Chemiluminesence Experiment 12 Roman Gayduchik 03/31/2014 Objective: The experiment was used to produce an luminescence effect via chemical

reactions which involved synthesizing a di-ester and reacting it with hydrogen peroxide. Reaction

Table of Reactants Reactants: 2,4-dinitrophenyl Oxalyl Chloride Triethylamine

MW(g) 184.11 126.93 101.19

Density (g/ml) 1.683 1.4785 0.7255

V (g,ml) .45g .1ml .35ml

Mol .0025 .0012 .0025

Bp/mp C MP- 108 C BP- 113 C MP- 16 C BP- 64 C MP114.70 C BP- 88.6 C

Comments Starting material Staring material Starting material

Reagents Acetone 3% Hydrogen peroxide in Acetonitrile Ethyl acetate

5ml 5ml

Donor solution An acceptor solution

Calculations Moles of 2,4-dinitrophenyl: Moles of Oxalyl Chloride: .1ml * Moles of Triethylamine: .35ml *

=.0025 mol = .1479g / 126.93 = .254g / 101.19 = .0012 = .0025

Data Table Product MW (g/mol) Weight (g) Theo bis(2,4-dinitrophenyl)oxalate 422.22 = .00114 = .0012mol = .506 g .506g Calculations Moles of actual yield: .48g / 422.22 Actual .48g .00114 94.8% moles % Yield

Theoretical yield: .0024 mol 2,4-dinitrophenyl * bis(2,4-dinitrophenyl)oxalate * 422.22 % Yield: = 94.8%

] Additional Questions 1. Chemiluminescence is found inside the firefly in nature and jellyfish who use the GFP protein to illuminate themselves. This can be extracted and implanted into other organisms. 2. Chemiluminescence is the production of light from a chemical reaction. Two chemicals react to form an excited, high-energy, intermediate, which breaks down releasing some of its energy as photons of light