Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 22: Problem 73

"Super glue" contains methyl cyanoacrylate, C=C(C)C(=O)OC which readily polymerizes upon exposure to traces of water or alcohols on the surfaces to be bonded together. The polymer provides a strong bond between the two surfaces. Draw the structure of the polymer formed by methyl cyanoacrylate.

Short Answer

Expert verified
The structure of the polymer formed by methyl cyanoacrylate is represented as: \[ [CH_3—C(=O)—OCH_3—C—(N—C(=O)—OCH_3—)]_n \] where "n" indicates the number of repeating units in the polymer. This polymerization occurs through anionic polymerization at the nitrile group and the carbonyl group and is facilitated by traces of water or alcohol.

Step by step solution

01

Draw the structure of methyl cyanoacrylate from the SMILES notation

The SMILES notation represents the structure of a molecule: "C=C(C)C(=O)OC" Let's interpret this notation to obtain the structure of methyl cyanoacrylate: - The double bond between two carbon atoms is represented by C=C. - Then the first carbon has a methyl group, indicated by (C). - The second carbon is attached to a carbonyl group and a methoxy group, represented by C(=O) and OC, respectively. The structure of the methyl cyanoacrylate molecule is shown below: CH3—C≡N—C(=O)—OCH₃
02

Identify the reactive sites of the monomer

Next, we need to identify the reactive sites of the monomer, where the polymerization will take place. The polymerization of methyl cyanoacrylate occurs through anionic polymerization at the nitrile group and the carbonyl group, as these contain highly reactive and polar functional groups. The reactive site in methyl cyanoacrylate, which initiates the polymerization, is the carbon-nitrogen triple bond.
03

Draw the structure of the polymer

Now that we have identified the reactive sites in the monomer, let's draw the polymer form of methyl cyanoacrylate. During the polymerization, the Nitrile group (-C≡N) opens up, and the monomers link with each other in a linear chain. The process repeats multiple times to form a long chain, creating the desired polymer. The structure of the polymer formed by methyl cyanoacrylate is shown below: [CH3—C(=O)—OCH3—C—(N—C(=O)—OCH3—)]n Here, "n" indicates the number of repeating units in the polymer. This structure represents the polymer bonded at the carbon and nitrogen atoms, with traces of water or alcohol facilitating the process.

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.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

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

When pure crystalline amino acids are heated, decomposition generally occurs before the solid melts. Account for this observation. (Hint: Crystalline amino acids exist as \(\mathrm{H}_{3} \mathrm{NCRHCOO}\), called zwitterions.)

In glycine, the carboxylic acid group has \(K_{\mathrm{a}}=4.3 \times 10^{-3}\) and the amino group has \(K_{\mathrm{b}}=6.0 \times 10^{-5}\). Use these equilibrium constant values to calculate the equilibrium constants for the following. a. \({ }^{+} \mathrm{H}_{3} \mathrm{NCH}_{2} \mathrm{CO}_{2}^{-}+\mathrm{H}_{2} \mathrm{O} \rightleftharpoons \mathrm{H}_{2} \mathrm{NCH}_{2} \mathrm{CO}_{2}^{-}+\mathrm{H}_{3} \mathrm{O}^{+}\) b. \(\mathrm{H}_{2} \mathrm{NCH}_{2} \mathrm{CO}_{2}^{-}+\mathrm{H}_{2} \mathrm{O} \rightleftharpoons \mathrm{H}_{2} \mathrm{NCH}_{2} \mathrm{CO}_{2} \mathrm{H}+\mathrm{OH}^{-}\) c. \({ }^{+} \mathrm{H}_{3} \mathrm{NCH}_{2} \mathrm{CO}_{2} \mathrm{H} \rightleftharpoons 2 \mathrm{H}^{+}+\mathrm{H}_{2} \mathrm{NCH}_{2} \mathrm{CO}_{2}^{-}\)

What is wrong with the following names? Give the correct name for each compound. a. 2 -ethylpropane b. 5 -iodo \(-5,6\) -dimethylhexane c. cis-4-methyl-3-pentene d. 2 -bromo- 3 -butanol

Draw all structural and geometrical ( cis-trans) isomers of \(\mathrm{C}_{4} \mathrm{H}_{7} \mathrm{~F}\). Ignore any cyclic isomers.

The average molar mass of one base pair of nucleotides in DNA is approximately \(600 \mathrm{~g} / \mathrm{mol}\). The spacing between successive base pairs is about \(0.34 \mathrm{~nm}\), and a complete turn in the helical structure of DNA occurs about every \(3.4 \mathrm{~nm}\). If a DNA molecule has a molar mass of \(4.5 \times 10^{9} \mathrm{~g} / \mathrm{mol}\), approximately how many complete turns exist in the DNA \(\alpha\) -helix structure?
See all solutions

Recommended explanations on Chemistry Textbooks

Nuclear Chemistry

Read Explanation

Making Measurements

Read Explanation

Chemical Analysis

Read Explanation

Chemistry Branches

Read Explanation

Inorganic Chemistry

Read Explanation

Kinetics

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.

Sign-up for free