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Fundamentals of Organic Chemistry
Topic 10.1
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functional groups are the reactive part of molecules
they determine the class of chemical being referred to see hand out giving: class – functional group – suffix – general formula - example
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The following three slides are really not necessary anymore
The following three slides are really not necessary anymore. See the hand out given in class
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Compounds up to 6 carbon atoms with functional groups
Formula Structural Formula Alcohol -OH - O – H Aldehyde -COH (on the end of a chain) O - C – H Ketone -CO- (can’t be on end of chain) - C – Carboxylic Acid -COOH (on the end of a chain) - C – O – H Halide -Br, -Cl, -F, -I - X Better slide coming up next.
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Compounds up to 6 carbon atoms with functional groups
Formula Suffix (or Prefix) Alcohol -OH -ol Aldehyde -COH -al Ketone -CO- -one Carboxylic Acid -COOH -oic acid Halide -Br, -Cl, -F, -I bromo-,chloro-, fluoro-,iodo-
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Alcohols: suffix = “-ol”
propan-1-ol propan-2-ol 2-methyl propan-2-ol
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Aldehydes: suffix = “-al”
Aldehydes: suffix = “-al” propanal Note: an aldeyhde group is always on an end carbon so don’t need a number butandianal
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Ketones: suffix = “-one”
Ketones: suffix = “-one” propanone (don’t need C# with only three carbons) butanone (don’t need C#, only four carbons) penta-2-one
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butandione pentan-3-one
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Butan-2-one
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Carboxylic Acids: suffix = “-oic acid”
butanoic acid Note: a carboxyl is always on an end carbon propandioic acid
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Halogenalkanes: prefixes = “fluoro, chloro, bromo, iodo”
1-bromopropane 2-chlorobutane 1,2-diiodoethane 1,2-difluoroethene 1,1,2-trifluoroethene
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Esters: suffix = “-oate”
two chains interrupted by an oxygen one chain is based on the chain containing the single bonded O this chain come first in the name the other chain is based on the chain including the carbonyl group. this chain has the ending “oate” on it
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Ethers: You should know ethers for IB but I’m not going to test you on it.
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Identify primary, secondary and tertiary carbon atoms in alcohols (-OH) and halogenoalkanes (-F, -Cl, -Br, -I) with reference to the carbon that is directly bonded to a hydroxyl or a halogen Primary = carbon atom is only bonded to one other carbon Secondary = carbon atom is bonded to two other carbons Tertiary = carbon atom is bonded to three other carbons
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Aromatic hydrocarbons
contain a benzene ring the name of the class come from the fact that many of them have strong, pungent aromas an unsaturated carbon where the double bonds resonate back and forth with the single bonds
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physical evidence for its structure
benzene crystallizes when cooled analysis of this showed that all six C-C bonds had identical lengths (140 pm) this allows the molecule to be symmetrical instead of the different lengths associated with singe (154 pm) and double (134 pm) chemical evidence for its structure does not react as other unsaturated carbons do when adding hydrogen (hydrogenation) to them Richard Thornley 10.1 (start at 3:20)
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I don’t think the following slides are in Topic 10 anymore
I don’t think the following slides are in Topic 10 anymore. However, they should look familiar from Topic 4 since it is still relevant to the class.
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Volatility: how easily a substance turns into a gas
Discuss the volatility and solubility in water of compounds Volatility: how easily a substance turns into a gas the stronger the intermolecular force, the less volatile it is ionic › hydrogen bonding › dipole-dipole › van der Wall’s therefore volatility from highest to lowest… alkane (only Van der Wall’s) › halogenoalkane › aldehyde › ketone › amine › alcohol (H bonding) › carboxylic acid (H bonding)
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Boiling Points
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Solubility: a solute’s ability to dissolve in a polar solvent (water)
the more polar a substance is, the more soluble it is solubility decreases as chain length increases smaller alcohols, aldehydes, ketones & carboxylic acids are typically soluble they are all polar as is water
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