2 - Consider the molecular formula C4H8O2. If any of...Ch. 2 - Prob. 6LGPCh. 2 - Consider the molecular formula.
7. Pick five...Ch. 2 - Prob. 8LGP
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- PRACTICE PROBLEM 2.2 The compounds in each part below have the same (or similar) molecular weights. Which compound in cach part would you expect to have the higher boiling point? Explain your answers. (a) OH or (c) OH or HO (b) (CHN or A factor (in addition to polarity and hydrogen bonding) that affects the melting point of many organic compounds is the compactness and rigidity of their individual molecules. • Molecules that are symmetrical generally have abnormally high melting points. sert- Buryl alcohol, for example, has a much higher melting point than the other isomeric alcohols shown here: OH OH tert-Butyl alcohol (mp 25 "C) Butyl alcohol (mp -00 "C) Isobutyl alcohol sec-Butyl alcohol (mp 108 C) (mp-114 C) о оarrow_forwardFor each pair of compounds, predict which one has the higher molecular dipole moment, and explain your reasoning.(a) 1-bromopropane or cyclopropanearrow_forwardWhich of the following is true about the carbon-carbon single bond in 1,3-butadiene when compared to the carbon-carbon single bond in ethane? (A) It is shorter than the carbon-carbon single bond of ethane. (B) The single bond in 1,3-butadiene has a higher %s character than in ethane The hydrogen atoms push the carbons closer using electrocyclic forces. Both A and B. (E) None of the above.arrow_forward
- Draw a structural formula for a hydrocarbon with the given molecular formula that undergoes hydroboration-oxidation to give the indicated product. (a) (b) • All hydrogen atoms are implied. Apply formal charges where appropriate. • Omit lone pairs and radical electrons from your answer. ● C₂H10 C₂H12 1. (sia) BH 2. H₂O₂, NaOH MAVIL / 1. BHs 2. H₂O₂, NaOH Η OO Sn [F ? ChemDoodle OH Sn [F ? Previous Nextarrow_forwardA1.arrow_forwardWrite structural formulas for at least three constitutional isomers with the molecular formula ch3no2. (In answering this problem you should assign a formal charge to any atom that bears one.)arrow_forward
- (b) (1-chloromethyl)cyclopentane, C6H11CI reacts with aqueous sodium hydroxide, NaOH to produce a primary alcohol AA. When CsH11Cl is added with magnesium, Mg in ether, an organometallic compound BB is formed. When compound BB reacts with ethanal, CH3CHO, a secondary alcohol cC is formed. The molecular structure of C6H11CI is given below. (1-klorometil)siklopentana, C6H11CI bertindak balas dengan akues natrium hidroksida, NaOH bagi menghasilkan satu alkohol primer AA. Apabila C6H11CI ditambah dengan magnesium, Mg dalam eter, sebatian organologam BB terbentuk. Apabila sebatian BB bertindak balas dengan etanal, CH3CHO, satu alkohol sekunder CC dihasilkan. Struktur molekul bagi C6H11CI diberikan di bawah. (1-chloromethyl)cyclopentanearrow_forward4 Determine how many carbon environments each of the following molecules posess.arrow_forwardWhich of the following structures are aromatic? CH2 I II II IV (a) I and II (b) III and IV (c) only I (d) І, II and IVarrow_forward
- (b) (1-chloromethyl)cyclopentane, CeH11CI reacts with aqueous sodium hydroxide, NaOH to produce a primary alcohol AA. When CeH11Cl is added with magnesium, Mg in ether, an organometallic compound BB is formed. When compound BB reacts with ethanal, CH3CHO, a secondary alcohol cCis formed. The molecular structure of CeH11Cl is given below. (1-klorometil)siklopentana, CoH1,CI bertindak balas dengan akues natrium hidroksida, NaOH bagi menghasilkan satu alkohol primer AA. Apabila CeH11CI ditambah dengan magnesium, Mg dalam eter, sebatian organologam BB terbentuk. Apabila sebatian BB bertindak balas dengan etanal, CH;CHO, satu alkohol sekunder CC dihasilkan. Struktur molekul bagi CsH11CI diberikan di bawah. .CI (1-chloromethyl)cyclopentane (i) Draw the structural formula for compound AA through Cc. Lukiskan formula struktur bagi sebatian AA sehingga C. (ii) What is the type of reaction to produce compound AA? Apakah jenis tindak balas untuk menghasilkan sebatian AA?arrow_forwardSection 7.3 shows that the compound 2-butene exists intwo isomeric forms, which can be interconverted only bybreaking a bond (in that case, the central double bond).How many possible isomers correspond to each of the following chemical formulas? Remember that a simple rotation of an entire molecule does not give a different isomer.Each molecule contains a central CuC bond.(a) C2H2Br2(b) C2H2BrCl(c) C2HBrClFarrow_forward4.(a). Draw the structures of (i) cis-1,4-Dibromocyclohexane and (ii) trans-1,4- Dibromocyclohexane. 4(b). Draw the most stable conformers of (i) cis-1,4-Dibromocyclohexane and (ii) trans-1,4-Dibromocyclohexane. 4(c)Which is more stable? (i) cis-1,4-Dibromocyclohexane or (ii) trans-1,4- Dibromolcyclohexane. Explain the reason for your choice.arrow_forward
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Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License