When an epoxide is placed in aqueous acid, the ring opens and a diol forms. Below is the ring opening step from that acid-catalyzed mechanism. In the first box, draw the curved electron arrow(s) on the given structure. Then draw the ring-opened structure in the next box, making sure to include all lone pairs and charges (note that you are not drawing the final diol product but the structure formed in this one step). 1st attempt See Periodic Table O See Hint Add curved arrow notation to this structure to show how the ring opens.

When an epoxide is placed in aqueous acid, the ring opens and a diol forms. Below is the ring opening step from that acid-catalyzed mechanism. In the first box, draw the curved electron arrow(s) on the given structure. Then draw the ring-opened structure in the next box, making sure to include all lone pairs and charges (note that you are not drawing the final diol product but the structure formed in this one step). 1st attempt See Periodic Table O See Hint Add curved arrow notation to this structure to show how the ring opens.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter25: Enolate & Enol Nucleophiles

Section: Chapter Questions

Problem 17CTQ

See similar textbooks

Similar questions

show the missing reagents and intermediates in the reaction sequence below
In Part 1, draw a mechanism for the reaction of ammonia with butanoic acid. In the box to the left, draw any necessary curved arrows. Show the products of the reaction in the box to the right. Include any nonzero formal charges and all lone pairs of electrons. In Part 2, check the box to indicate which side of the reaction is favored at equilibrium.
Using wedge/dash, draw the major organic product for the reaction of this compound with PBr3. What type of mechanism is involved in this transformation?
In benzoic acid, when it has a deactivating group in position "para" (relative to carboxylate position) , it attracts electrons towards it, weakening the acid and an activator pushes the electrons making the acid stronger.What happens to this benzoic acid if it has a substituent at the "meta" or "ortho" position as an activator or a deactivator? I need an explanation of what happens in each case please
For each statement below, label it as causing a faster or slower rate for an E1 reaction. If it doesn’t effect rate at all then label it as neither. Stronger base Increase base concentration Switch leaving group from Cl to I Switch leaving group from 2˚ to 3˚
Several reagents and several organic structures are shown below. Construct a multistep synthetic route from the reactant 2-methyl-1-butene to the product 3-bromo-2-methyl-2-butanol by dragging the appropriate pieces into the bins. Note that each bin will hold only one item, and not every given reagent or structure will be used.
Can I get some help with this two-part problem? Draw a structural formula for each of the substitution products of the reactions shown below. A good explanation but a clear answer would be very much appreciated :)
Can someone help me with these and explain how they did it? The question is to predict the major organic product of each reaction.
Write the products for (A-I). Label products with the mechanism (Sn2, Sn1, E1, E2) that produced it and write out and label major vs minor elimination products.
Draw structures and propose mechanistic steps that clearly show how your postulated reaction product formed from the N,Oacetal.
I don't see how the first part of this reaction is correct. My textbook says that primary alkyl halides react with most alkoxide bases by an SN2 mechanism over E2. It also says that if the base itself is crowded such as potassium tert-butoxide, primary alkyl halides undergo elimination. I am confused, because I used potassium tert-butoxide in tert-butyl alcohol for this problem, but I was marked incorrect. Can you explain?
At which position in the final product is there an ethyl attached?