WEEK 7 RECLEC

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1
the ones we use as raw materials to synthesize other organic compounds
Alcohols
2
may give aldehydes, ketones or carboxylic acids
Oxidation
3
can be used in subsequent grignards reactions
Ketones and Aldehydes
4
the one we can use for esterification
Carboxylic acids
5
would yield an aldehyde if oxidized
Primary alcohol
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further oxidation of the aldehyde would yield
Carboxylic acid
7
would yield a ketone if oxidized
Secondary alcohol
8
no further oxidation is observed, cannot be oxidized at all without breaking carbon carbon compounds
Tertiary alcohol
9
oxidation of alcohol need this as an effective oxidizng agent
chromic acid and sulfuric acid
10
oxidizes alcohol without breaking carbon carbon compounds
chromic acid
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will not react with chromic acids under mild conditions
Tertiary alcohols
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PCC stand for
pyridinium chlorochromate
13
a special reagent wich is a milder oxidant than chromic acid which is a strong one
PCC
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PCC only oxides primary alcohols to form
aldehydes
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PCC is made up of
chromium trioxide with pyridine and hydrogen chloride
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Alcohols when dehydrated would yield
alkenes
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removal of hydroxyl group and water
Dehydration
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most commonly carried out by warming alcohol with a dehydrating agent which is sulfuric acid
Dehydration reactions
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alcohols can also be dehydrated to become
ethers
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can undergo intermolecular dehydration to form ethers
simple alcohols
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ethano is dehydrated to yield
diethyl ether
22
forms alkyl halides
substitution
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often synthesized to form alcohols so it would be by having a halogen substitute the hydroxyl group
Substitution
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alkyl chlorides
thionyl chloride
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alkyl bromides
phosphorus tribromide
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alkyl iodides
phosphorus triodide
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this usually yields an ester
Esterification
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carboxylic acid plus alcohol
carboxylic ester
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esterification is also under the reaction of
fischers esterification
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still alcohol but here you have the hydroxyl group attached to an aromatic ring
Phenols
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simplest phenol
monohydroxybenzene
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monohydroxybenene is also known as
benzenol or carbolic acid
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are only slightly soluble in water but miscible with other solvents
monohydroxy compounds
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either corrosive liquids or low mwlting solids
simple monohydric phenols
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solid phenols
dihydric and trihydric
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who discovered phenols?
Joseph Lister
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have supplanted phenol itself in cough drops and other antiseptic applications
n-hexylresorcinol
38
much lower toxicity and is common antioxidant in foods
butylated hydroxytoluene
39
one of the standard amino acid found in most proteins
tyrosine
40
also known as adrenaline, stimulant hormone produced by the adrenal medulla
epinephrine
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neurotransmitter in the brain
serotoninn
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irritant secreted by poison ivy to prevent animal from eating its leaves
urushiol
43
principal flavoring in vanilla, isolated from vanilla beans
vanillin
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has a characteristic of minty taste and odor, is isolated from wintergreen
methyl salicylate
45
extracted from thyme and fungicidal
thymol
46
extracted from clove oil, antisetic in mouthwashes and dental analgesic
eugenol
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