Preview

Free Radical Chain Bromination Essay

Satisfactory Essays
Open Document
Open Document
576 Words
Grammar
Grammar
Plagiarism
Plagiarism
Writing
Writing
Score
Score
Free Radical Chain Bromination Essay
BroIn this experiment of the relative rates of free-radical chain bromination, we were expected to be able to determine the relative reactivates of the many types of hydrogen atoms involved toward bromine atoms. Bromination is defined to be a regioselective reaction meaning bromine has preference of making or breaking a bond over all other directions that it may have had available. In this case, Markovnikov’s rule is revealed to be the case in this situation that states that adding a protic acid represented as HX to an alkene (sp2 hybridized), the hydrogen from that HX would be attracted to a carbon with the least alkyl groups and the halide (X) would become more attracted and will attach to the carbon containing more alkyl groups. Within the intermediate stage of the bromination reaction, the bromine radical will have already formed and the …show more content…
Due to this, the more alkyl groups that are attached, the more stable the carbocation would be due to the fact that the electron flow in the electron cloud slightly donates to the carbocation making it almost completely stable. During the experiment, we were expected to organize two groups of tubes with methylene chloride with their respective hydrocarbon (10 drops) as well as the addition of a small amount of bromine. One group of tubes was set in the light and one was set in the dark and when compared, you were already able to see that the ethylbenzene and toluene were the fastest to react in both situations. Due to this fact we can tell since they were the fastest reacting, they can be associated with the fact that they were more than likely secondary and primary benzylic carbons due to their excellent stability and fast

You May Also Find These Documents Helpful

  • Satisfactory Essays

    The typical reagents that are used, such as elemental bromine and liquid bromine, are dangerous and highly corrosive, so this experiment used an alternative method of bromination.…

    • 312 Words
    • 2 Pages
    Satisfactory Essays
  • Satisfactory Essays

    When adding the borane (BH3/THF) through an addition reaction, the BH¬2 will attach to the least substituted carbon atom. This often known as being an anti-Markovnikov formation.…

    • 179 Words
    • 1 Page
    Satisfactory Essays
  • Good Essays

    Table 3 reports the obtained values of rR and k2/k1 for CH4 and CO2. It shows that the production rate of radicals depends strongly on the nature of reactant, while for CH4 it is quite twice the value for CO2. From the k2/k1 ratio value, it is possible to indicate the dominating reaction: The reaction between actives species and reactant driving to products formation, or the active species loss reaction by recombination or desexcitation.…

    • 675 Words
    • 3 Pages
    Good Essays
  • Satisfactory Essays

    Exam III: Chemistry 2211

    • 439 Words
    • 2 Pages

    9. When alkyl halides react, rearrangements are likely to occur in which of the following type(s) of reaction(s)?…

    • 439 Words
    • 2 Pages
    Satisfactory Essays
  • Good Essays

    In radical halogenations lab 1-chlorobutane and 5% sodium hypochlorite solution was mixed in a vial and put through tests to give a product that can then be analyzed using gas chromatography. This experiment was performed to show how a radical hydrogenation reaction works with alkanes. Four isomers were attained and then relative reactivity rate was calculated. 1,1-dichlorobutane had 2.5% per Hydrogen; 1,2-dichlorobutane had 10%; 1,3-dichlorobutane had 23%; and 1,4-dichlorobutane had 9.34% per Hydrogen.…

    • 1325 Words
    • 6 Pages
    Good Essays
  • Powerful Essays

    Comment on the regioselectivity of the bromination of acetanilide (assign regiochemistry of bromo product - ortho/meta/para, why selective?)…

    • 1196 Words
    • 5 Pages
    Powerful Essays
  • Satisfactory Essays

    chm1721 midterm

    • 995 Words
    • 4 Pages

    3. open book exam (only a clean textbook of]=r printout of the E-­‐text allowed 4. molecular models are allowed 2 1. Name the following compound: Br A) (S,Z)-­‐3-­‐bromo-­‐4-­‐methylhex-­‐2-­‐ene B) (S)-­‐3-­‐bromo-­‐4-­‐methylhex-­‐2-­‐ene C) (S,Z)-­‐4-­‐bromo-­‐3-­‐methylhex-­‐4-­‐ene D) (S,E)-­‐3-­‐bromo-­‐4-­‐methylhex-­‐2-­‐ene E) (R,E)-­‐3-­‐bromo-­‐4-­‐methylhex-­‐2-­‐ene Ans: A…

