EX 10 ALDEHYDES & KETONES Flashcards
organic compounds both containing a CARBONYL functional group (C=O)
has two more bonds that may be occupied by HYDROGEN or ALKYL or ARYL substituents
ALDEHYDES & KETONES
if ONE R is HYDROGEN
ALDEHYDE
if BOTH R are NEITHER H
KETONE
RCHO
ALDEHYDE
RCOOR
KETONE
a FUNGAL TOXIN
HELMINTHOSPORAL
cinnamon bark
CINNAMALDEHYDE
vanilla bean
VANILLIN
lemongrass
CITRAL
spearmint & caraway
CARVONE
adrenal hormone
CORTISONE
female sex hormone
PROGESTERONE
male sex hormone
TESTOSTERONE
musk deer
MUSCONE
- for inflammations
- meter-dose inhalers
CORTICOSTEROIDS
- for inflammation of airways
- B2 antagonist: DILATES (salbutamol)
- Side effects:
- weakens immune system
- requires GARGLING w/ water after use
INHALED CORTICOSTEROIDS
if hindi mag gargle after using ICS, what will happen (oral white spots, opportunistic pathogen)
ORAL CANDIDIASIS / THRUSH
naturally occurring organic compounds, often combined with other functional groups
can be found in plants, animals, and even microorganisms
ALDEHYDES & KETONES
LARGELY RESPONSIBLE some of the shared physicochemical properties of aldehydes and ketones
a HIGHLY POLARIZED GROUP because of the GREATER ELECTRONEGATIVITY of the OXYGEN
as a result of this polarization, the carbonyl group is susceptible to nucleophilic attack
CARBONYL GROUP
as a result of this polarization, the CARBONYL GROUP is susceptible to __________
NUCLEOPHILIC ATTACK
the synthesis of aldehydes & ketones are through the ______ reaction of alcohols
OXIDATION
_________ are oxidized to ALDEHYDES
PRIMARY ALCOHOLS
____________ are oxidized to KETONES
SECONDARY ALCOHOLS
acetone is also known as
PROPANONE
detect the presence of carbonyl group
2,4-DNPH (BRADY’S) TEST
Brady’s reagent
2,4-dinitrophenylhydrazine in methanol
2,4-DNPH (BRADY’S) TEST is named after
OSCAR BRADY
________ reaction; aldehyde reacts with 2,4-DNPH to form an aldehyde 2,4-dinitrophenylhydrazone while ketone reacts with to form a ketone 2,4-dinitrophenylhydrazone
CONDENSATION RXN
POSITIVE RESULT of 2,4-DNPH (BRADY’S) TEST
aldehydes: YELLOW - ORANGE PPT
ketones: RED - ORANGE PPT
used to determine if a compound is an ALDEHYDE or an ALIPHATIC METHYL KETONE
SODIUM BISULFITE TEST
POSITIVE RESULT of sodium bisulfite test
WHITE PPT
the ALDEHYDE or the METHYL KETONE reacts with sodium bisulfite by ___________ of the carbonyl group through nucleophilic attack; the bisulfite ion then attaches to the original carbonyl group to form the bisulfite addition compound
BREAKING THE PI BOND
the ALDEHYDE or the METHYL KETONE reacts with sodium bisulfite by breaking the pi bond of the carbonyl group through __________; the bisulfite ion then attaches to the original carbonyl group to form the bisulfite addition compound
NUCLEOPHILIC ATTACK
in SODIUM BISULFITE TEST, only _________ will yield POSITIVE RESULT
METHYL KETONES
used to DIFFERENTIATE aldehydes from ketones
SCHIFF’S TEST
Schiff’s reagent
sodium bisulfite with the organic dye pararosaniline hydrochloride
SCHIFF’S TEST is named after
HUGO SCHIFF
POSITIVE RESULT in SCHIFF’S TEST
MAGENTA RED SOLN
SCHIFF’S TEST:
________ of aldehyde to carboxylic acid; reaction involved is the same as explained in the
sodium bisulfite test
