-Butyne was treated with sodium amide followed by ethyl iodide. An IR spectrum of the product was acquired and then compared with the spectrum of the starting alkyne. A sig- nal at 2200 cm-' was observed in the IR spectrum of the starting alkyne, but the same signal was not observed in the IR spectrum of the product. Explain this observation

-Butyne was treated with sodium amide followed by ethyl iodide. An IR spectrum of the product was acquired and then compared with the spectrum of the starting alkyne. A sig- nal at 2200 cm-' was observed in the IR spectrum of the starting alkyne, but the same signal was not observed in the IR spectrum of the product. Explain this observation

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter17: Alcohols And Phenols

Section17.SE: Something Extra

Problem 54AP: The 1HNMR spectrum shown is that of 3-methyl-3-buten-1-ol. Assign all the observed resonance peaks...

See similar textbooks

Similar questions

Reaction of C6H5CH2CH2OH with CH3COCl affords compound W, whichhas molecular formula C10H12O2. W shows prominent IR absorptions at3088–2897, 1740, and 1606 cm−1. W exhibits the following signals in its1H NMR spectrum: 2.02 (singlet), 2.91 (triplet), 4.25 (triplet), and 7.20–7.35(multiplet) ppm. What is the structure of W?
Provide the mechansim using curved arrows of the reaction of p-t-butyl phenol treated with acetic anhydride in AlCl3. Include resonance stabilized intermediates and if more than one product is formed, label them as major, minor, etc. thank you for the help
(a) A compound known to be a substituted cyclohexanone derivative has lamda max of 235 nm. Could this compound be a conjugated dienone? explain (b) (i)For this compound, how many nm must be accounted for by substituents? (ii) What are the substituents and the points of substitution that may occur having accounted for the 20nm?
The reaction of 2-ethyl-1-pentene with Br2, with H2 + Pd/C, or with R2BH/THF followed by aqueous HO- + H2O2 leads to a racemic mixture. Explain why a racemic mixture is obtained in each case.
The compound 3,4-dimethyl-hexan-3-ol of 3R, 4S configuration is treated with a concentrated HBr solution at room temperature. A mixture of two stereoisomers is obtained.If the reaction mixture above is heated, the appearance of several other compounds is observed. 1) Draw the different compounds obtained using the wedge-flywheel representation. 2) What is the majority product? Explain 3) Propose a modification of the experimental conditions in order to obtain the exclusive formation of these compounds obtained after heating
As we will learn in Chapter 20, reaction of (CH3)2CO with LiC ≡ CH followed by H2O affords compound D, which has a molecular ion in its mass spectrum at 84 and prominent absorptions in its IR spectrum at 3600–3200, 3303, 2938, and 2120 cm. D shows the following 1H NMR spectral data: 1.53 (singlet, 6 H), 2.37 (singlet, 1 H), and 2.43 (singlet, 1 H) ppm. What is the structure of D?
As reaction of (CH3)2CO with LIC≡CH followed by H2O affords compound D, which has a molecular ion in its mass spectrum at 84 and prominent absorptions in its IR spectrum at 3600−3200, 3303, 2938, and 2120 cm−1. D shows the following 1H NMR spectral data: 1.53 (singlet, 6 H), 2.37 (singlet, 1 H), and 2.43 (singlet, 1 H) ppm. What is the structure of D?
Conformation control of reaction mechansims. Consider the reaction below: Provide all possible elimination products from this reaction and identify the major elimination product. Provide mechanisms (with curved arrows) that clearly explain the reaction outcome.
Benzene is one of the compounds used as octane enhancers in unleaded gasoline. It is manufactured by thecatalytic conversion of acetylene to benzene: 3C2 H2(g) ⇌ C6 H6(g). Which value of Kc would make this reactionmost useful commercially? Kc ≈ 0.01, Kc ≈ 1, or Kc ≈ 10. Explain your answer
The isomer of 1,2,3,4,5,6-hexachlorocyclohexane shown undergoes E2 elimination 7000 times more slowly than any of its steroisomers. Explain this observation.
Stereoisomers of α-bromocinnamic acid: draw the reaction mechiansim with arows for the dehydrobromination of 2,3-dibromo-3-phenylpropanoic acid with ethanol and KOH to produce (Z)-α-bromocinnamic acid and (E)-α-bromocinnamic acid. Also draw the transition state for The (Z)-isomer syn-periplanar transition state and anti-periplanar transition state of the (E)-isomer.
The treatment of isoprene [CH2 = C(CH3)CH = CH2] with one equivalent of mCPBA forms A as the major product. A gives a molecular ion at 84 in its mass spectrum, and peaks at 2850–3150 cm−1 in its IR spectrum. The 1H NMR spectrum of A is given below. What is the structure of A?