8-41 Hydroboration of 2-methyl-2-pentene at 25 °C, followed by oxidation with alkaline H2O2, yields 2-methyl-3-pentanol, but hydroboration at 160 °C followed by oxidation yields 4-methyl-1-pentanol. Suggest a mechanism. 1. BH3, THE, 25 °C 2. H2O2, OH" Нас он CH3ČHČHCH2CH3 CH3 2-Methyl-3-pentanol CH3C=CHCH;CH3 CH3 2-Methyl-2-pentene 1. BH3, THF, 160 C CH3CHCH,CH2CH2OH 2. H2O2, OH" 4-Methyl-1-pentanol

8-41 Hydroboration of 2-methyl-2-pentene at 25 °C, followed by oxidation with alkaline H2O2, yields 2-methyl-3-pentanol, but hydroboration at 160 °C followed by oxidation yields 4-methyl-1-pentanol. Suggest a mechanism. 1. BH3, THE, 25 °C 2. H2O2, OH" Нас он CH3ČHČHCH2CH3 CH3 2-Methyl-3-pentanol CH3C=CHCH;CH3 CH3 2-Methyl-2-pentene 1. BH3, THF, 160 C CH3CHCH,CH2CH2OH 2. H2O2, OH" 4-Methyl-1-pentanol

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.SE: Something Extra

Problem 36AP

See similar textbooks

Similar questions

1-ethylcycloheptene + cold, dilute KmnO4
is steric hinderance not an issue here? why when reacting with KOC(CH3)3 does it yield 2-isopropyl-1-pentene and it yields 2,3-dimethyl-2hexene here?
Tunicates are marine animals that are called "sea squirts" because when they are taken out of water, they tend to contract and expel seawater. Lepadiformine is a cytotoxic agent (toxic to cells) isolated from a marine tunicate. During a recent synthesis of lepadiformine, the investigators observed the formation of an interesting by-product (3) while treating diol 1 with a reagent similar in function to PBr3 (J. Org. Chem. 2012, 77, 3390–3400):
(g) butan-2-one, CH3CH2COCH39-37 Show how you would synthesize the following compounds, starting with acetylene and any compounds containing nomore than four carbon atoms. 2,2-dibromohexane
List the following compounds in order of reactivity towards MeOH (1 = highest, 4 =lowest) and propose a quantitative explanation why.
Your task is to synthesize trans-1, 2-cyclohexanediol, beginning with cyclohexene. What reagent(s) will accomplish this task in good yield? Group of answer choices cold aqueous KMnO4 PCC, CH2C12, 0 oC excess dilute aqueous acid (H2O /H +1) MCPBA followed by dilute aqueous acid (H2O / H+1) Please answer fast i give you upvote.
First Writedown which reaction it is? SN1, SN2, E1? Write a stepwise mechanism for the following reactions showing ALL intermediates. Use curved arrows to symbolize the flow of electrons to show how each of the intermediates and product are formed. Show all necessary lone pairs and formal charges.
Treatment of 1-methylcyclohexene with H3O+ would be expected to yield as the major product which of the molecules below? I, III and V II III and V IV I and III
Can you draw the products that form when 1-butene reacts with; O3, then Me2S OsO4, then NaHSO3/H2O Br2 in H2O Please analyze in detail for each. Also can you please reply fastly?
Please help me with drawing following reaction steps.. Hydroboration 1-Hexene + (Diethyl ether as solvent + and BH3) -> Hexanol Alkene Bromination 2-Butene (Diethyl ether solvent ) + Br -> anti 2,3 Dibromo butane
Provide the mechanism and products for the acid-catalyzed epoxide opening reactions below, including appropriate stereochemistry.
Predict the organic products of the reaction of 2 butene with each reagent. Be sure to indicate stereochemistry and regioselectivity where appropriate. a. Br2 in H2O b. Hg(OAc)2, H2O c. Product from (b) + NaBH4