Organic Chemistry- Reaction Intermediates in Organic Chemistry

Bromination of Saturated and Unsaturated Hydrocarbons Blue Bottle Dehydration of Sugar by Sulfuric Acid Disappearing Coffee Cup Formation of a Silver Mirror Models 360 Nylon 6 – 10 Organic Synthesis With Familiar Materials Oxidation of Primary, Secondary,  Tertiary Alcohols Oxidation of Luminol Polyurethane Foam Slime Underwater Fireworks: Chlorination of Acetylene Carbide Lamp Differences in Miscibility of Organic Alcohols With Increasing Chain Length Combustion of Cellulose Nitrate (Guncotton) Different Smells of Carvone Isomers Distinguishing Between HD and LD Polyethylene Enviro-Bond: Cleaning Oil Spills Esterification Using a Dean-Stark Trap Ethanol Cannon Happy/Sad Balls IR Demonstration – Atomic Coupling IR Demonstration II – Molecular Vibrations IR Demonstration III – Molecular Vibrations Making a Rubber Ball from Latex Plastic Samples Reaction Intermediates in Organic Chemistry Reducing Sugars and Fehling’s Solution Rod Climbing by a Polymer Solution Rotating Rainbows Silly Putty Soap Emulsifies Hydrocarbons Superabsorbent Polyacrylate Gel Tubeless Siphon Alkimers Aniline Hydrochloride-Formaldehyde Polymer Phenol-Formaldehyde Polymer Saponification Relative Reactivity of Reducing Agents Electrophilic Aromatic Substitution Reaction/EAS Reaction Reactivity of Alkanes vs Aromatic Compounds Inductive Effect Optical Activity of Racemic Mixtures With Limonene Relationship of Absorbed Light to Observed Color Density and Miscibility of Liquids Extraction of Copper Ions from Solution with Orform® Gel Formation with Sodium Alginate and Calcium Chloride Ozonolysis Hydrolysis of T-Butyl Chloride: A Lecture and Lab Experiment Terephthalate Monomerization

Reaction Intermediates in Organic Chemistry

Description A set of 4 Petri dishes are filled with a mixture of 7,7,8,8, tetracyanoquinodimethane (TCNQ) in Diglyme are placed on an overhead projector table and warmed with the lamp. Portions of Morpholine in Diglyme are added to the four petri dishes. The color of the solution in the dishes is dependent on the species in the liquid. The dye itself is pale yellow, the first product, the TCNQ anion radical is green, and the first substitution product is dark blue. The third species the second Substitution product, is generated by step addition of morpholine to the final petri dish, yielding a bright golden color. Source: Novaki, L.P., Brotero,P. P., El Seoud, O. A., Journ. Chem Educ. (1989) Vol 66 No. 12 pp.1040-1041 Year: 1989   Vol: 66, No.12   Page: 1040 – 1041 Keywords: EAS, Intermediate, Substitution, Organic Chemistry, Aromaticity, Conjugation, Delocalization Rating:  Hazard: Medium
  • Cyanide by-product
  • Acute toxicity hazard – oral, dermal, inhalation
  • Aquatic toxicity hazard
  • Skin corrosion hazard
  • Serious eye damage hazard
  • Flammability hazard
  • Reproductive toxicity hazard
  • Electric shock hazard
Effectiveness: Average
  • Good connection from demo to course material
  • Results are observable without guidance
  • Time to results is  high
  • Moderate reliability
  • Contrast between systems behavior is clear
Difficulty: High
  • Prior training required
  • Handling of organic chemicals
  • Multi-step procedure with varying results
  • Requires precise temperature control
Safety Precautions:
  • Eye protection required
  • Gloves required
  • Lab coat required
  • Face shield recommended
  • Avoid exposure to dust, vapors, liquids, or mists
  • Prepare agents in a working fume hood
  • Absorbent materials on hand
  • Sodium hydroxide or sodium hypochlorite on hand
  • Perform in a well-ventilated area
  • Use of UL approved three-prong plug and outlet
 
Class: Organic Chemistry, Reaction Mechanisms Division: General, Organic Chemistry

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