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Carbonyl group (C=O)
Aldehydes and ketones contain what functional group?
polar nature, soluble
Aldehydes and Ketones have ______ due to increased electron density at the oxygen atom, making them _____ in water
oxidation, reduction, addition, substitution
Carbonyl groups may undergo what 4 reactions?
Carboxylic Acids
Aldehydes can undergo oxidation to form
Chromic acid and Permanganates
What are the typical oxidizing agents for aldehydes?
Ammoniacal silver nitrate
Specific test for the presence of aldehydes uses ________ to form carboxylic acid and the reduced silver metal
primary alcohols
Aldehydes treated with reducing agents forms _______
secondary alcohols
Ketones do not undergo oxidation, however they can become______ when reduced
Dinitrophenylhydrazine
Meaning of DNPH?
carbon and hydrogen
Organic compounds are primarily composed of __ and __ atoms along with heteroatoms
ester
When alcohols and carboxylic acids react, they form an ____.
volatile substances, lower BPs
Esters are _____ that have ______ than alcohol and carboxylic acids
naturally or can be synthesized in the lab
Esters can occur how?
Fischer Esterification
Synthesis of esters from alcohol and carboxylic acids in the presence of an acid catalyst
Chromatography
“Color Writing.” Method of separating the components of a mixture. Widely used for qualitative and quantitative analyses
stationary and mobile phase
Mixture is partitioned between what 2 phases?
Mobile Phase
May be liquid or gas, nonpolar. Carries the components of the mixture through the medium being used
Stationary Phase
Remains fixed in place. May be solid or liquid film coated on a solid surface, polar. Acts as a constraint on many of the components in a mixture, slowing them down to move more slowly than the mobile phase
Greater affinity for the mobile phase
Individual components become separated into zones or bands
Greater affinity for the stationary phase
Compounds stays even with a passing mobile phase
mobile phase flows over stationary phase
Components in a mixture are continuously equilibrated between the two phases according to their distribution coefficients as __________
â—‹ Thin-layer chromatography (TLC)
â—‹ Liquid chromatography (LC)
â—‹ High-performance liquid chromatography (HPLC)
â—‹ Gas chromatography (GC)
The different types of chromatography
column chromatography
In this experiment, capsaicin was extracted from chili peppers using ______, which involves a stationary solid phase that absorbs and separates compounds as they pass through with the help of a liquid mobile phase
Silica gel
is the most widely used stationary phase
Thin-layer chromatography
Became a widely used analytical technique. Is another separation technique to confirm that capsaicin has been successfully extracted from the chili peppers. Simple, inexpensive, fast, and efficient
pure solvent, a mixture of solvents
Mobile phase can be a _____ or ______
Developing the chromatogram
A process wherein the solvent rises through the stationary phase by capillary action
Retardation factor (Rf)
Dimensionless quantity that reflects the affinity of the compound for the stationary or mobile phase
Rf values
can be used in the qualitative identification of compounds
Capsaicin
Fiery chemical compound in chili peppers that causes their spicy heat by activating pain/heat receptors in our bodies
Phytochemicals
a.k.a. Secondary metabolites. Plant compounds not essential for basic growth but vital for defense, attraction, and signaling, giving plants colors, smells, and flavors
Extraction
“Pulling out” of a substance from one phase by another phase. Term is usually used to describe the removal of a desired compound from a solid or liquid mixture using a solvent
Filtration
Process in which solid particles in a liquid or gaseous fluid are removed by the use of a filter medium that permits the fluid to pass through but retain the solid particles
gravity filtration and suction filtration
two types of filtration
Decantation
Simplest way of separating a liquid or solution from a solid. Solids settle at the bottom and by gently and slowly pouring the liquid portion into another container without disturbing the solids. Not used when the solid is floating or suspended in the liquid
Chromatogram
Result of chromatography
Chromatograph
Instrument used to conduct chromatography
Liquid chromatography (LC) and Column chromatography
Generally used in separating compounds of low volatility
High-performance liquid chromatography (HPLC)
Separates, identifies, and quantifies components in a liquid mixture by passing it under high pressure
Gas chromatography (GC)
Analytical separating techniques used to analyze volatile substances in the gas phase
Elution
A process of extracting one material from another by washing it with a solvent
Isocratic
Composition of eluent remains constant throughout the entire separation process. Used in the experiment
Gradient
Involves a gradual, intentional change in the mobile phase’s composition over time to improve the separation of solutes
Toluene
Solvent used in the extraction of capsaicin (orange upper layer)
UV Lamp
The separated compounds usually appear as dark spots
Iodine visualization
Using the adsorption of iodine (I2) vapor. Uses a bottle containing a thin layer of iodine crystals
Organic chemistry
Branch of chemistry that deals with compounds that are largely made of carbon and hydrogen. Oxygen, nitrogen, sulfur, phosphorus, and halogens are also found
Carbon
has a unique ability to form long chains with other carbons, forming large and complex molecules
Solubility
Amount of solute that dissolves in a given amount of solvent
â—‹ Water
â—‹ Ether
â—‹ 5% HCl (Hydrochloric acid)
â—‹ 5% NaOH (Sodium hydroxide)
â—‹ 5% NaHCO3 (Sodium bicarbonate)
â—‹ Concentrated sulfuric acid (H2SO4)
Most common solvents used in solubility testing for the experiment:
solute-solvent relationship and intermolecular forces
Results depend on the _______ and _______ between interacting species — “like dissolves like”
ionic compounds
Most_____ are soluble in water
Branched chains
_____ are more soluble than straight chains
functional group
Organic compounds are classified based on the type of _____ that they possess
â—‹ Substitution
â—‹ Addition
â—‹ Elimination
â—‹ Rearrangement
Organic reactions may undergo
Hydrocarbons
Compounds that contain exclusively carbon and hydrogen. Can be classified
Alkanes, alkenes, and alkynes
are aliphatic acyclic hydrocarbons
Cycloalkanes and cycloalkenes
are aliphatic cyclic hydrocarbons
big enough, 180Âş
Cycloalkynes may exist if the ring is _____ to reduce the strain required to maintain approximately ___ geometry
Aromatic hydrocarbons
are generally cyclic with alternating double and single bonds
substitution
Alkanes and aromatic hydrocarbons typically undergo, though not limited to, _____ reactions
addition, oxidation, and reduction
Alkenes and alkynes usually undergo _____, ______, and ______ reactions
Alkyl halides/Haloalkanes, substitution and elimination reactions, alcohol and alkenes
Hydrocarbon + Halogen (F, Cl, Br, I), Very reactive and undergo ______ and _______ to form ______ and _______
Bromine water
Toxic and corrosive, harmful if inhaled. Causes respiratory tract irritation and possible burns. May cause digestive tract irritation with nausea, vomiting, and diarrhea
Bromine water (Br(aq)) and Baeyer’s reagent (Potassium permanganate; KMnO4)
Tests for unsaturated hydrocarbons (alkenes and alkynes)
Ethanolic silver nitrate (C2H6AgNO4)
Tests for secondary and tertiary alkyl halides
Concentrated sulfuric acid (H2SO4)
Tests for alkenes and tertiary halides