Experiment as Bromination of trans-stibene Instructor Demo Instructor Always Personal Protective Equipment Requirements Safety Glases XGoves Nre Lab Coat Fume Hood Bo Hood EGioves Heavy General Comments conventional ones rather, they are considered complementary to the existing protocols. This not only provides a wider view of various techniques but also imbibes inquest in innovative minds for future development and growth of the subject in general with due emphasis to green chemistry context The teachers may take periodical tests to judge understanding of the students about the experiments practiced. Wherever possible and feasible, the conventional process should be replaced with the greener ones to transmit the message of this issue GREEN chemistry experiments are introduced not to drastically replace the Procedure: Br. H Ethanol + HBr + H2O2 H. Br trans-stilbene meso-stilbene dibromide Add 0.9 grams of trans-stilbene to a 100 mL round bottom flask then add 30 ml of ethanol. Add several boiling stones to the mixture, and assemble a reflux apparatus and separatory addition funnel with claisen adapter (Figure 22.4 on page 206 of your Zubrick text). Bring your trans-stilbene/ethanol mixture to reflux. The trans-stilbene should be fully dissolved when heated. Make sure the stopper on the separatory funnel is CLOSED during this reflux period. Once the trans-stilbene is fully dissolved, add 3.5 ml of hydrogen peroxide (H,O2 30%) to the refluxing round bottom flask. This is done using a glass pipette and adding from the top of the condenser. After all the hydrogen peroxide is added, wait until the solution begins to reflux again before proceeding. Add 2.7 ml of solution of HBr (33%) to the separatory funnel, making sure the stopper is stilled closed on the separatory funnel. SLOWLY add the HBr from the separatory funnel dropwise to the refluxing solution of trans-stilbene. (You are rapidly generating bromine gas, which is very corrosive. Please take care in adding the HBr carefully!!!) The colorless solution should become deep orange in color. Within -15-30 minutes, the orange color will disappear. This indicates the bromination of trans- stilbene. Once the color is gone, allow the solution to cool to room temperature. Collect the precipitate via vacuum filtration. You will then a melting point to confirm your final product. Don't forget to weigh your final product to report % yield.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter21: Nas: Nucleophilic Aromatic Substitution
Section: Chapter Questions
Problem 21CTQ
icon
Related questions
icon
Concept explainers
Question

Why is this reaction considered "green" chemistry and how is it different from a "non-green" bromination? Based on this is this reaction completely "green" chemistry

Experiment as Bromination of trans-stibene
Instructor Demo
Instructor Always
Personal Protective Equipment Requirements
Safety Glases XGoves Nre
Lab Coat
Fume Hood
Bo Hood
EGioves Heavy
General Comments
conventional ones rather, they are considered complementary to the existing protocols.
This not only provides a wider view of various techniques but also imbibes inquest in
innovative minds for future development and growth of the subject in general with due
emphasis to green chemistry context The teachers may take periodical tests to judge
understanding of the students about the experiments practiced. Wherever possible and
feasible, the conventional process should be replaced with the greener ones to transmit
the message of this issue
GREEN chemistry experiments are introduced not to drastically replace the
Procedure:
Br. H
Ethanol
+ HBr + H2O2
H.
Br
trans-stilbene
meso-stilbene dibromide
Add 0.9 grams of trans-stilbene to a 100 mL round bottom flask then add 30 ml
of ethanol. Add several boiling stones to the mixture, and assemble a reflux apparatus
and separatory addition funnel with claisen adapter (Figure 22.4 on page 206 of your
Zubrick text). Bring your trans-stilbene/ethanol mixture to reflux. The trans-stilbene
should be fully dissolved when heated. Make sure the stopper on the separatory
funnel is CLOSED during this reflux period.
Once the trans-stilbene is fully dissolved, add 3.5 ml of hydrogen peroxide (H,O2
30%) to the refluxing round bottom flask. This is done using a glass pipette and adding
from the top of the condenser. After all the hydrogen peroxide is added, wait until the
solution begins to reflux again before proceeding.
Add 2.7 ml of solution of HBr (33%) to the separatory funnel, making sure the
stopper is stilled closed on the separatory funnel. SLOWLY add the HBr from the
separatory funnel dropwise to the refluxing solution of trans-stilbene.
(You are rapidly generating bromine gas, which is very
corrosive. Please take care in adding the HBr carefully!!!)
The colorless solution should become deep orange in color. Within -15-30
minutes, the orange color will disappear. This indicates the bromination of trans-
stilbene. Once the color is gone, allow the solution to cool to room temperature. Collect
the precipitate via vacuum filtration. You will then a melting point to confirm your final
product. Don't forget to weigh your final product to report % yield.
Transcribed Image Text:Experiment as Bromination of trans-stibene Instructor Demo Instructor Always Personal Protective Equipment Requirements Safety Glases XGoves Nre Lab Coat Fume Hood Bo Hood EGioves Heavy General Comments conventional ones rather, they are considered complementary to the existing protocols. This not only provides a wider view of various techniques but also imbibes inquest in innovative minds for future development and growth of the subject in general with due emphasis to green chemistry context The teachers may take periodical tests to judge understanding of the students about the experiments practiced. Wherever possible and feasible, the conventional process should be replaced with the greener ones to transmit the message of this issue GREEN chemistry experiments are introduced not to drastically replace the Procedure: Br. H Ethanol + HBr + H2O2 H. Br trans-stilbene meso-stilbene dibromide Add 0.9 grams of trans-stilbene to a 100 mL round bottom flask then add 30 ml of ethanol. Add several boiling stones to the mixture, and assemble a reflux apparatus and separatory addition funnel with claisen adapter (Figure 22.4 on page 206 of your Zubrick text). Bring your trans-stilbene/ethanol mixture to reflux. The trans-stilbene should be fully dissolved when heated. Make sure the stopper on the separatory funnel is CLOSED during this reflux period. Once the trans-stilbene is fully dissolved, add 3.5 ml of hydrogen peroxide (H,O2 30%) to the refluxing round bottom flask. This is done using a glass pipette and adding from the top of the condenser. After all the hydrogen peroxide is added, wait until the solution begins to reflux again before proceeding. Add 2.7 ml of solution of HBr (33%) to the separatory funnel, making sure the stopper is stilled closed on the separatory funnel. SLOWLY add the HBr from the separatory funnel dropwise to the refluxing solution of trans-stilbene. (You are rapidly generating bromine gas, which is very corrosive. Please take care in adding the HBr carefully!!!) The colorless solution should become deep orange in color. Within -15-30 minutes, the orange color will disappear. This indicates the bromination of trans- stilbene. Once the color is gone, allow the solution to cool to room temperature. Collect the precipitate via vacuum filtration. You will then a melting point to confirm your final product. Don't forget to weigh your final product to report % yield.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps

Blurred answer
Knowledge Booster
Reactive Intermediates
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning