Predict the characteristic infrared absorptions of the functional groups in the following molecules. (a) cyclohexene (b) pentan-2-ol (c) pentan-2-one
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Predict the characteristic infrared absorptions of the
(a) cyclohexene (b) pentan-2-ol (c) pentan-2-one
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- Describe the characteristic infrared absorption frequencies that would allow you to distinguish between the following pairs of compounds. (a) 2,3-dimethylbut-2-ene and 2,3-dimethylbut-1-ene (b) cyclohexa-1,3-diene and cyclohexa-1,4-dieneDescribe the characteristic infrared absorption frequencies that would allow you to distinguish between the following pairs of compounds. (a) cyclohex-2-enone and cyclohex-3-enone (b) cyclohexanol and cyclohexanoneConsider the following three compounds: CH,=CH, CH,=CH-CH=CH, CH,=CH-CH=CH-CH=CH, (1) (2) (3) Compound 1 contains a simple isolated carbon-carbon double bond, but the other two have conjugated double bonds. (i) Which compound will have the largest absorption (max) Value? (ii) Give a reason for your answer in part (b)(i).
- Predict the characteristic infrared absorptions of the functional groups in the following molecules. (a) pent-1-yne (b) diethylamine(a) What would be the frequencies of the two absorption bands expected to be most prominent in the infrared spectrum of 4-hydroxycycloheptanone (C)? (b) In reality, the lower frequency band of these two is very weak. Draw the structure of an isomer that would exist in equilibrium with C and that explains this observation.Sn2 (а) СН,СH-ONa + CH;CH-CI Br + NaCN SN2 (b) SN2 -S- *Na + CH3CH,Br (c) SN2 + Na*:C= (d) SN2 (e) N + Mel S2 (f) Br + excess NH3 CI SN2 + NaOH (g) (a cyclic ether) ОН SN2 (h) Br + NaOH
- Consider the reaction between (1S,3S)‑1‑chloro‑3‑methylcyclopentane and methanethiol in the presence of sodium hydroxide. (a) Draw the organic product and clearly indicate stereochemistry by showing the hydrogen on the chirality centers and using wedge and dash bonds. (b) Then analyze the stereochemistry of the product. racemic chiral achiral (1R, 3S) (1R, 3R) (1S, 3S)Tell how UV-Vis spectrometry can be used to differentiate the following compounds. Calculate approximate Ymax values for each compound, when you can. (a) 1,4-hexadiene, 2,4-hexadiene, and 1,3-hexadiene (b) cyclohexanone, 2-cyclohexenone, and 2,4-cyclohexadienone (c) the following compounds 1 2 3For each pair of compounds, predict the one with a higher boiling point. Which compoundshave zero dipole moments?(a) cis-1,2-dichloroethene or cis-1,2-dibromoethene(b) cis- or trans-2,3-dichlorobut-2-ene(c) cyclohexene or 1,2-dichlorocyclohexene
- Explain why (i) the dipole moment in chlorobenzene is lower than that of cyclohexyl chloride. (ii) haloalkanes are only slightly soluble in water but dissolve easily in organic solvents.Describe briefly with either UV-Vis or IR spectroscopic method that could be employed to distinguish one compound from the other for the following pairs: (1) H,C=CHCH=CH, and HC=CCH,CH, (2) CH,CH,CH,CH, and CH,-CHCH,CH,OнThe longest wavelength electronic transition in simple unsaturated hydrocarbons corresponds to a transition from the highest occupied molecular orbita l (HOMO) to the lowest unoccupied molecular orbita l (LUMO) . Predict the energy of the HOMO to LUMO separation in (a) ethane. (b) butadiene. and (c) benzene.