CramX Logo
RegisterLog in
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Document preview page 1

Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 1

Document preview content for Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition

Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition

Take the stress out of textbook problems with Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition, a complete guide to solving every question.

Jackson Roberts
Contributor
4.4
0
12 months ago
Preview (16 of 242 Pages)
100%
Log in to unlock
Page 1 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 1 preview imageAnswers for Student Exercises 1.1 to 1.51Atom Type# of AtomsMassTotal MassHydrogen221.0078322.17226Carbon1012.00000120.00000Nitrogen014.00310.00000Oxygen015.99490.00000Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =0142.17226Exact Massa3-ethyloctaneC10H22- (C2H5)Rule 3- (C5H11)Rule 3- (CH2=CH2)Rule 9Hor- (C4H9)Rule 5 and 6- (CH2=CH2)Rule 6- (C3H7)Rule 3Atom Type# of AtomsMassTotal MassHydrogen181.0078318.14094Carbon1012.00000120.00000Nitrogen014.00310.00000Oxygen015.99490.00000Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =2138.14094Exact Massb3-butylcyclohex-1-eneC10H18
Page 2 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 2 preview image
Page 3 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 3 preview imageAnswers for Student Exercises 1.1 to 1.52Atom Type# of AtomsMassTotal MassHydrogen221.0078322.17226Carbon1112.00000132.00000Nitrogen014.00310.00000Oxygen015.99490.00000Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =1154.17226Exact Massd(E)-undec-3-eneC11H22or- (CH3)Rule 5- (C6H13)Rule 5H- (C7H14)Rule 9Atom Type# of AtomsMassTotal MassHydrogen181.0078318.14094Carbon1312.00000156.00000Nitrogen014.00310.00000Oxygen115.994915.99490Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =5190.13584Exact MassOc2-methyl-1-phenylhexan-1-oneC13H18OO- (C6H13)Rule 8OOO- (C6H5)Rule 8OOH- (C4H8)Rule 9OHOHO- (CO)Rule 8+9
Page 4 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 4 preview imageAnswers for Student Exercises 1.1 to 1.53Atom Type# of AtomsMassTotal MassHydrogen181.0078318.14094Carbon1212.00000144.00000Nitrogen014.00310.00000Oxygen015.99490.00000Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =4162.14094Exact Masse1-(hexan-2-yl)benzeneC12H18- (CH3)Rule 7- (C4H9)Rule 7- (C4H8)Rule 9HHHAtom Type# of AtomsMassTotal MassHydrogen161.0078316.12528Carbon712.0000084.00000Nitrogen014.00310.00000Oxygen115.994915.99490Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =0116.12018Exact MassOHfheptan-2-olC7H16OOHOHOH- (C5H11)Rule 8- (CH3)Rule 8- (H )Rule 8OHOHOHHOHH- (H2O)Rule 9
Page 5 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 5 preview imageAnswers for Student Exercises 1.1 to 1.54Atom Type# of AtomsMassTotal MassHydrogen221.0078322.17226Carbon1112.00000132.00000Nitrogen014.00310.00000Oxygen215.994931.98980Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =1186.16206Exact MassCOOHg3,5,7-trimethyloctanoic acidC11H22O2OHO- (OH )Rule 8- (C10H21)Rule 8- (C9H18)Rule 9COCOOHOCOHOCOHOHOOHHOOHOOHHAtom Type# of AtomsMassTotal MassHydrogen141.0078314.10962Carbon612.0000072.00000Nitrogen014.00310.00000Oxygen115.994915.99490Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =0102.10452Exact MassOHhhexan-1-olC6H14OOHOH- (CH2=CH2) - (H2O)Rule 9- (C5H11)Rule 8- (H )Rule 8H2COHOHHOH
