Alcohol isomers : (1) CH3CH2CH2CH2CH2OH = n-pentanol (pentane-1-ol) (2) CH3CH2CH2CH(OH)CH3 = 2-pentanol (pentane-2-ol) (3) CH3CH2CH(OH)CH2CH3 = 3-pentanol (pentane-3-ol) (4) CH3CH2CH(CH3)CH2OH = 2-methyl-1-butanol (5) CH3CH2C(CH3)(OH)CH3 = 2-methyl-2-butanol (6) CH3CH(OH)CH(CH3)CH3 = 3-methyl-2-butanol (7) CH2(OH)CH2CH(CH3)CH3 = 4-methyl-1-butanol (8) CH3CH(CH3)CH2CH2OH = 3-methyl-1-butanol (9) CH3C(CH3)2CH2OH = 2,2-dimethyl-1-propanol
Ether isomers: (1) CH3CH2CH2CH2-O-CH3 = methyl butyl ether (2) CH3CH2CH2-O-CH2CH3 = ethyl propyl ether (3) CH3CH(CH3)CH2-O-CH3 = methyl isobutyl ether (4) CH3CH2CH(CH3)-O-CH3 = methyl sec-butyl ether (5) CH3CH2-O-CH(CH3)CH3 = methyl isopropyl ether
The structure identified is 2-methylbutan-1-ol based on the spectral analysis. The compound has zero degrees of unsaturation and matches spectral data well.
Here are the step-by-step steps to solve this:
Determine the Degree of Unsaturation: For C₅H₁₂O, the Index of Hydrogen Deficiency (IHD) is zero, indicating no double bonds or rings.
Analyze the ¹H NMR Spectrum: Look at the number of signals, their chemical shifts, multiplicities, and integrations to identify functional groups and their environment.
Analyze the ¹³C NMR Spectrum: Determine the number and types of carbon environments.
Analyze the IR Spectrum: Identify key functional group absorptions, especially around 3300 cm⁻¹ (alcohol hydroxyl group) and 3000-2850 cm⁻¹ (C-H stretch).
Propose Possible Structures: Compare the spectral data to determine the most plausible structure.
Given the lack of strong IR bands above 3000 cm⁻¹ or at 1700 cm⁻¹, and integrating ¹H NMR data, potential constitional isomers include pentan-1-ol, pentan-2-ol, 2-methylbutan-1-ol, and 3-methylbutan-2-ol.
IR, NMR, and other data will narrow to the specific structure.
The IUPAC name for the structure derived is 2-methylbutan-1-ol.
The structure for C₅H₁₂O can be determined by checking the degree of unsaturation, analyzing the IR, proton NMR, and carbon NMR spectra. With zero degrees of unsaturation and spectra indicating an alcohol, the compound is identified as 2-methylbutan-1-ol. The IUPAC name for this structure is 2-methylbutan-1-ol.
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