Concept explainers
(a)
To determine: The compounds in the stockroom manager’s bottle and the compound in the student’s test tube.
Interpretation: The compounds in the stockroom manager’s bottle and the compound in the student’s test tube are to be identified.
Concept introduction: The substance reacts with infrared radiations to produce infrared spectrum. IR spectroscopy aids in identification of chemicals especially
(b)
To determine: The discrepancy between the stockroom manager’s bottle and the student’s test tube.
Interpretation: The discrepancy between the stockroom manager’s bottle and the student’s test tube is to be explained.
Concept introduction: The substance reacts with infrared radiations to produce infrared spectrum. IR spectroscopy aids in identification of chemicals especially functional groups of substances. Infrared region has three parts named as near, mid and far infrared. Every functional group gets absorbed at a specific value to give peak.
(c)
To determine: The suggestion to avoid misunderstanding in the future.
Interpretation: The suggestion to avoid misunderstanding in the future is to be given.
Concept introduction: The substance reacts with infrared radiations to produce infrared spectrum. IR spectroscopy aids in identification of chemicals especially functional groups of substances. Infrared region has three parts named as near, mid and far infrared. Every functional group gets absorbed at a specific value to give peak.
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Chapter 20 Solutions
ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
- Analyze the IR spectra to determine the identity of the unknown solid organic compound. Identify the peaks in the spectra and show each functional group present in the organic compound. The list of all the possible organic compounds are as follows: Cumene, 3-Methy-2-butanone, Phenethyl alcohol, Isopropyl Acetate, Ethel benzoate, 3-phenylpropionaldehyde, isobutyl cinnamate, cyclamen aldehyde, Styrallyl acetate, Butyl butyrate, propiophenon, phenylacetylene, Cis-Hexenyl-3-Acetate, Benzyl propionate, 3-(p-ethyl-phenyl)-2,2-dimethyl propionaldehyde, 2-methoxy-4-ethyl-phenol, P-ethylphenol, diphenyl amine, 4-phenyl-3-buten-2-one, Diethyl Terphthalate, glutaric acid, cinnamic acid, P- ethylbenzoic acid, Coumarin, vanillin, (2,2,2-trichloro-1-phenylethyl)acetate, 4-(p-hydroxyphenyl)-2-butanone, 2-ethoxy-5-prop-1-enylphenol, t-butyl-phenol, Thymol, Calone, Syringol, Syringaldehyde. Borderline MP unknowns: Styrallyl alcohol, 1,1-dimethyl-2-phenethyl acetate, 1,1-dimethyl-2-phenyl ethanol.arrow_forwardCompound A (CH18O) forms a phenylhydrazone, but it gives a negative Tollens' test. The IR spectrum of A has a strong band near 1710 cm-1. The broadband carbon NMR spectrum of A is given below. a) Propose a structure for A and explain how your structure fits the spectral data. b) Propose a mechanism for the formation of phenylhydrazone CH, A, CyH0 CH, CH CDC, TMS 220 200 180 160 140 120 100 80 60 40 20 8 (ppm)arrow_forwardAssignment 2 1- While cleaning out a laboratory shelf, you have made a mistake in labeling two bottles of propanol and propanone. To identify the molecular structure of the contents of the bottle, samples were submitted for analysis using infrared spectroscopy, based on the IR results, draw the molecular structure of the molecule that would correspond to the spectrum for that compound. Justify your answer Spectrum A Spectrum B 100, 0.8 0.6 0.4 0+ 0.2 4000 3000 2000 1500 1000 s0 wavenumber (cml) 2000 Wavenumber icm-1) 3000 1000 ransmittance (%) Transmitancearrow_forward
- Using infrared spectroscopy, how can you differentiate between an alcohol and a carboxylic acid? O Carboxylic acids give a strong sharp signal around 1850 cm O Carboxylic acids give a 1H singlet around 3.8 ppm, alcohols give a 2H singlet around 3.2 ppm Carboxylic acids give two peaks at approximately 1700 (sharp) and 3000 (broad) cm1 while alcohols give only one around 3500 (broad) cm 1 Alcohols give sharp medium strength signals that correspond to hydrogens bound to an sp2 hybridized atom while carboxylic acids do notarrow_forwardHow can you distinguish aldehydes, esters and carboxylic acids using IR spectra? Explain using specific examples.arrow_forwardPlease solve this organic chemistry question A carboxylic acid with the molecular formula C5H10O2 is treated with thionyl chloride to give compound A. Compound A has only one signal in its 1H NMR spectrum. Please figure out this carboxylic acid. You can write out name directly or molecular formula with functional groups (e.g. isopropanol (CH3)3COH). Hint: Only one H NMR signal means all hydrogens are in the same chemical status.arrow_forward
- Analyze the 1H NMR of 2-phenyl-2-propanol. Based on intensities and splitting patterns, it should be possible to assign all of the peaks in this spectrum. Analyze the 1H NMR of 2-cyclohexyl-2-propanol. In this case, it is not possible to assign all peaks. Indicate which peaks can be assigned to specific H atoms in this compound.arrow_forwardYou are doing a ruthenium catalyzed hydrogenation of 4-methylbenzaldehyde (reactant) to 4-methylbenzyl alcohol (product). Draw the reaction equation. Can you use IR spectroscopy to distinguish between reactant and product? Include a detailed list of the characteristic IR bands that you expect to see in your explanation.arrow_forward4. You find a bottle on the shelf only labelled C3HSO. The sample was subjected to IR analysis yielding the following spectrum. www 1.0 0.8 0.6 0.2 0.0 3500 3000 2500 2000 1500 1000 500 Wavenumbers (cm-1) i. Deduce the structure of the compound stored in the bottle and explain your answer. Explain what is the difference between the IR spectrum of an alcohol and a carboxylic acid. ii. Transmitancearrow_forward
- In IR absorption spectra of a compound, strong absorptions at 3300 cm and 2100 to 2260 cm were observed. What functional group might the compound contain? a. Alkyne b. Alkene с. Alcohol d. Carboxylic acidarrow_forwardWhen 1-bromobutane is treated with sodium acetate (CH3CO,Na), the major product for the reaction is an ester (CH;CO2CH2CH2CH2CH3). Explain how mass spectrometry and IR spectroscopy could be used to prove that the reaction has occurred and you no longer have the starting material.arrow_forward1) The IR spectra for 4 "unknown" organic liquids are shown below. The identities of the liquids are: benzonitrile, butanoic acid, 2-pentanone, and 2-pentanol. Draw the structure of each possible unknown and match the unknown to its IR spectrum. Label the IR spectra with the bonds used for identification of structure. mummy M H W pumarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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