OXIDATION
an oxidizing agent
SODIUM BISULFITE
in SCHIFF’S TEST, some ________ may also produce a color change but NOT A MAGENTA RED COLOR
KETONES
TOLLEN’S TEST is also known as
TOLLEN’S SILVER NITRATE TEST
fructose is also known as _____, making it an ALDEHYDE
LEVULOSE
used to DIFFERENTIATE ALDEHYDES from ketones
TOLLEN’S TEST
TOLLEN’S TEST is named after
BERNHARD TOLLENS
POSITIVE RESULT in TOLLEN’S TEST
SILVER MIRROR PPT
TOLLEN’S TEST:
oxidation of aldehyde to carboxylic acid; the _____________ is reduced to silver while producing the carboxylic acid-ammonium salt product
AMMONIACAL SILVER NITRATE
TOLLEN’S TEST:
oxidation of aldehyde to carboxylic acid; the ammoniacal silver nitrate is reduced to silver while producing the __________________ product
CARBOXYLIC ACID-AMMONIUM SALT
Tollens’ test can detect both ________ & ________
ALIPHATIC & AROMATIC ALDEHYDES
its AROMATIC NATURE makes it hard to be oxidized due to stability
benzaldehyde
Fehling’s A prepared by
conc. H2SO4 w/ aqueous solution of copper sulfate pentahydrate
Fehling’s B prepared by
NaOH w/ potassium tartrate
FEHLING’S TEST is named after
HERMANN VON FEHLING
POSITIVE RESULT in FEHLING’S TEST
BRICK RED PPT
FEHLING’S TEST:
oxidation of aldehyde to carboxylic acid; aldehyde reduces the cupric ions in complex with tartrate ions to cuprous ions; forming _________
CUPROUS OXIDE
FEHLING’S TEST:
oxidation of aldehyde to _________; aldehyde reduces the cupric ions in complex with tartrate ions to cuprous ions; forming cuprous oxide
CARBOXYLIC ACID
- causes VASODILATION
- decrease BP
- used for hypertensive crisis
SODIUM NITROPRUSSIDE
nitrates ae contraindicated with
sildenafil (viagra)
identify the presence of an ACETYL GROUP (CH3C=O)
SODIUM NITROPRUSSIDE TEST
POSITIVE RESULT in SODIUM NITROPRUSSIDE TEST
WINE RED SOLN
sodium nitroprusside test is also used in clinical tests to detect the presence of __________ in urine
ACETONE
sodium nitroprusside test is also used in clinical tests to detect the presence of acetone in _____
URINE
used to identify METHYL KETONES or SECONDARY ALCOHOLS adjacent to a methyl group
IODOFORM TEST
reagent in IODOFORM TEST
WAGNER’S REAGENT (iodine in potassium iodide WIKI)
POSITIVE RESULT in IODOFORM TEST
CANARY YELLOW PPT
this test is very specific test and it DOES NOT WORK FOR ALL KETONES and does not work also for WATER-INSOLUBLE COMPOUNDS
IODOFORM TEST
SACCHARIDES ARE
SUGARS
general test for saccharides
MOLISCH’S TEST
MOLISCH’S TEST is named after
HANS MOLISCH
Molisch’s reagent
10% α-naphthol in 95% ethanol
POSITIVE RESULT in MOLISCH’S TEST
PURPLE RING AT THE JUNCTION OF 2 LAYERS
________ yield RAPID results while
disaccharides react slower
MONOSACCHARIDES
monosaccharides yield rapid results while ___________ react SLOWER
DISACCHARIDES
sucrose + fructose + glucose
DISACCHARIDES
glucose only
MONOSACCHARIDES
specific test for PENTOSES (or carbohydrates with five carbon chain)
BIAL’S TEST
BIAL’S TETS is named after
MANFRED BIAL
in BIAL’S TEST, sugars are identified according to the _____________
of C atoms
POSITIVE RESULT IN BIAL’S TEST
BLUE SOLN
C2 attached w/ H
DNA
C2 attached w/ OH
RNA