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Nomenclature of Branched - ALKANE - . METHYL. DECYL. ETHYL. METHANE. NONYL. PROPYL. DECANE. ETHANE. ALKANES. NONANE. PROPANE. OCTYL. BUTYL. OCTANE. BUTANE. HEPTYL. HEPTANE. PENTYL. PENTANE. HEXANE. HEXYL. IUPAC RULES . RULE # 1 Locate the “PARENT CHAIN”
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Nomenclature of Branched - ALKANE -
METHYL DECYL ETHYL METHANE NONYL PROPYL DECANE ETHANE ALKANES NONANE PROPANE OCTYL BUTYL OCTANE BUTANE HEPTYL HEPTANE PENTYL PENTANE HEXANE HEXYL
IUPAC RULES RULE # 1 • Locate the “PARENT CHAIN” • Longest continuous carbon – atom chain and name it as your parent chain.
EXAMPLE CH2 – CH3 5 4 3 CH3 – CH – CH – CH – CH3 CH3 – CH2 – CH2 CH2 – CH3 8 7 6 2 1 4 – ethyl – 3,5 – dimethyloctane
IUPAC RULES RULE # 2 • Assign number to the “PARENT CHAIN” • Make sure that it will give the lower number to any carbon in which the group is attached.
IUPAC RULES RULE # 3 • Locate and identify the attached “ALKYL GROUPS” • Each group is located by the number of the carbon atom to which it is attached on the chain.
IUPAC RULES RULE # 4 • “COMBINE” the longest chain and the branches into the name. • The position and the name of the attached alkyl group are added to the name of the longest chain and written as one word.
IUPAC RULES RULE # 5 • Indicate the “number and the position” of the attached alkyl groups. • If two or more of “the same” alkyl group occur as branches, the number of them is indicated by the prefixes di-, tri-, tetra-, penta-, etc., • If two or more “different” alkyl groups are present, their names are alphabetized and added to the name of the basic alkane.
EXAMPLE 6 5 O ║ 3HC – CH2 CH3 CH3 – CH – CH2 – CH – CH3 4 3 2 1 2,4 – dimethylhexane
Mechanics • D’ class will be divided into 2 groups • BOYS & GIRLS • Each group will be represented by a leader • I will be D’ one flashing D’ structures on screen • Then, U will be naming D’ given structures. • U will be given 20 seconds 2 answer. • The winning group will receive a GIFT that • will be revealed tomorrow.
EXAMPLE 19 20 13 11 15 14 08 07 18 17 16 01 06 03 12 04 09 05 10 00 02 O ║ CH3 1 2 3 CH3 – C – CH3 CH3 2,2 – dimethylpropane
D’ game starts Now………
13 19 20 11 15 14 08 07 18 01 16 17 05 12 09 10 04 06 03 02 00 STRUCTURE # 1 O ║ 3HC CH3 1 2 3 4 5 CH3 – C – CH – CH – CH3 3HC CH3 2,2,3,4 – tetramethylpentane
19 20 13 11 18 17 16 01 15 14 07 08 09 03 04 05 06 12 10 02 00 STRUCTURE # 2 O ║ 1 2 CH3 – CH2 CH3 – C – CH3 3 CH2 – CH3 4 5 3,3 – dimethylpentane
19 20 13 11 18 15 08 07 14 01 16 17 05 10 09 12 04 03 06 02 00 STRUCTURE # 3 1 2 O ║ 3HC – CH2 CH2 – CH3 5 CH3 – C – CH2 – C – CH3 3 4 3HC – CH2 CH2 – CH3 6 7 3,5,diethyl – 3,5 – dimethylheptane
20 19 13 11 17 16 18 01 08 14 15 07 05 06 04 03 09 10 12 00 02 STRUCTURE # 4 7 8 9 O ║ CH3 – CH – CH2 – CH3 CH3 – CH2 6 CH – CH3 4 CH3 – C – CH2 – CH – CH2 – CH2 – CH3 3 5 CH3 – C – CH3 2 1 CH3 3 – ethyl – 2,2,3,6,7 – pentamethyl – 5 – propylnonane
19 20 13 11 18 15 08 07 14 01 16 17 05 10 09 12 04 03 06 02 00 STRUCTURE # 5 1 2 O ║ 3HC – CH2 CH3 5 CH3 – CH – C – CH – CH3 3 4 3HC – 2HC CH2 – CH3 6 7 4 – ethyl – 3,4,5 – trimethylheptane
STRUCTURE # 6 19 20 13 11 18 15 08 07 14 17 16 01 03 04 10 09 12 06 05 02 00 3HC – CH – CH2 – CH3 O ║ 6 7 8 3HC – C – CH3 5 4 3HC – CH2 – C – CH2 – CH3 3 2 1 3HC – CH – CH2 – CH3 4,4 – diethyl – 3,5,5,6 – tetramethyloctane
19 20 13 11 18 14 08 07 15 01 16 17 12 10 09 05 04 06 03 02 00 STRUCTURE # 7 O ║ 3 2 1 4 CH3 – CH – (CH2)2 – CH3 5 CH3 – (CH2)2 – C – (CH2)3 – CH3 CH3 – (CH2)3 – CH – CH3 10 9 8 7 6 5 – butyl – 4,6 – dimethyl – 5 - propyldecane
19 20 13 11 18 17 16 01 15 14 07 08 03 04 05 09 06 12 10 02 00 STRUCTURE # 8 O ║ F Cl F – C – C – H 1 2 F Br 2 – bromo – 2 – chloro – 1,1,1 – trifluoroethane
13 19 20 11 15 14 08 07 18 01 16 17 05 12 09 10 04 06 03 02 00 STRUCTURE # 9 O ║ Br F Cl 1 2 3 Br – C – C – C - Cl Br F Cl 1,1,1 – tribromo – 3,3,3 – trichloro – 2,2 – difluoropropane
19 20 13 11 18 17 16 01 15 14 07 08 03 04 05 10 09 12 06 02 00 STRUCTURE # 10 O ║ Cl F – C – F 1 Cl dichlorodifluoromethane
CYLOALKANES CYLOPROPANE CYLOHEXANE CYLOBUTANE CYLOHEPTANE CYLOPENTANE CYLOOCTANE
19 20 13 11 18 15 08 07 14 01 17 16 12 10 09 05 04 03 06 STRUCTURE # 11 02 00 Cl O ║ Cl Cl 1 6 2 5 3 Cl 4 Cl Cl 1,2,3,4,5,6 – hexachlorocyclohexane
19 20 13 11 18 17 16 01 15 14 07 08 03 04 05 10 09 12 06 STRUCTURE # 12 02 00 CH2 – CH3 O ║ 2 1 (CH2)3 – CH3 1 – butyl – 2 – ethylcyclobutane
Quick Mind Twister 1. Describe and name the different Alkane compounds? 2. Specify the steps and factors involved in Alkane Nomenclature. 3. How does the latest computer software bridge the distant gap in science and technology? 4. How can we apply the knowledge in alkane nomenclature in real – life setting?
Assignments 1. Be ready for the presentation of your output tomorrow. 2. What are physical and chemical properties of alkanes? 3. Cite some industrial uses of organic compounds ALKANE. References:All organic chemistry book will do