1answer.
Ask question
Login Signup
Ask question
All categories
  • English
  • Mathematics
  • Social Studies
  • Business
  • History
  • Health
  • Geography
  • Biology
  • Physics
  • Chemistry
  • Computers and Technology
  • Arts
  • World Languages
  • Spanish
  • French
  • German
  • Advanced Placement (AP)
  • SAT
  • Medicine
  • Law
  • Engineering
Oksi-84 [34.3K]
3 years ago
12

Draw the structure of two alkenes that would yield 1-methylcyclohexanol when treated with Hg(OAc)2 in water, then NaBH4:

Chemistry
2 answers:
ratelena [41]3 years ago
7 0

The possible alkenes to produce 1-methylcyclohexanol are  and . (Refer to the attached image)

Further explanation:

Oxymercuration-demercuration reaction:

Oxymercuration-demercuration converts alkene into alcohol in two steps. In the initial step, the alkene is reacted with {\text{H}}{{\text{g}}^{2 + }} salt and nucleophile such as alcohol and water to produce an organomercury intermediate. In second step, the carbon-Hg bond in organomercury intermediate is converted into C-H bond.

In this method the product is obtained in accordance with Markovnikov’s rule, and rearrangement of carbocation does not take place.

The mechanism of Oxymercuration-demercuration is as follows(Refer to the attached image):

Step 1: {\text{Hg}}{\left( {{\text{OAc}}} \right)_2} break and form mercuroacetic cation \left( {{\text{HgOA}}{{\text{c}}^ + }} \right) and {\text{OA}}{{\text{c}}^ - } ions.

Step 2: The mercuroacetic cation reacts with a double bond and forms a cyclic cation.

Step 3:The cyclic intermediate is attacked by the {{\text{H}}_{\text{2}}}{\text{O}} nucleophile to the most substituted side according to Markovnikov’s rule and forms organomercury intermediate.

Step 4: the carbon-Hg bond in organomercury intermediate is converted into C-H bond.

The methylcyclohexanol has alcohol on tertiary carbon thus the double bond must be attached to the tertiary carbon in initial alkene. This means there are only two possible alkenes that can have double bond attached to the tertiary carbon. These alkenes are 1-methylcyclohexene and methylenecyclohexane.

Learn more:

1. Calculate the moles of chlorine in 8 moles of carbon tetrachloride: brainly.com/question/3064603

2. Determine the product formed when 2-propanol react with NaH: brainly.com/question/5045356

Answer details:

Grade: Senior School

Subject: Chemistry

Chapter:Oxymercuration-demercuration reactions

Keywords: Oxymercuration-demercuration reaction, alkenes, structure of two alkenes, yield 1-methylcyclohexanol, Hg(OAc)2, NaBH4.

babymother [125]3 years ago
5 0

Answer:

a) methylidenecyclohexane

b) 1-methylcyclohex-1-ene

Explanation:

The given reaction is oxymercuration-demercuration.

This reaction gives alcohol (according to Markovnikov's rule) from alkenes.

The reaction of alkene to give desired  1-methylcyclohexanol is shown in the figure.

The alkenes are:

a) methylidenecyclohexane

b) 1-methylcyclohex-1-ene

Both will give alcohol where hydroxyl group will be on the more substituted double bonded carbon atom.

You might be interested in
What happens after coral is bleached?
maw [93]

Explanation:

The Answer Is

That The Coral Releases Its Colours And Becomes Pale White

5 0
2 years ago
What occurs as two atoms of fluorine combine to become a molecule of fluorine?
algol [13]
When two atoms of Florine combines, they share an electron pair to complete it's octet. This result is formation of single bond between two fluorine atoms. This process is exothermic in nature, and hence, heat is liberated during the process of bond formation.  <span />
4 0
2 years ago
Read 2 more answers
Blank is most if the compounds that make up living things?
Margarita [4]

Answer:

carbon

Explanation:

Carbon forms compounds that make up about 18 percent of all the matter in living things. The processes by which organisms consume carbon and return it to their surroundings constitute the carbon cycle.

4 0
2 years ago
Is petroleum potential or kinetic energy
Sav [38]
Petroleum is a potential.
yeah that's my guess.
8 0
2 years ago
If you have 85.0 grams of CO₂, calculate how many moles of CO₂ would you have?
dedylja [7]
N=m(g)/m.wt
n=85/12(1)+16(2) =1.93 moles
4 0
2 years ago
Read 2 more answers
Other questions:
  • NEED THE ANSWER !!! NOW i have like an hour
    15·1 answer
  • Products that are poisonous to you and pets are known as: A) flammables. B) reactives. C) toxins. D) corrosives
    11·1 answer
  • The acidic substance in vinegar is acetic acid, HC2H3O2. When 4.00 g of a certain vinegar sample was titrated with 0.200 M NaOH,
    8·1 answer
  • Why is the pressure 101.3kPa significant
    11·1 answer
  • The molarity of a sodium hydroxide (NaOH) solution is 0.2 M. The molar mass of NaOH is 40 g/mol. If the solution contains 20 g o
    9·2 answers
  • (earth science not chem!!) What branch of Earth Science deals with stars and galaxies beyond Earth?
    12·2 answers
  • Evidence that living things have evolved over hundreds of millions years can be found in
    8·1 answer
  • Give two characteristics of liquid state<br>​
    12·1 answer
  • How can one show that elements that have different appearances have similar chemical properties?​
    14·1 answer
  • PLEASE HELP ASAP I'M SO STRESSED
    9·1 answer
Add answer
Login
Not registered? Fast signup
Signup
Login Signup
Ask question!