CHM-130 · Weeks 4 & 5

Equilibrium & Introduction to Organic Chemistry
Prof. Tehrani · Arizona College of Nursing
📊 Study Progress
Answer questions below to track progress

⚖️ Chemical Equilibrium Core Concept

A reversible reaction reaches equilibrium when the rates of the forward and reverse reactions are equal. The concentrations stop changing, but the reaction hasn't stopped — molecules keep reacting in both directions.

Three Factors That Determine Equilibrium

🌡️ Temperature
Raising temp favors the endothermic direction; lowering favors exothermic
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🧪 Concentration
Adding a substance shifts equilibrium to the opposite side to "use it up"
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📦 Volume / Pressure
Decreasing volume (↑ pressure) shifts toward the side with fewer gas moles
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🔄 Le Chatelier's Principle Interactive

When a stress is applied to a system at equilibrium, the system shifts to partially counteract that stress.

CH₄ + H₂OCH₃OH + H₂ + heat

Click a stress to see which way the equilibrium shifts:

💡 Memory Trick
"The system fights back"
Add something → equilibrium shifts AWAY from it. Remove something → shifts TOWARD it. Think of it like a seesaw rebalancing itself.

🔗 Alkanes Organic Chemistry

Alkanes are the simplest hydrocarbons — compounds containing only C and H atoms. Every carbon forms 4 single bonds, and they follow the general formula:

CnH2n+2
where n = number of carbon atoms

Key Characteristics

The Prefix System (You Must Memorize These!)

Prefix# CarbonsNameFormula
meth-1MethaneCH₄
eth-2EthaneC₂H₆
prop-3PropaneC₃H₈
but-4ButaneC₄H₁₀
pent-5PentaneC₅H₁₂
hex-6HexaneC₆H₁₄
hept-7HeptaneC₇H₁₆
oct-8OctaneC₈H₁₈
non-9NonaneC₉H₂₀
dec-10DecaneC₁₀H₂₂
💡 Mnemonic for 5–10
Pent · Hex · Hept · Oct · Non · Dec
Please Help Happy Octopuses Name Dogs — or just think: pentagon (5), hexagon (6), heptagon (7), octopus (8), November was month 9, December was month 10 in the old Roman calendar!

Quick-Check: How Many Carbons?

Propane?
3 carbons
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Heptane?
7 carbons
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Octane?
8 carbons
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Hexane?
6 carbons
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📝 IUPAC Naming Rules Must Know

The IUPAC system gives every organic compound a systematic name. Follow these 5 rules in order:

1
Find the longest carbon chain — this gives the parent name (e.g., 6 carbons = hexane)
2
Number the chain so substituents get the lowest possible numbers
3
Identify & locate substituents — name them as alkyl groups (methyl, ethyl, etc.) with their position number
4
Alphabetical order — list different substituents alphabetically (ethyl before methyl, because e < m)
5
Use multiplier prefixes for repeated groups — di- (2), tri- (3), tetra- (4). These do NOT affect alphabetical order!
⚠️ Common Mistake

The prefixes di-, tri-, tetra- are NOT counted for alphabetical ordering. So "dimethyl" still files under M, not D. "Ethyl" (E) comes before "dimethyl" (M).

Worked Example: 4-ethyl-2,2-dimethylhexane

CH₃ | CH₂ | CH₃ — CH₂ — CH — CH₂ — C — CH₃ 6 5 4 3 2| 1 CH₃
4-ethyl-2,2-dimethylhexane
1
Longest chain = 6 carbons → hexane
2
Number from right so substituents are at positions 2 and 4 (not 3 and 5)
3
Position 4: ethyl group (–CH₂CH₃)  |  Position 2: two methyl groups (–CH₃)
4
Ethyl before Methyl alphabetically
5
Two methyls at same position → 2,2-dimethyl
4-ethyl-2,2-dimethylhexane

🔵 Cycloalkanes Ring Structures

When the two end carbons of an alkane chain bond together, you get a ring. Add the prefix cyclo- to the alkane name.

CnH2n
Cycloalkane formula — 2 fewer H's than the open-chain alkane

3 C ring
Cyclopropane
C₃H₆
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4 C ring
Cyclobutane
C₄H₈
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5 C ring
Cyclopentane
C₅H₁₀
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6 C ring
Cyclohexane
C₆H₁₂
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Naming Substituted Cycloalkanes

✅ Quick Check

Study Guide Q④ asks: What is the name of a 5-membered ring with no substituents?

→ Cyclopentane

🌿 Alkyl Groups Substituents

Remove one H from an alkane → you get an alkyl group (a substituent). Change the ending from -ane to -yl.

Parent AlkaneAlkyl GroupStructure
MethaneMethylCH₃–
EthaneEthylCH₃CH₂–
PropanePropylCH₃CH₂CH₂–
PropaneIsopropyl(CH₃)₂CH–
ButaneButylCH₃CH₂CH₂CH₂–
Butanetert-Butyl(CH₃)₃C–
💡 Key Insight
-ane → -yl
Methane → Methyl, Ethane → Ethyl, Propane → Propyl. Just swap the ending! The "yl" means "it's a branch, not the main chain."

