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Concept explainers
Interpretation:
A structure for the alcohol with molecular formula C9H12O and the following spectral data is to be proposed.
1HNMR: 0.88 δ (triplet,Rel.area=3.00); 1.80 δ (quintet, Rel.area=2.00); 2.32 δ (Rel.area=1.00); 4.54 δ (triplet, Rel.area=1.00); 7.24 δ (Rel.area=5.00).
Concept introduction:
In 1HNMR spectrum, the alcoholic proton absorption occurs in the range 3.4 δ - 4.5 δ while that of phenolic proton occur in the range 3.0 to 8.0. The
The absorption due to 10 alkyl group (CH3) is seen around 0.7 δ - 1.3 δ, that due to a 20 alkyl group (CH2) is seen around 1.2 δ - 1.6 δ while that due to 30 alkyl group (CH) is seen around 1.4 δ - 1.8 δ The multiplicity of a signal gives an idea about the protons present in the adjacent carbons.
To propose:
A structure for the alcohol with molecular formula C9H12O and the following spectral data is to be proposed.
1HNMR: 0.88 δ (triplet,Rel.area=3.00); 1.80 δ (quintet, Rel.area=2.00); 2.32 δ (Rel.area=1.00); 4.54 δ (triplet, Rel.area=1.00); 7.24 δ (Rel.area=5.00).
b)
C8H10O2
Interpretation:
A structure for the alcohol with molecular formula C8H10O2 and the following spectral data is to be proposed.
IR: 3500 cm-1,
1HNMR: 2.60 δ (Rel.area=1.00); 3.76 δ (Rel.area=3.00); 4.53 δ (Rel.area=2.00); 6.85 δ (Rel.area=2.00); 7.23 δ (Rel.area=2.00).
Concept introduction:
In 1HNMR spectrum, the alcoholic proton absorption occurs in the range 3.4 δ - 4.5 δ while that of phenolic proton occur in the range 3.0 to 8.0. The aromatic protons give a broad peak in the range 6.5 δ - 8.0 δ, the benzylic protons normally absorb in the region 2.3 δ - 3.0 δ.
To propose:
A structure for the alcohol with molecular formula C8H10O2 and the following spectral data is to be proposed.
1HNMR: 2.60 δ (Rel.area=1.00); 3.76 δ (Rel.area=3.00); 4.53 δ (Rel.area=2.00); 6.85 δ (Rel.area=2.00); 7.23 δ (Rel.area=2.00).
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Chapter 17 Solutions
EBK ORGANIC CHEMISTRY
- 1) How many monochlorination products-including stereochemistry- are there for the molecule below:arrow_forwardSelect an amino acid that has and N-H or O-H bond in its R-group (you have 8 to choose from!). Draw at least two water molecules interacting with the R-group of the amino acid.arrow_forwardIs this aromatic?arrow_forward
- CHEM2323 E Tt PS CH03 Draw and name all monobromo derivatives of pentane, C5H11Br. Problem 3-33 Name: Draw structures for the following: (a) 2-Methylheptane (d) 2,4,4-Trimethylheptane Problem 3-35 (b) 4-Ethyl-2,2-dimethylhexane (e) 3,3-Diethyl-2,5-dimethylnonane (c) 4-Ethyl-3,4-dimethyloctane 2 (f) 4-Isopropyl-3-methylheptane KNIE>arrow_forwardProblem 3-42 Consider 2-methylbutane (isopentane). Sighting along the C2-C3 bond: (a) Draw a Newman projection of the most stable conformation. (b) Draw a Newman projection of the least stable conformation. Problem 3-44 Construct a qualitative potential-energy diagram for rotation about the C-C bond of 1,2-dibromoethane. Which conformation would you expect to be most stable? Label the anti and gauche conformations of 1,2- dibromoethane. Problem 3-45 Which conformation of 1,2-dibromoethane (Problem 3-44) would you expect to have the largest dipole moment? The observed dipole moment of 1,2-dibromoethane is µ = 1.0 D. What does this tell you about the actual conformation of the molecule?arrow_forwardGas Law Studies 1. Mass of zinc Determination of 0.899 2) Moles of zinc 0.01361 mol 3.) Moles of hydrogen 00? ← I was told to calculate this number from mole of zinc. 350m So does that mean it will be 0.01361 mol too? 4 Volume of water collected (mL) 5) VL of water collected (Liters) 0.350 L 6) Temp of water collected (°C) 7) Temp of water collected (°K) 8) Atmospheric pressure (mm) 9) Vapor pressure of water (mm) 10) Corrected pressure of hydrogen 20% 29°C 764.0mm Hg (mm) 17.5mm 11) Corrected pressure of hydrogen (atm) 12) Experimentally calculated value of 19 13. Literature value of R 14) % Error 15) Suggest reasons for the % error (#14)arrow_forward
- No wedge or dashes. Do proper structure. Provide steps and explanation.arrow_forward10 Question (1 point) Draw curved arrow notation to indicate the proton transfer between NaOH and CH3CO₂H. 2nd attempt :0- H See Periodic Table See Hint Draw the products of the proton transfer reaction. Don't add a + sign between the products.arrow_forwardProvide steps and explanation please.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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