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Organic Chemistry Overview: Packet #1 (blue)
(Buckle up, kiddoes!)
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Organic Chemistry = The study of carbon-containing compounds
More specifically: those compounds that have a carbon backbone There are well over 1 million known organic compounds! Good ole’ carbon:
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Rules for Nomenclature of organic compounds? You betcha!
A system for naming organic compounds has been developed by the International Union of Pure and Applied Chemists (IUPAC). The system is accepted and used throughout the world. Fun!
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All natural! You’ll finally be able to understand ingredient labels! WOO!
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Naming Organic Compounds: the basics
ALKANES: simplest hydrocarbons CnH2n+2 (n=# of C atoms in the molecule) single bonds only! Suffix is –ane Prefixes are determined by the # of Carbons! (see right) 1C Meth- Methane 2C Eth- Ethane 3C Pro- Propane 4C But- Butane 5C Pent- Pentane 6C Hex- Hexane 7C Hept- Heptane 8C Oct- Octane 9C Non- Nonane 10C Dec- Decane
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Name or give the formula for: C10H22 Octane C4H10
Got it? Name or give the formula for: C10H22 Octane C4H10
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Naming Organic Compounds: the basics
Basically: we don’t have to take up space with all those pesky hydrogens!
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Naming Organic Compounds: the basics
Alkyl groups Most alkanes exist as “branched” molecules (not continuous straight chains) 1st: identify the parent compound (longest row of carbons?) 2nd: name that (normal alkane rules) 3rd: any other “carbon groups” hanging off = alkyl groups (formula = CnH2n+1) 4th: drop the –ane suffix... Put a –yl suffix on that bad boy!
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Longest chain of carbons?
Got it? Longest chain of carbons? What’s left? Parent compound = hexane Alkyl group = ethyl So... Ethyl Hexane?
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Naming Organic Compounds: the basics
It’s actually a tad bit more complicated... We also have to number the longest chain so that the alkyl group(s) will be on the lowest #ed carbons We also alphabetize the alkyl groups in the name (regardless of #) (5-ethyl) (3-methyl) Name: 5-ethyl-3-methyloctane (NOT 3-methyl-5-ethyloctane)
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Naming Organic Compounds: the basics
1 last thing... If the SAME alkyl group shows up multiple times in the compound, we use #s and prefixes to denote that. Remember to # the parent compound carbons so that the alkyl groups have the lowest #s!
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Cute puppies to help your brain calm down
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Naming Organic Compounds: the basics
Cyclic Alkanes: Chains that connect into rings! Single bonds only (-ane ending, remember?!) Add the cyclo- prefix and the rules are pretty much the same...
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Naming Organic Compounds: the basics
Cyclic Alkanes with Alkyl Groups: Some special rules (...of course!) All positions in a ring are equivalent, so you don’t need a # if there’s only 1 alkyl group It’s assumed that it’s attached to carbon #1 2+ alkyl groups mean you need to use #s The group that comes first alphabetically is on carbon #1, then # the carbons clockwise or counterclockwise to give the other groups the lowest possible #s. Name: 1,2-dimethylcyclohexane (NOT: 1,5-dimethylcyclohexane)
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Got it? ? ? ? ?
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Naming Organic Compounds: the basics
Alkenes Carbon chain or ring with at least 1 double bond! General formula for straight chain: CnH2n Use the –ene suffix Pretty much the same rules as w/ alkanes...
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Naming Organic Compounds: the basics
Rule 1: the parent compound must contain the double bond Rule 2: # the parent compound to give the carbon-carbon double bond the lowest possible # (unless there are less than 4 carbons...) Rule 3: the name should contain a # to indicate the position of the double bond! Name: 1-butene
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Naming Organic Compounds: the basics
Cycloalkenes: Yep! You guessed it! These are rings w/ at least 1 double-bond in them! Good times! The carbons that have the double bond between them are always #1 and #2... Go whichever direction you need to in order to give the attached alkyl groups the lowest #s possible(!) Name: 3-methylcyclohexene
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Got it? Name this bad boy right here!
Name: 4-ethyl-5-methylcyclohexene
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Naming Organic Compounds: the basics
Alkynes Triple-bond-havers! General formula = CnH2n-2 Use the suffix –yne Same rules as alkenes with their sassy little double-bond(s)! Name: 5-methyl-2-hexyne
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? Got it? ? What’s this little guy’s name?
Draw the structure for 3-methylcyclohexyne: ? ?
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