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PENN STATE / Chemistry / CHEM 202 / Based on the priority chart, how do you determine the highest proprity

Based on the priority chart, how do you determine the highest proprity

Based on the priority chart, how do you determine the highest proprity


School: Pennsylvania State University
Department: Chemistry
Course: Fundamentals of Organic Chemistry I
Professor: Katherine masters
Term: Spring 2017
Tags: Ochem
Cost: 50
Name: Ochem 202: Final Study Guide
Description: Detailed lectures Reaction table chart Naming guide
Uploaded: 05/02/2017
49 Pages 117 Views 3 Unlocks

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Reaction Name


Type of Intermediate


Can enantiomers form?

Hydration of ALkenes

Alkenes, H2O, (H2SO4 or H3PO4)




Dehydration of Alcohols

Alcohols and acid catalyst


Alkenes and H2O



Ester and NaOH(aq)


Carboxylate, alcohol


Discher Esterification

Carboxylic Acid, acid catalyst, alcohol


Ester and H2O


Trans- esterification

Ester, alcohol, acid catalyst


New esterIf you want to learn more check out How do you make money on a bond?

New alcohol


Aldol Reaction

(2)Aldehydes / Ketones and Base


Beta-hydroxy carbonl


Aldol Condenstation

Beta- hydroxycarbonyl and Base


Alpha, beta unsaturated carbonyl


Hydride Reduction

Aldehyde or Ketone, 2 H3O+ (LiAlH4 or NaBH4)




SN2 Reaction

Alkyl halides

  • CN
  • OH


Newly substituted alkyl chain, variety of products


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Naming Overview: updated

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  • I. Naming                         Substituents - Parent Chain - suffix

  • A. IUPAC guideline:

  • 1. Identify the longest carbon atom
  • 2. Label all substituents and functional groups
  • 3. Refer to the priority chart (given on the quiz) to determine the highest priority.
  • Update your labeling to match to appropriate suffix and/or substituent

  • 4. Number the parent chain so that the highest priority gets the lowest number
  • 1. Functional group
  • 2. C ≡ C, C = C
  • 3. Branching

  • 5. Write the full name → Substituents - parent chain - suffix
  • List substituents alphabetically, BUT ignore di, tri, tetra (-iso is alphabetized
  • Separate numbers from words with a hyphen
  • Separate numbers from numbers with a comma
  • 2 o + 3 o amines get an N not a number
  • Parent chain ending is determined by the hydrocarbon
  • Alkane → “an”
  • Alkene → “en”
  • Alkyne → “yn”

  • “Cyclo” in front; only if the parent chain is a ring.
  • Remember: if 2 or more are present in the chain include “a” before and indicate how many + where
  • Ex: hexa- 2,4, diene
  • Suffix → highest priority functional group (chart)
  • Include location if it is not number 1
  • (updated) R or S configuration → include if there is a chiral center
  • Ex: (S)- 4- methyl pentane- 2- ol

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  • B. Common names → 1o amine
  • If the carbon group is simple (no parent chain)
  • Ending → “ylamine”
  • Know: alkyl substituents + aromatic substituent (lecture 9)

1/11 Lecture 2: Petrochemicals

  • Petrochemicals: are the source of organic compounds. Hydrocarbons
  •          Natural Gas                                 Crude Oil

                        Saturated: single bonds

  • Methane                                Naphtha
  • Ethane
  • Propane
  • Butane


  •          Natural Gas                                 Crude Oil

Unsaturated: double or triple bonds

  • Methanol                                Benzene
  • Ethylene                                Toluene
  • Propylene                                Xylene
  • Butylene                                


Electron Configuration

Bonding Possibilities

H (hydrogen)

1s1; 1e- need 1e- more to fill

H ・ ・ atom

H- atom

Single bond only

C (carbon)

1s1 2s2 2p2; 4e- → need 4e- more for octet

  • Examples



Line Bond



C 2 H 6

Hydrogens are not drawn


C 3 H 3


C 2 H 4


Double bonds


C 2 H 2

Triple bonds

1/13 Lecture 3: Drawing Structures

  • 1. Atom or Element
  • 2. Electron Configuration
  • 3. Bonding Possibilities
  • 4. Drawing Structures
  • From lecture 2
  • 3 types of structures
  • 1. Line Bond
  • 2. Skeletal
  • 3. (CSF) Condensed Structural Formula  CH2 CH2
  • Reading CSF
  • CH 2 CH 2        Left → Right

  • Examples:
  • (CH 3)3 CCH2 CH3
  • Draw arrows connecting hydrogens to carbons
  • Count the carbons
  • Draw carbons first in a straight line
  • Draw groups (CH 3)3
  • Fill in the remaining hydrogen
  • Draw the longest chain of carbons
  • Start at 1 and work down the line (left to right). Are there additional carbons attached?
  • Use the model kit to show geometry
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