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Organic Chem 1- Chapter 4

1.

cycloalkanes / alicyclic compounds are what?

Saturated cyclic hydrocarbons

2.

What's the formula for alkenes?

CnH2n+2

3.

Cycloalkanes have what traits?

Non polar

Non hydrogen bonding

Fairly Inert

Low in flexibility

4.

Cycloalkanes with more carbon chains have what?

Rotational freedom

5.

Stereoisomer

Atoms connected in the same order but differing in a three-dimensional orientation.

6.

Stereochemistry

The three-dimensional aspects of structure and reactivity.

7.

Cis (Z)

Function group on the same side of the plane

8.

Trans (E)

Function group both on opposite sides of the plane

9.

Angle strain

Strain due to the compression and expansion of the bond angle.

10.

What are the 4 different bond angles

Propane- 60 degree

Butane- 90 degree

Pentane- 108

Hexane- 120

11.

Which is more stained cyclohexane or cyclopropane

Cyclopropane

12.

What's torsional strain?

Strain due to the eclipsing bonds between neighboring atoms

13.

What's steric strain?

Strain due to repulsive interaction when atoms get to close to eachother.

14.

Whose bonds can bend?

Cyclopropane

15.

How is maximum bonding achieved in a unstrained alkene?

When two atoms have their overlapping orbitals pointing towards each other

16.

What does cyclobutane have?

Cyclobutane has less angle strain than cyclopropane but has more torsional strain because of its larger number of ring hydrogens.

17.

Cyclopentane has what?

Large torsional strain

18.

What is a chair conformation?

A three dimensional shape of a hexane, with no strains

19.

Twist boat conformation has what?

Both torsional and steric strain, higher in energy than the chair conformation- less stable

20.

Substituent positions for the chair conformation are?

Axial- Parallel to the ring axis

Equatorial- are in the rough plane of the ring, around the ring equator.

21.

What is the ring flip?

chair conformations interconvert and exchange axial and equatorial positions.

22.

What is 1,3-diaxial interactions?

The energy difference between axial and equatorial conformations is due to steric strain

23.

What's more stable? Gauche or anti Butane

Anti Butane

24.

What is a polycyclic molecule?

when two or more cycloalkane rings are fused together along a common bond