Page 6 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 6 preview imageAnswers for Student Exercises 1.1 to 1.55Atom Type# of AtomsMassTotal MassHydrogen181.0078318.14094Carbon812.0000096.00000Nitrogen014.00310.00000Oxygen115.994915.99490Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =0130.13584Exact MassOHi2-methylheptan-2-olC8H18OOH- (C5H11)Rule 8- (CH3)Rule 8Rule 8OHOHOHHOH- (H2O)Rule 8- (CH2=C(CH3)2)Atom Type# of AtomsMassTotal MassHydrogen161.0078316.12528Carbon712.0000084.00000Nitrogen014.00310.00000Oxygen015.99490.00000Sulfur131.972131.97210CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =0132.09738Exact MassSjbutyl(propyl)sulfaneC7H16SS- (C3H7)Rule 8- (C2H5)Rule 9- (CH2=CH2)Rule 8SSSHSSH
Page 7 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 7 preview imageAnswers for Student Exercises 1.1 to 1.56Atom Type# of AtomsMassTotal MassHydrogen201.0078320.15660Carbon1312.00000156.00000Nitrogen014.00310.00000Oxygen115.994915.99490Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =4192.15150Exact MassOHk(2-hexylphenyl)methanolC13H20OAtom Type# of AtomsMassTotal MassHydrogen91.007839.07047Carbon1312.00000156.00000Nitrogen114.003114.00310Oxygen315.994947.98470Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =10227.05827Exact MassONO2l(4-nitrophenyl)(phenyl)methanoneC13H9NO3ONO2- (C6H4NO2)Rule 7&8- (C6H5)Rule 8&9- (CO)Rule 7&8OONO2OONO2OHOHOHHCH2OHCH2- (C5H11)Rule 7- (H2O)Rule 7- (OH )Rule 9OHOHor
Page 8 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 8 preview imageAnswers for Student Exercises 1.1 to 1.57Atom Type# of AtomsMassTotal MassHydrogen221.0078322.17226Carbon1012.00000120.00000Nitrogen014.00310.00000Oxygen115.994915.99490Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =0158.16716Exact MassOm3-(ethoxymethyl)heptaneC10H22OO- (CH3)Rule 8- (C4H9)Rule 8- (C7H15)Rule 3OOOCH2OOAtom Type# of AtomsMassTotal MassHydrogen191.0078319.14877Carbon1012.00000120.00000Nitrogen014.00310.00000Oxygen115.994915.99490Sulfur031.97210.00000CnHmXxNyOzIHDBromine178.918378.91830Index = (n) - (m/2) - (x/2) + (y/2) + 1 =1234.06197Exact MassHOBrn2-bromodecanalC10H19BrOHOBr- (H )Rule 8- (C8H16)Rule 9- (CO )Rule 9OBrHOBrOBrBrHHOBrHH
Page 9 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 9 preview imageAnswers for Student Exercises 1.1 to 1.58O- (C6H11O )Rule 8- (CH2=C=O)Rule 8- (CH3)Rule 9OOOOOOO HOOHAtom Type# of AtomsMassTotal MassHydrogen141.0078314.10962Carbon812.0000096.00000Nitrogen014.00310.00000Oxygen215.994931.98980Sulfur031.97210.00000CnHmXxNyOzIHDBromine078.91830.00000Index = (n) - (m/2) - (x/2) + (y/2) + 1 =2142.09942Exact MassoC8H14O2OOcyclohexyl acetate
Page 10 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 10 preview imageAnswers for Student Exercises 1.6 to 1.119Base PeakMolecularIonFragement IonFragment LossRearrangment7111499 / C6H11O15 / CH386 / C5H1028 / C2H4R71 / C4H7O43 / C3H758 / C3H5O56 / C4H8R43 / C3H771 / C4H7OBase PeakMolecularIonFragement IonFragment LossRearrangment59116 by CI115 / C7H15O1 / H98 / C7H1418 / H2OR87 / C5H11O29 / C2H569 / C5H918 / H2O, 29 / C2H5R59 / C3H7O57 / C4H945 / C2H5O71 / C5H1143 / C3H773 / C4H9O41 / C4H518 / H2O, 57 / C4H9RBase PeakMolecularIonFragement IonFragment LossRearrangment9117091 / C7H779 / BrTropyliumIon75 / C6H380 / HBr, 16 / CH4R65 / C5H579 / Br, 26 / C2H2R50 / C4H2120 / C7H5Br39 / C3H2131 / C4H5BrBase PeakMolecularIonFragement IonFragment LossRearrangment71150121 / C3H6Br29 / C2H5107 / C2H4Br43 / C3H771 / C5H1179 / Br55 / C4H780 / HBr, 16 / CH4R43 / C3H7C2H4Br4-HeptanoneOC7H14OExact Mass: 114.1045IHD = 1, match with (k)AOH3-HeptanolC7H16OExact Mass: 116.1201IHD = 0, match with (m)BBr4-BromotolueneC7H7BrExact Mass: 169.9731IHD = 4, match with (v)CBr2-BromopentaneC5H11BrExact Mass: 150.0044IHD = 0, match with (r)D
