From the attached procedures, make a table consisting of all the compounds and their respective molecular weight (g/mol), density (g/ml), volume (ml), weight (g), mole and ratio. Take caution to ensure that the molecular weight is the CORRECT literature value.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter31: Synthetic Polymers
Section31.SE: Something Extra
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From the attached procedures, make a table consisting of all the compounds and their respective molecular weight (g/mol), density (g/ml), volume (ml), weight (g), mole and ratio. Take caution to ensure that the molecular weight is the CORRECT literature value. 

Procedure: Synthesis of a Cyalume™M
CI
OH
CI
Ar-
CI
O
Procedure: Chemiluminescence
0.
CI
Ar
TM
Synthesis and Analysis of a Cyalume ™M
H₂O₂
base
2
CI
OH
Place 0.8 g of 2,4,6-trichlorophenol and 10 mL of toluene into a 50 mL round bottom flask and stir to
dissolve. Add 0.56 mL of triethylamine (caution - stinks!!!) and cool the solution in an ice bath. Add 0.2
mL of oxalyl chloride (caution - lachrymator!) dropwise over 30 seconds via syringe. Attach a condenser
to the flask, then heat the reaction mixture to 75 degrees in a water bath for 30 minutes. A solid will
form. Cool the reaction to room temperature, then add 10 mL hexanes. Place the reaction flask on ice
and stir for 5 minutes. Filter the solid, then rinse the solid with more hexanes. Place the solid in a 50 mL
Erlenmeyer flask and add 10 mL of water. Break up the large chunks with a stir rod and shake the flask
to dissolve all triethylamine salt byproducts. Filter the solid and rinse with water. Press dry, then
recrystallize your ester from ethyl acetate or toluene.
CI
NET3
toluene
0 °C -> 75 °C
CI
O-O
0
CI
1,2-dioxetanedione
CI
2
CI
CO₂*
0
0
oc
fluorescer
CI
fluorescer*
CI
CO₂
fluorescer + hv
In a 10 dram vial, dissolve 100 mg of your ester in 20 mL of diethyl phthalate. Add a drop of one
fluorophore solution and 100 mg of sodium salicylate. Add cap and shake to mix. To your ester
suspension, add 2 mL of the peroxide suspension (3mL 30% hydrogen peroxide diluted to 100 mL with
diethyl phthalate). Replace the cap and shake to mix.
Transcribed Image Text:Procedure: Synthesis of a Cyalume™M CI OH CI Ar- CI O Procedure: Chemiluminescence 0. CI Ar TM Synthesis and Analysis of a Cyalume ™M H₂O₂ base 2 CI OH Place 0.8 g of 2,4,6-trichlorophenol and 10 mL of toluene into a 50 mL round bottom flask and stir to dissolve. Add 0.56 mL of triethylamine (caution - stinks!!!) and cool the solution in an ice bath. Add 0.2 mL of oxalyl chloride (caution - lachrymator!) dropwise over 30 seconds via syringe. Attach a condenser to the flask, then heat the reaction mixture to 75 degrees in a water bath for 30 minutes. A solid will form. Cool the reaction to room temperature, then add 10 mL hexanes. Place the reaction flask on ice and stir for 5 minutes. Filter the solid, then rinse the solid with more hexanes. Place the solid in a 50 mL Erlenmeyer flask and add 10 mL of water. Break up the large chunks with a stir rod and shake the flask to dissolve all triethylamine salt byproducts. Filter the solid and rinse with water. Press dry, then recrystallize your ester from ethyl acetate or toluene. CI NET3 toluene 0 °C -> 75 °C CI O-O 0 CI 1,2-dioxetanedione CI 2 CI CO₂* 0 0 oc fluorescer CI fluorescer* CI CO₂ fluorescer + hv In a 10 dram vial, dissolve 100 mg of your ester in 20 mL of diethyl phthalate. Add a drop of one fluorophore solution and 100 mg of sodium salicylate. Add cap and shake to mix. To your ester suspension, add 2 mL of the peroxide suspension (3mL 30% hydrogen peroxide diluted to 100 mL with diethyl phthalate). Replace the cap and shake to mix.
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