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Chapter 11: Organic Chemistry

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1 Chapter 11: Organic Chemistry
The not-that-bad high school version (80% of which is on the Reference Table) of the class that stops a lot of people from becoming doctors

2 Ch. 11: Lesson 1 -Intro to Orgo-

3 What is Organic Chemistry (Orgo)?
Organic chemistry is study of carbon compounds. Organic is with C; Inorganic is without C Each carbon forms a total of 4 bonds -Organic chemistry is the branch of chemistry dealing with carbon compounds. Organic compounds are those that contain carbon. -Each carbon can form 4 bonds (to reach its complete octet, from the bonding chapter) -Each carbon can form single, double, or triple bonds, but they add up to a maximum of 4 bonds

4 Tetrahedron In 3D, each carbon’s 4 bonds are in a tetrahedral shape, like a tripod or a pyramid -We usually draw carbon as bonding in a cross shape (up-down, left-right), but as a 3 dimensional structure it looks like a tripod or a pyramid. The carbon is in the middle, with its 4 bonded atoms projecting out in equally spaced distanced from each other. This shape is called a tetrahedron.

5 Formulas Give Structural Info
Molecular formula: Structural formula: -Molecular formulas tell how many of each type of atom are in a molecule. The molecular formula C4H10 tells us that there are 4 carbon atoms and 10 hydrogen atoms in the molecule -Structural formulas show us what the molecule looks like by displaying the arrangement of atoms in relation to each other, with bonds drawn as lines

6 Properties of Organic Compounds
Nonpolar or weakly polar Low melting and boiling points Non-electrolytes, react slowly, insoluble in water Most will burn, releasing CO2 and H2O Millions of organic compounds, most from biological processes

7 2 Types of Hydrocarbons Hydrocarbons are molecules of only H and C atoms Aromatic: closed chain Aliphatic: open chain

8 Homework Kinetics Quest corrections due Tuesday
Print posted pages for Tuesday Have a great holiday weekend

9 Ch. 11: Lesson 2 -Homologous Series-

10 Homologous Series A homologous series is a group of related compounds that get bigger one unit at a time Boiling point rises as # of carbons increases

11 Names in a Homologous Series

12 Alkanes Organic compounds with only single bonds are called saturated compounds The alkanes are a homologous series of saturated compounds Names all end with -ane

13 Alkanes (end in -ane) CnH2+2
Methane, ethane ,propane, butane

14 Draw: pentane, hexane, & octane

15 Alkenes and Alkynes Unsaturated compounds contain at least one double or triple bond Alkenes have double bonds, names end in -ene Alkynes have triple bonds, names end in -yne

16 Alkenes (end in -ene) CnH2n
Ethene, pentene, octene

17 Draw: propene & butene

18 Alkynes (end in -yne) CnH2n-2
Propyne, hexyne, heptyne

19 Draw: ethyne, butyne, & pentyne

20 Table Q The general formulas tell you how many hydrogens should be on a molecule, based on however many carbons are present. These formulas are helpful for double checking that your drawn structures are correct

21 Ch. 11: Lesson 3 -Isomers, Side-chains, and Naming-

22 Naming Bond Positions 1) Find longest continuous carbon chain
2) Number carbons so bond is connecting carbons with lowest numbers The double bond in the first example (a 5 carbon molecule with a double bond, so it’s a pentene) is originating at the first carbon in the chain, so it’s called 1-pentene. In the second example the double bond starts at the second carbon in the chain, so it’s called 2-pentene.

23 Draw: 2-hexene

24 Draw: 1-butyne

25 C4H8O2 CH4 C2H6 Methane Ethane 3-hydroxy-2-butanone
2-methylpropanoic acid Butanoic acid Dioxan

26 Isomers Isomers have the same molecular formula but different structural formulas Each has different properties and boiling points Straight chain written as “normal” with “n-” Name: n-pentane Name: ???

27 Alkyl Groups Alkyl groups are non-H sidechains
Named like alkanes but with an “-yl” ending

28 How to Name Isomers 1) Find the longest continuous carbon chain
2) Number the carbons 3) Use the lowest number combination to list what’s attached to carbon chain 2-methyl butane

29 Name This Molecule Find longest C chain, number it What’s attached?
Give lowest number 2-methyl hexane

30 Draw: 3-methyl hexane

31 Draw: 2-ethyl pentane

32 Multiple Alkyl Groups Use “di-” or “tri-” to indicate more than one of the same alkyl group 2,2-dimethyl butane

33 Draw: 2,2-dimethyl hexane

34 Draw: 2-methyl, 3-ethyl hexane

35 Homework Review book page 200, # 19-23, 27-28

36 AKA “Just look at Table R”
Ch. 11: Lesson 4 -Functional Groups- AKA “Just look at Table R”

37 Functional Groups Functional groups replace H’s on a hydrocarbon and give molecules different properties

38 Halides Halides are F, Cl, Br, or I in place of H on a hydrocarbon
Named by adding “-o” to the end of the halogen, then treating like an alkyl group 2-bromo propane 3-chloro pentane

39 Draw: 3-fluoro pentane

40 Draw: 2-iodo butane

41 Alcohols Alcohols have an -OH group
Looks like a base, but not ionic or an electrolyte Change the end of hydrocarbon name to “-ol” methanol 2-butanol

42 Draw: ethanol

43 Draw: 2-propanol

44 Types of Alcohols Dihydroxy and trihydroxy alcohols have 2 and OH groups, respectively

45 Types of Alcohols Primary, secondary, and tertiary alcohols:

46 Table R You don’t need to memorize the rest, they’re on the reference table, but be familiar with them and where they are

47 3 C’s = propane = propanal
Aldehydes Aldehydes have a double bonded oxygen at the end of a carbon chain, with an H Names end in “-al” 3 C’s = propane = propanal

48 3 C’s = propane = propanone
Ketones Ketones have a double bonded oxygen in the middle of a carbon chain Names end in “-one” 3 C’s = propane = propanone

49 Organic Acids Organic acids have both a double bonded oxygen and an -OH at the end of a carbon chain Names end in “-oic acid” 3 C’s = propane = propanoic acid

50 Ethers Ethers have two carbon chains joined by an oxygen
Names list what’s on each side of the oxygen, followed by “ether” Ethylmethyl ether Dimethyl ether

51 Esters Esters look like combos of ketones and ethers, with double bonded oxygen and an oxygen connector

52 Amines Amines formed by replacing H’s on ammonia with alkyl groups
List what’s attached, then add “amine” ammonia trimethyl amine methyl amine dimethyl amine

53 Amino Acids Amino acids contain both an amine group and an organic acid group 20 occur in nature R groups vary

54 Amino Acids alanine glycine lysine tyrosine

55 Amides Amides are linkages where amino acids join to make proteins. Water is lost when they form.

56 Conclusion and homework
Do now: Review book page 204, #34-37 Homework: page 205, #41-48


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