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Organic Nomenclature Alkanes

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Presentation on theme: "Organic Nomenclature Alkanes"— Presentation transcript:

1 Organic Nomenclature Alkanes
SWBAT: Name alkanes with alkyl groups

2 Organic Chemistry The study of the structure, properties, composition, reactions, and preparation (synthesis) of carbon-based compounds, hydrocarbons and their derivatives

3 Organic Molecules Organic molecules are compounds consisting of nonmetals (hydrogen, nitrogen, oxygen, the halogens, phosphorus, silicon and sulfur) with carbon Due to carbon’s hybrid bonding orbitals, organic molecules have a variety of configurations The types of atoms bonded to the carbon atoms will ultimately determine function and properties of the compound

4 Organic vs. Inorganic General Comparison
Organic Compounds Inorganic Compounds Mostly covalent bonding Low boiling pt Low melting pt High flammability Most are nonpolar Not soluble in water unless a polar group is present Do not conduct electricity Many ionic, some covalent High boiling pt High melting pt Low flammability Most are ionic or polar covalent Most are soluble in water unless nonpolar Conduct electricity

5 Hydrocarbons A hydrocarbon chain is a series of carbons bonded together with numerous hydrogen's attached Includes Alkanes, Alkenes, Alkynes and Cyclical HC Use certain prefixes for naming to indicate chain length

6 Alkane Formulas and Names
Strings, branches of carbons with single bonds between C Essentially many CH4 reacted together Formula rules: CnHn+2 CH2 – methylene unit Names: Prefixes indicate # of C followed by -ane

7 Homologous series of the first 12 linear alkanes
Methane (meth=1) CH4 Ethane (eth =2) C2H6 Propane (prop=3) C3H8 Butane (but=4) C4H10 Pentane (pent=5) C5H12 Hexane (hex=6) C6H14 Heptane (hept=7) C7H16 Octane (oct=8) C8H18 Nonane (non=9) C9H20 Decane (dec=10) C10H22 Undecane (undec = 11) C11H24 Dodecane (dodec= 12) C12H26

8 1-10 Alkane Prefix Quiz Just the prefix…not the -ane
CH4 C6H14 C2H6 C7H16 C3H8 C8H18 C4H10 C9H20 C5H12 C10H22

9 Mnemonic for First Four Prefixes
Meth- Monkeys Eth- Eat Prop- Peeled But- Bananas

10 Mnemonic for First 8 Prefixes
Mrs. Edwards Plays Basketball, Please Hold Her Overcoat Methane CH4 Ethane C2H6 Propane C3H8 Butane C4H10 Pentane C5H12  Hexane C6H14 Heptane C7H16 Octane C8H18           

11 Alkane Naming and Drawing
Expanded structure 1. Make string of carbons (prefix= # of C) Ex: Butane (but=4)

12 Butane 2. Condensed structure A CH3-CH2-CH2-CH3
3. Condensed structure B CH3CH2CH2CH3 4. Condensed structure C CH3(CH2)2CH3

13 Butane 5. Carbon skeleton: C-C-C-C *all H are understood
6. Kekulé or Line-angle formula (most reduced form) Each endpoint, every corner symbolizes a C H are understood

14 Alkanes methane CH4 hexane C6H14 ethane C2H6 heptane C7H16 propane
octane C8H18 butane C4H10 nonane C9H20 pentane C5H12 decane C10H22

15 Alkyl Groups Substituent – element or group of elements that branch off parent chain (replace a H) methyl group ethyl group propyl group

16 Alkyl Groups isopropyl butyl groups butyl secbutyl tertbutyl isobutyl
Only iso- is alphabetized, tert, sec are not.

17 Haloalkanes Haloalkanes have a halogen that has replaced a hydrogen
The halogens are substituent groups treated the same as the alkyl groups. Alpha without prefixes F = fluoro Cl = chloro Br = bromo I = iodo

18 Rules to Naming Hydrocarbon Chains
Number the longest continuous chain of carbons Carbons attached to double/triple bonds receive the smallest number possible If no double/triple bonds are present, carbons with groups attached, receive the smallest number possible Use prefixes for repeating groups di, tri, tetra, penta, hexa, …. Alphabetize groups without prefixes All lowercase, commas between numbers, dashes between numbers and words Use appropriate ending ane, ene, yne or functional group ending

19 Find The Longest Continuous Chain of Carbons

20 Number the Carbons so that the groups receive the smallest number possible

21 Use prefixes with same multiple substituent groups
7 – ethyl – 3,5 - dimethyl – 6 - tertbutylundecane

22 Naming Hydrocarbon Chains

23 Naming Hydrocarbon Chains

24 Naming Hydrocarbon Chains

25 If more than one type of substituent group, alpha
If more than one type of substituent group, alpha. the groups without prefixes 5 – secbutyl - 3,6 – dimethylnonane 4 – tertbutyl ethylnonane

26 Cycloalkanes 1. Start at noon and go clockwise until you get to first carbon with a substituent group this is # 1 2. Go clockwise or counterclockwise so substituent groups receive the smallest number possible

27 Cyclical Alkanes have 2 H less from ring closure
cyclopropane C3H6 cyclooctane C8H16 cyclobutane C4H8 cyclononane C9H18

28 Alkanes cyclodecane C10H20 cycloundecane C11H22 cyclododecane C12H24

29 Practice methylcyclopentane 1,1-dimethylcyclopentane

30 Practice 1,2-dimethylcyclopentane 1,3-dimethylcyclopentane

31 Practice 2-ethyl,1-methylcyclohexane

32 Practice 2-cyclopropyl-4-ethyl-1-methylcyclohexane


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