Special Branched Alkyl Groups

When H can be removed from different positions, you get structural isomers:

Isopropyl
CH₃–CH–
|
CH₃
H removed from middle C
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tert-Butyl
(CH₃)₃C–
3 methyls on one carbon
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sec-Butyl
CH₃CH₂–CH–
|
CH₃
Branch at 2nd carbon
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Isobutyl
CH₃–CH–CH₂–
|
CH₃
Branch at end
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⚡ Alkenes & Cis/Trans Isomers Double Bonds

Alkenes contain at least one C=C double bond. The ending changes from -ane to -ene. The position of the double bond is indicated by its lowest-numbered carbon.

CnH2n
Same formula as cycloalkanes — both have one degree of unsaturation

Cis vs. Trans Isomers

A C=C double bond cannot rotate (unlike single bonds). When each double-bond carbon has two different groups attached, two arrangements are possible:

🤝
CIS
H    H
 \   /
  C=C
 /   \
CH₃ CH₃

Same groups on the SAME side

↔️
TRANS
H    CH₃
 \   /
  C=C
 /   \
CH₃ H

Same groups on OPPOSITE sides

💡 Memory Trick
"Cis = Same Side"   ·   "Trans = acTross"
Think: cisters (sisters) sit together on the same side. Transatlantic = going across.
✅ Study Guide Q⑤ Answer

cis-2-butene: Both CH₃ groups on the SAME side of the double bond, both H's on the same side.

That's choice B in the study guide — H₃C and CH₃ both on top, H and H both on bottom.

Naming Alkenes — Examples

FormulaNameWhy
CH₃CH=CHCH₂CH₃2-pentene5 C's, double bond starts at C2
CH₂=CHCH₂CH₂CH₂CH₃1-hexene6 C's, double bond starts at C1
CH₃CH=CHCH₃2-butene4 C's, double bond starts at C2

🧪 Key Functional Groups Exam Focus

A functional group is the reactive part of an organic molecule. Knowing the functional group tells you how the molecule behaves.

Functional GroupStructureEndingExample
Alcohol –OH -ol Ethanol (CH₃CH₂OH)
Aldehyde –CHO (C=O at end) -al Pentanal (CH₃CH₂CH₂CH₂CHO)
Ketone C=O (middle) -one Propanone / Acetone
Carboxylic Acid –COOH -oic acid Ethanoic acid (Acetic acid)
Ester –COO– -oate Methyl ethanoate
Amine –NH₂ -amine Ethylamine
✅ Study Guide Q⑩

The structure H–C–C–C–C–C(=O)–H (5 carbons + aldehyde at the end) is an aldehyde.

Name: Pentanal (5C = pent- + aldehyde = -al).

The carbonyl group (C=O) at the end of the chain makes it an aldehyde.

Naming Alcohols (Study Guide Q⑧)

An alcohol has an –OH group. Change the -e of the alkane name to -ol and number to give –OH the lowest position.

CH₃ — CH₂ — CH — CH₂ — CH₃ | OH
3-pentanol (–OH on carbon 3 of a 5-carbon chain)

Diols (Study Guide Q⑨c)

The compound HOCH₂CH₂CH₂CH₂OH has –OH groups on both ends of a 4-carbon chain.

1,4-butanediol

✏️ Practice Questions Test Yourself

Try each question, then check your answer. These match the study guide format.

1
What 3 factors determine equilibrium conditions?
  • A Heat, light, catalyst
  • B Temperature, concentration, volume
  • C Pressure, density, moles
  • D Mass, energy, time
2
Adding more CH₄ to: CH₄ + H₂O ⇌ CH₃OH + H₂ + heat shifts the equilibrium…
  • A To the RIGHT (forward)
  • B To the LEFT (reverse)
  • C No change
3
What is the main characteristic of alkanes?
  • A They contain at least one double bond
  • B They contain only oxygen and hydrogen
  • C Each carbon is bonded to 4 other atoms — all single bonds
  • D They are always cyclic structures
4
What is cis-2-butene?
  • A CH₃ groups on opposite sides of the double bond
  • B CH₃ groups on the same side of the double bond
  • C A cyclic 4-carbon compound
  • D A 2-carbon compound with a triple bond
5
An isopropyl group has the structure:
  • A CH₃CH₂CH₂–
  • B (CH₃)₂CH–
  • C (CH₃)₃C–
  • D CH₃CH₂–
6
The carbonyl group C=O at the END of a carbon chain indicates which functional group?
  • A Ketone (-one)
  • B Aldehyde (-al)
  • C Alcohol (-ol)
  • D Carboxylic acid (-oic acid)
7
Name this compound (type your answer):
CH₃ — CH₂ — CH₂ — CH₂ — C(=O) — H
(5-carbon chain with C=O at the end)
8
Name this compound:
HOCH₂CH₂CH₂CH₂OH
(–OH on both ends of a 4-carbon chain)
9
Which correctly names CH₂=CH–CH₂–CH₂–CH₂–CH₃?
  • A 5-hexene
  • B 1-hexene
  • C Hexane
  • D 1-hexyne
10
Raising the temperature of this exothermic reaction shifts equilibrium which way?
CH₄ + H₂O ⇌ CH₃OH + H₂ + heat
  • A RIGHT — more products
  • B LEFT — more reactants
  • C No change

📋 Quick Reference Summary

TopicKey EndingRemember
Alkanes-aneAll single bonds, saturated
Alkenes-eneAt least one C=C double bond
Alkynes-yneAt least one C≡C triple bond
Cyclo- compoundscyclo- prefixRing structure
Alkyl substituents-ylBranch off main chain
Alcohols-olContains –OH group
Aldehydes-alC=O at end of chain
Ketones-oneC=O in middle of chain