The Phantom Tollbooth

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Illustrated in black-and-white. This ingenious fantasy centers around Milo, a bored ten-year-old who comes home to find a large toy tollbooth sitting in his room. Joining forces with a watchdog named Tock, Milo drives through the tollbooth's gates and begins a memorable journey. He meets such characters as the foolish, yet lovable Humbug, the Mathemagician, and the not-so-wicked "Which," Faintly Macabre, who gives Milo the "impossible" mission of returning two princesses to the Kingdom of Wisdom.
Curriculet Details
40 Questions
41 Annotations
3 Quizzes

Designed for students in 5th grade, this free digital curriculum contains annotations explaining puns, theme development, and literary allusions. It also contains interactive videos that support comprehension, such as videos about conflict and character development. Over the course of the book, students will answer Common Core questions and quizzes related to the subjects of metaphors, plot summary, and personification . This free online unit will increase student engagement while building reading comprehension.

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1. Milo

Based off of this sentence what does a cartographer make?  
Below is a video about protagonist and antagonist. Is Milo a protagonist or antagonist?  (This annotation contains a video)

2. Beyond Expectations

The details in this paragraph are to make the new setting appear 
The use of whether and weather here is an example of a pun. A pun is a joke that uses words that sound alike but have different meanings. Typically we associate the word weather for weather man, but the author uses a pun with the Whether Man.  
Milo reaches this area because 
Think back to the beginning of the story. In the first chapter Milo is complaining about being bored and disliking school. One of the themes of this book is escaping boredom. In the Doldrums, thinking is forbidden. What is the author saying about not thinking and how it relates to boredom?  
What does conciliatory mean?  
Watch the video below about literal and figurative language. In the highlighted sentences, Milo uses the phrase "killing time" figuratively while the watchdog takes it literally.  (This annotation contains a video)
What is the author saying about thinking when Milo gets the car to move again? Use one sentence to support your opinion.  

3. Welcome to Dictionopolis

Watch the video below about internal and external conflict. Which conflict do you see here in the highlighted paragraph?  (This annotation contains a video)
What is an antonym for regally?  
The highlighted terms are typically associated with English politics and royalty.  (This annotation contains an image)
The highlighted sentence has an example of  
This statement by Tock ties in with the theme of Learning to Use Common Sense. Many places in the book present a lot of nonsense. Making something overly complicated, as the characters in the Word Market are doing, creates confusion when a simpler, more common-sense answer is available.  

4. Confusion in the Market Place

What are the people trading?  
Below is a video about theme. Consider how this sentence represents the idea of Escaping Boredom.  (This annotation contains a video)
The highlighted word is an example of a  
Below is an image of Richard the Lion Heart, the king of England from 1189-1199.  (This annotation contains an image)
What do you believe this quote means from the Humbug? Rephrase it in your own words.  

5. Short Shrift

Watch the video below about irony.  (This annotation contains a video)
Which kind of irony is this highlighted sentence an example of?  
"Brevity is the soul of the wit," is a famous line from William Shakespeare's famous play Hamlet. When a book references another famous story it is known as an allusion.  (This annotation contains an image)
Which method helps the reader understand why the Which is in prison?  

6. Faintly Macabre’s Story

The style of writing here is known as a monologue. A monologue is a long speech delivered by one character, as the Which is doing. It resembles the word dialogue. The difference between the two words is the prefix. 'Mono' is a prefix for one.  
The Which is telling a story from the past. This literary technique is known as a(n)  
Below is a video about symbols. Watch it and consider how Rhyme and Reason are symbols.  (This annotation contains a video)
Chapters 1-6 Quiz 

7. The Royal Banquet

Watch the video below about personification so that you can better understand how the highlighted phrase is an example of one.  (This annotation contains a video)
Based off the first descriptions of the king, what is your opinion of him?  
All of these highlighted phrases are examples of idioms. An idiom is an expression that is not predictable from its usual meaning. The saying, "Don't make a mountain out of a molehill" means to not blow something out of proportion.  (This annotation contains an image)
To eat your words typically means that 
A half-baked idea is an underdeveloped or foolish idea. Look at the examples that the characters provide.  (This annotation contains an image)

8. The Humbug Volunteers

These details are examples of what literary device? 
Ignorance means in the state of a lack of knowledge. Given that definition, what can you anticipate from a place called the Mountain of Ignorance?  
In this speech from the king, what theme is represented? 