Page 11 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 11 preview imageAnswers for Student Exercises 1.6 to 1.1110Base PeakMolecularIonFragement IonFragment LossRearrangment4310085 / C5H9O15 / CH371 / C4H7O29 / C2H558 / C4H1042 / C2H2OR57 / C3H5O43 / C3H743 / C3H757 / C3H5OBase PeakMolecularIonFragement IonFragment LossRearrangment747473 / C3H5O21 / H57 / C3H5O17 / OH56 / C3H4O18 / H2OR45 / CHO229 / C2H5Base PeakMolecularIonFragement IonFragment LossRearrangment737356 / C4H817 / NH3R55 / C4H718 / NH4R44 / C2H6N29 / C2H543 / C3H730 / CH4NBase PeakMolecularIonFragement IonFragment LossRearrangment5556 by CI55 / C3H3O1 / H39 / C3H317 / OH38 / C3H218 / H2OO2-HexanoneC6H12OExact Mass: 100.0888IHD = 1, match with (h)EOOHPropionic AcidC3H6O2Exact Mass: 74.0368IHD = 1, match with(c)FGH2NC4H11NExact Mass: 73.0896IHD = 0, match with (b)butan-1-amineOHprop-2-yn-1-olC3H4OExact Mass: 56.0264IHD = 2, match with (a)H
Page 12 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 12 preview imageAnswers for Student Exercises 1.6 to 1.1111Base PeakMolecularIonFragement IonFragment LossRearrangment4389 by CI90 / C3H8NO2Addition of H72 / C3H6NO17 / OHR43 / C3H746 / NO242 / C3H647 / HNO2RBase PeakMolecularIonFragement IonFragment LossRearrangment94138107 / C7H7O31 / CH3O94 / C6H5O44 / C2H4OR77 / C6H561 / C2H5O266 / C5H672 C3H5O2R51 / C4H387 / C4H7O239 / C3H299 / C5H8O2Base PeakMolecularIonFragement IonFragment LossRearrangment9412294 / C6H5O28 / C2H4R77 / C6H545 / C2H5O66 / C5H656 / C3H4O51 / C4H371 / C4H7O39 / C3H283 / C5H8OBase PeakMolecularIonFragement IonFragment LossRearrangment4310287 / C4H7O215 / CH374 / C3H5O228 / C2H4R71 / C4H7O31 / CH3O59 / C2H3O243 / C3H743 / C3H759 / C2H3O2N+OO-1-NitropropaneC3H7NO2Exact Mass: 89.0477IHD = 1, match with (d)IOOH2-PhenoxylethanolJC8H10O2Exact Mass: 138.0681IHD = 4, match with (q)PhenetoleKC8H10OExact Mass: 122.0732IHD = 4, match with (o)OOOMethyl ButyrateLC5H10O2Exact Mass: 102.0681IHD = 1, match with (i)
Page 13 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 13 preview imageAnswers for Student Exercises 1.6 to 1.1112Base PeakMolecularIonFragement IonFragment LossRearrangment11311385 / C5H11N28 / COR84 / C5H10N29 / CHO56 / C4H857 / C2H3NO55 / C4H758 / C2H4NO42 / C3H671 / C3H5NORBase PeakMolecularIonFragement IonFragment LossRearrangment949467 / C4H5N27 / CHN53 / C3H3N41 / C2H3N42 / C2H4N52 / C3H2N41 / C2H3N53 / C3H3N40 / C2H2N54 / C3H4NBase PeakMolecularIonFragement IonFragment LossRearrangment152152135 / C8H7O217 / OH122 / C7H6O230 / CH2OR107 / C7H7O45 / CHO2R105 / C7H5O17 / OH, 30 / CH2OR92 / C6H4O60 / C2H4O2R77 / C6H517 / OH, 58 /C2H2O263 / C5H389 / C3H5O339 / C3H2113 / C5H6O3Base PeakMolecularIonFragement IonFragment LossRearrangment75 or 157157141 /C6H4ClNO16 / O127 / C6H4O30 / NOR111 / C6H4Cl46 / NO299 / C5H4Cl58 / CNO275 / C6H346 / NO2, 36 / HClR50 / C4H2107 / C2H2ClNO2OHNCaprolactamMC6H11NOExact Mass: 113.0841IHD = 2, match with (j)NN2-methylpyrazineNC5H6N2Exact Mass: 94.0531IHD =4, match with (e)HOOOMethyl salicylateOC8H8O3Exact Mass: 152.0473IHD = 5, match with (s)N+O-OCl1-Chloro-4-NitrobenzenePC6H4ClNO2Exact Mass: 156.9931IHD = 5, match with (t)
Page 14 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 14 preview imageAnswers for Student Exercises 1.6 to 1.1113Base PeakMolecularIonFragement IonFragment LossRearrangment60208 by CI191 / C7H12OBr17 / OH149 / C5H10Br59 / C2H3O2129 / C7H13O279 /Br111 / C7H11O79 /Br, 18 / H2OR83 / C6H11125 / CH2BrO2R60 / C2H4O2147 / C5H9BrRBase PeakMolecularIonFragement IonFragment LossRearrangment709897 / C6H9O1 / H83 / C5H7O15 / CH379 / C6H719 / H3O70 / C4H6O28 / C2H4Base PeakMolecularIonFragement IonFragment LossRearrangment43126111 / C7H11O15 / CH3108 / C8H1218 / H2OR93 / C7H933 / CH5OR83 / C6H1143 / C2H3O69 / C5H957 / C3H5O58 / C3H6O68 / C5H8R55 / C4H771 C4H7O43 / C2H3O83 / C6H11Base PeakMolecularIonFragement IonFragment LossRearrangment60116 by CI87 / C4H7O229 / C2H573 / C3H5O243 / C3H760 / C2H4O256 / C4H8R45 / CHO271 / C5H11OHOBr7-Bromo Heptanoic AcidQC7H13BrO2Exact Mass: 208.0099IHD = 1, match with (w)HO5-Hexyn-1-olRC6H10OExact Mass: 98.0732IHD = 2, mathc with (g)O6-Methyl-5-hepten-2-oneSC8H14OExact Mass: 126.1045IHD = 2, match with (p)OHOHexanoic acidTC6H12O2Exact Mass: 116.0837IHD = 1, match with (l)
Page 15 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 15 preview imageAnswers for Student Exercises 1.6 to 1.1114Base PeakMolecularIonFragement IonFragment LossRearrangment162162126 / C6H3OCl36 / HClR98 / C5H3Cl64 / CHOClR63 / C5H399 / CHOCl2Base PeakMolecularIonFragement IonFragment LossRearrangment122122121/C8H9O1 / H107/C7H7O15 / CH391 / C7H731 / CH3O77 / C6H545 / C2H5O65 / C5H557 / C3H5OBase PeakMolecularIonFragement IonFragment LossRearrangment689668 / C4H4O28 / C2H4R55 / C3H3O41 / C3H553 / C4H543 / C2H3O42 / C2H2O54 / C4H6RClClHO2,6-DichlorophenolUC6H4Cl2OExact Mass: 161.9639IHD = 4, match with (u)HO2,6-DimethylphenolVC8H10OExact Mass: 122.0732IHD = 4, match with (n)O2-Cyclohexen-1-oneWC6H8OExact Mass: 96.0575IHD = 3, match with (f)
Page 16 of 16
Solution Manual For Spectrometric Identification of Organic Compounds, 8th Edition - Page 16 preview imageCHAPTER 22.1𝑣 =12πœ‹cβˆšπ‘˜ (π‘š1π‘š2π‘š1+π‘š2)(k)force constant = 42c2v2meffmeff=(π‘š1π‘š2π‘š1+π‘š2)meff=(1H19F) =(1.0078 x 18.9984)(1.0078 + 18.9984)=0.9570 ΞΌmeff=(1H35Cl)=0.9796 ΞΌmeff=(1H81Br) =0.9954 ΞΌmeff=(1H127I)=0.9999 ΞΌ(k)(1H19F) = 4 x 3.142x (2.997 x 1010cm s-1)2x (4148.2 cm-1)2x (0.9570 x 1.66 x 10-27kg)=968.3 kg s-2=968.3 N/m(k)(1H35Cl) = 514.6 N/m(k)(1H81Br) = 410.9 N/m(k)(1H127I) = 313.6 N/mAssume that the force constant for halides are the same when substituting the deuterium -- the calculatedbond stretch frequency for halides:𝑣 =12πœ‹cβˆšπ‘˜ (π‘š1π‘š2π‘š1+π‘š2)2.2.The gross selection rule for infrared activity is that motion corresponding to a normal mode should beaccompanied by a change of dipole moment. So those molecules in which a vibration gives rise to achange in dipole moment are infrared active compounds:(a) CH3CH3, (b) CH4, (c) CH3Cl.It is helpful to write down the structural formulas of the compounds2.3.A nonlinear molecule has 3N-6 normal modes of vibration, where N is the number of atoms in themolecule; a linear molecule has 3N-5.(a) C6H6has 3(12)–6 = 30 normal modes(b) C6H6CH3has 3(16)–6 = 42 normal modes(c) HC≑C-C≑CH is linear; it has 3(6) –5 = 13 normal modes2.4.From top to bottom the:o-xylene,m-xylene, thenp-xylene
Preview Mode

This document has 242 pages. Sign in to access the full document!

Study Now!

X-Copilot AI
Unlimited Access
Secure Payment
Instant Access
24/7 Support
Document Chat

Document Details

Subject
Chemistry
Textbook
Spectrometric Identification Of Org...

Related Documents

View all
Quick Guides

Organic Chemistry II - Summary of Reactions

Quick Guides

Organic Chemistry II - Summary of Preparations

Quick Guides

Organic Chemistry II - Spectroscopy and Structure

Quick Guides

Organic Chemistry II - Reactions of Aromatic Compounds

Quick Guides

Organic Chemistry II - Phenols and Aryl Halides

Quick Guides

Organic Chemistry II - Carboxylic Acids and their Derivatives

Quick Guides

Organic Chemistry II - Aromatic Compounds

Quick Guides

Organic Chemistry II - Amines

Quick Guides

Organic Chemistry II - Alkyl Halides

Quick Guides

Organic Chemistry II - Aldehydes and Ketones