Mononitration products

Predict the most likekly mononitration product from each of the following compounds. Explain the reasons. a)benzotriflouride b)4-ethyl toluene c)1,3-dimethyl-5-nitrobenzene d)Br-C6H4-COOCH2CH3 (1bromobenze 3-ethyl acetate -not sure if this name is correct, Br attached @ 1st C and ehtyl acetate at 3rd C of benzene)

anthracene

Offer an explanation of why anthracene preferentially forms a Diels-Alder adduct at 9,10 positions. Draw the resonance structures for anthracene.

TLC and ethyl acetate

part A. Caffeine is soluble in ethyl acetate. Do you think that the purity of the product could be checked by TLC using ethyl acetate as an elution solvent? Explain. part b. To color spots on TLC plates for easier visualization after elution with solvent, the plates can be "developed" in a sealed chamber containing solid io ...continues

Steam distillation

a. Steam distillation may be used to separate a mixture of p-nitrophenoin and o-nitrophenol. The ortho isomer distills at 93 degrees C; the para isomer does not. Explain. b. Calculate the weight of water required to steam distill 500 mg of bromobenzene at 95 degrees C. The vapor pressure of water at this temperature is 64 ...continues

structure drawings

a. The chiral carboxylic acid A (C5H6O2) reacts with 1 mol of hydrogen gas on catalytic hydrogenation. The product is an achiral carboxylic acid B (C5H8O2). What are the structures of Compounds A & B? b. Two structural isomers are formed when 2-methyl-1,3-butadiene reacts with acrylate (ethyl 2-propenoate). Draw structur ...continues

grignard reagents

a. Give the reaction scheme, showing the products formed (before hydrolysis) when one equivalent of ethylmagnesium bromide is treated with one equivalent of 5-hydroxy-2pentanone. Does addition of two equivalents of Grignard reagent to this yield a different product(s)? If so, give the structure(s). b. Explain why Grignard re ...continues

grignard reagents

a. It is likely that the amount of Grignard reagent in analysis is greater than the amount of Grignard reagent actually present just before adding water. Explain. b. What hydrocarbon would you expect to obtain by the action of water on each of the Grignard reagents listed below? 1. Butylmagnesium bromide 2. sec-B ...continues

aldol condensation

a. "Crossed" or "mixed" aldol condensations are practical for synthesis, if one of the aldehydes (or ketones) has no alpha-hydrogen atoms. Explain. b. In the aldol condensation, why might it be essentail that the benzaldehyde contain no benzoic acid?

synthic reaction scheme

a. Outline a synthetic reaction scheme for the preparation of triphenylmethanol from: 1. Methyl benzoate 2.Diethyl carbonate b. A large number of polycyclic benzenoid aromatic hydrocarbons are known. One of these, benz/a/pyrene, is a powerful carcinogen found in tobacco smoke. Draw the structure of this hydrocarbon. Can y ...continues

structures

a. If 3-bromo-1-propanol is treated with NaOH, a compound of molecular formula C3H6) is formed. Suggest a structure for this product. b. What product(s) would you expect to form when tetrahydrofuran is treated with excess hydroiodic acid (HI)? c. Write a suitable mechanism for the cleavage of butyl isopropyl ether with HI at ...continues