9. It’s All in How You Look at Things

This moment in the story is about point of view, which is an important element in a story. Watch the video below to better understand point of view.  (This annotation contains a video)
What is the meaning behind what the boy is saying here in this paragraph? 

10. A Colorful Symphony

This sentence has an example of both personification and alliteration. Remember that personification is giving human qualities to nonhuman things, so "[t]he late-afternoon sunlight leaped lightly from leaf to leaf" personifies the sunlight. This also contains the repetition of the consonant 'L,' which is alliteration.  
This moment in the highlighted passage is an example of which literary device? 
Below is an image of a mirage that one may see in a desert. They often occur in places of high heat because the sun's rays cause the image to reflect on the ground.  (This annotation contains an image)
The highlighted phrase has an example of  
Below is a video of an orchestra performing "A Colorful Symphony, Part I" composed by Robert Xavier Rodriguez.  (This annotation contains a video)

11. Dischord and Dynne

Has Milo changed at all from the beginning of the story? Use an example from the story to support your answer.  
Below is a video of part II of "A Colorful Symphony."  (This annotation contains a video)
Why did Alec give Milo a telescope?  
Dissonance means a lack of harmony among musical notes.  
How is this highlighted paragraph similar to what Alec was saying about the city of Reality?  
A pneumatic drill is an air-pressured drill, such as a jack hammer. Pneumatic means something contained or operated by air.  (This annotation contains an image)

12. The Silent Valley

This sentence contains examples of what sensory detail?  
Below is a video about imagery that relates to this paragraph.  (This annotation contains a video)
A synonym for disconsolate is 
Here is a picture of the famous painting of Washington crossing the Delaware.  (This annotation contains an image)
In this paragraph what is the Soundkeeper describing?   
Obstinate means stubborn.  

13. Unfortunate Conclusions

What literary is in this sentence?  
Watch this video below about foreshadowing.  (This annotation contains a video)
What do you think is the message behind the Island of Conclusions and only being able to escape by swimming through the Sea of Knowledge?  
Chapters 7-13 Quiz 

14. The Dodecahedron Leads the Way

The image and description of the Dodecahedron is similar to the paintings of Pablo Picasso, who was famous for his unique style of art.  (This annotation contains an image)
Watch the video below about tone and mood.  (This annotation contains a video)
What best describes the Dodecahedron's tone in this paragraph?  

15. This Way to Infinity

Which word shares the closest meaning with pungent?  
Here is an image of a typical caldron, something that you find in fantasy stories such as this one.  (This annotation contains an image)
What theme is present in this conversation between Milo and the Mathemagician?  

16. A Very Dirty Bird

Look at the image of various infinity symbols. With that in mind, how are the highlighted sentences an example of a pun?  (This annotation contains an image)
Do you think this statement from Milo is true about people in general? Explain your view.  
With each place that Milo visits he gets a gift. He is gaining more knowledge for his journey on a literal and symbolic level.  
How is the bird making the characters the most frustrated?  
This highlighted statement is a reference to taking something out of context. Often a person's words can be misunderstood when they are taken out of context. That is exactly what the Wordsnatcher is doing.  

17. Unwelcoming Committee

The man gave them these task to 
Watch the video below about protagonist and antagonist. The Terrible Trivium is an antagonist in the story.  (This annotation contains a video)
The Terrible Trivium, demon of insincerity, and the Gelatinous Giant all deceive Milo by their 
Conspicuous means to stand out or be visible.  

18. Castle in the Air

This is a pun on Census Taker, which is someone who collects data on people by visiting their homes.  
Why might Tock have the most difficult time with the Senses Taker? Think back to Tock's character traits. Use one quote from the story to support your answer.  
The message in this portion is 
This is often referred to as the butterfly effect. It means a small change in one place can cause a larger change somewhere else.  

19. The Return of Rhyme and Reason

What sort of mood does the picture of the demons convey? How does the drawing differ from other drawings in the book?  
Watch the video below about tension. Consider how tension is built up in this part of the story.  (This annotation contains a video)
What is the message in this moment?  
Innumerable means endless. The root word resembles number and the prefix in- means not. It basically means countless.  
A tear rolls down Milo's cheek because 

20. Good-by and Hello

In this last moment we see that Milo has changed. He now appreciates what is around him. He does not need to journey to a magical land right away. Instead he plans to explore the world around him.  
Chapters 14-20 Quiz