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Organic Chemistry Flashcards - Cumulene

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Questions and Answers

How many sigma and pi bonds are present in a molecule of cumulene (H2C=C=C=C=H)?

7 sigma bonds, 3 pi bonds

What types of orbital overlap occur in cumulene? (Select all that apply)

sp/sp2 overlap (correct)
p/p overlap (correct)
s/sp overlap
sp2/sp2 overlap
s/s overlap
sp/sp overlap (correct)
s/sp2 overlap (correct)

In cumulene, what are the C=C=C and H−C−H bond angles, respectively?

180 degrees for C=C=C bonds, 120 degrees for H−C−H bonds

What is the predicted shape, bond angle, and hybridization for +CH3?

<p>trigonal planar, 120°, sp2 (D)</p> Signup and view all the answers

Flashcards

Cumulene bond count

Cumulene (H2C=C=C=C=H) has 7 sigma bonds and 3 pi bonds.

Cumulene orbital overlap

Cumulene features sp/sp2 orbital overlap in its carbon-carbon bonds.

Cumulene bond angles

Cumulene has C=C=C bond angles of 180 degrees and H−C−H bond angles of 120 degrees.

+CH3 characteristics

+CH3 (methyl cation) exhibits a trigonal planar shape, a 120° bond angle, and sp2 hybridization.

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Study Notes

Cumulene Overview

Cumulene has the molecular formula H2C=C=C=C=H2.
Contains a total of 7 sigma bonds and 3 pi bonds.

Orbital Overlap in Cumulene

Various types of orbital overlaps occur:
- s/s overlap
- s/sp² overlap
- sp/sp² overlap
- sp/sp overlap
- p/p overlap
- sp²/sp² overlap
Primary overlaps include: s/sp², sp/sp², sp/sp, and p/p.

Bond Angles in Cumulene

The bond angle for C=C=C is 180 degrees, indicating a linear arrangement.
The H−C−H bond angle is 120 degrees, corresponding to a trigonal planar geometry around the carbon atoms.

Hybridization and Molecular Geometry

For the +CH3 group:
- Predicted shape is trigonal planar.
- Bond angle is 120 degrees.
- Hybridization state is sp².

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