/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Q.53. Question: Oximene and myrcene, t... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 12: Q.53. (page 491)

Question: Oximene and myrcene, two hydrocarbons isolated from alfalfa that have the molecular formula C10H16, both yield 2,6-dimethyloctane when treated with H2and a Pd catalyst. Ozonolysis of oximene forms (CH3)2C=O, CH2=O, CH2(CHO)2and CH3COCHO. Ozonolysis of myrcene yields (CH3)2CO, CH2=O(two equiv), and HCOCH2CH2COCHO. Identify the structures of oximene and myrcene.

Short Answer

Expert verified

Answer

Step by step solution

01

Oximene

Oximene belongs to the category of monoterpenes. It has different isomers such as 伪-Oximene, cis- 尾-oximene, and trans-尾-oximene.

02

Myrcene

Myrcene belongs to the category of isoterpenes. It is employed as an intermediate in making perfumes.

03

Structures of oximene and myrcene

The reaction of oximene and myrcene with H2in the presence of Pd catalyst leads to the product as shown below.

The hydrogenation reaction indicates that oximene and myrcene contain 3蟺 bonds and no rings.

This carbon backbone can be utilized, and the double bonds can be added based on the oxidative cleavage products to obtain the structures of oximene and myrcene.

The structure of oximeneis given below.

Structure of oximene from the cleavage products

The structure of myrcene is given below.

Structure of myrcene from the cleavage products

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with 91影视!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Question: Given that syn addition of H2 occurs from both sides of a trigonal planar double bond, draw all stereoisomers formed when each alkene is treated with H2 .

a.

b.

c.

Question: Stearidonic acid (C18H28O2 ) is an unsaturated fatty acid obtained from oils isolated from hemp and blackcurrant (see also Problem 10.11).

a. What fatty acid is formed when Stearidonic acid is hydrogenated with excess H2 and a Pd catalyst?

b. What fatty acids are formed when stearidonic acid is hydrogenated with one equivalent of H2 and a Pd catalyst?

c. Draw the structure of a possible product formed when stearidonic acid is hydrogenated with one equivalent of H2 and a Pd catalyst, and one double bond is isomerized to a trans isomer.

d. How do the melting points of the following fatty acids compare: stearidonic acid; one of the products formed in part (b); the product drawn in part (c)?

Question: Draw the products formed when both cis- and trans-but-2-ene are treated with a peroxyacid followed by 鈥� OH (in H2O ). Explain how these reactions illustrate that anti-dihydroxylation is stereospecific.

Question:Devise a synthesis of 1-phenyl-5-methylhexane [C6H5CH24CHCH32]from acetylene, alkylhalides, and any required inorganic reagents.

Question: Sharpless epoxidation of allylic alcohol X forms compound Y. Treatment of Y with NaOH and C6H5SH in an alcohol鈥搘ater mixture forms Z. Identify the structure of Y and draw a mechanism for the conversion of Y to Z. Account for the stereochemistry of the stereogenic centers in Z. Z has been used as an intermediate in the synthesis of chiral carbohydrates.
See all solutions

Recommended explanations on Chemistry Textbooks

Kinetics

Read Explanation

Nuclear Chemistry

Read Explanation

Chemistry Branches

Read Explanation

The Earths Atmosphere

Read Explanation

Inorganic Chemistry

Read Explanation

Chemical Analysis

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.