    • 995 Words
    • 4 Pages
    Satisfactory Essays
  • Good Essays

    Question for Lab Chem

    • 1445 Words
    • 6 Pages

    4) In the reaction of Cl2 with ethane and UV light, which of the following reactions would be a chain termination event(s)? I) Cl· + CH3 -CH3 → CH3 -CH2 -Cl + H· II) Cl· + CH3 -CH3 → CH3 -H2 C· + HCl III) Cl· + CH3 -H2 C· → CH3 -CH2 -Cl IV) Cl2 + CH3 -H2 C· → CH3 -CH2 -Cl + Cl· V) Cl2 + UV light → C l· + Cl· A) reactions I and IV B) reaction V C) reactions I and II D) reactions III and IV E) reaction III 5) Which of the following statements is the best statement of the Hammond Postulate? A) Related species that are similar in energy are also similar in structure. B) Transition states are molecular species of finite lifetime whose properties can be probed through free radical reactions. C) In an endothermic reaction, the transition state is closer to the reactants in structure. D) The structure of the transition state in an organic reaction is always modeled on the structure of the reactants leading to that transition state. E) In an exothermic reaction, the transition state is closer in energy to the products. 6) In the first propagation step of the free radical chlorination of methane, which of the following occurs? A) A carbon radical reacts with a chlorine radical B) Cl2 dissociates C)…

    • 1445 Words
    • 6 Pages
    Good Essays
  • Good Essays

    All In The Family Lab

    • 413 Words
    • 2 Pages

    The purpose of the lab “All in the Family” was to compare the reactivity of the halogens Chlorine, Bromine, and iodine by observing the reactions between their elemental forms and their ionic forms. To accomplish this experiment, we first added a squirt of pet ether to two test tubes. Then, we added the same amount of Cl2 to both of the tubes, shook the mixtures, and recorded the color that resided in each mixture as the initial color. After, a squirt of NaBr was added to one test tube, and a squirt of Nal was added to the other in order to view the reaction between both of the Halides with Cl2. Both test tubes were shaken again, and the colors that remained was noted. The same process was repeated 2 seperate times but instead with Br2 and I2 as…

    • 413 Words
    • 2 Pages
    Good Essays
  • Good Essays

    Free Radical Substitution

    • 873 Words
    • 4 Pages

    The objective of this experiment is to conduct a free radical reaction and measure the ratio of products through a GC analysis. Free radical reactions are important to understand because they allow chemists to design synthesis of complex molecules from very simple organic molecules. The reagents used were 2,3-dimethylbutane as the carbon chain, t-butyl peroxybenzoate as the initiator, and sulfuryl chloride as the source of chloride radicals. The predicted products are 1-chloro-2,3-dimethylbutane and 2-chloro-2,3-dimethylbutane based on the primary or tertiary hydrogen being replaced with chlorine. The predicted ratio of these products is 45% tertiary and 54% primary. The GC analysis of the products showed that the solution contained 64% tertiary and 36% primary.…

    • 873 Words
    • 4 Pages
    Good Essays
  • Satisfactory Essays

    Gas Chromatography Lab

    • 648 Words
    • 3 Pages

    The dehydrobromination reactions of 1- and 2-Bromobutane with potassium tert-butoxide occur through an E2 mechanism. In the dehydrobromination of 1-bromobutane, potassium tert-butoxide, a strong base, deprotonates the beta carbon while bromine leaves, forming a monosubstituted alkene. Because the leaving group, bromine, in 1-bromobutane is located on the first carbon, the formation of a disubstituted alkene is not possible, which is why the gas chromatogram for this reaction should only have one peak, suggesting only one product is formed. The case is not the same in the reaction of 2-bromobutane with potassium tert-butoxide. In 2-bromobutane, the leaving group is attatched to the second carbon. This allows potassium tert-butoxide to deprotonate either the number one carbon, which results in a monosubstituted alkene (1-butene), or the number three carbon, which results in a disubstituted alkene that is either cis or trans (trans-2-butene or cis-2-butene). Due to the “bulkiness” of potassium tert-butoxide, it is easier for potassium tert-butoxide to deprotonate carbon one on 2-butanol than it is for it to deprotonate carbon three because carbon three is located between two other carbons. For this reason, the gas chromatogram from this reaction should…

    • 648 Words
    • 3 Pages
    Satisfactory Essays
  • Good Essays

    8. (10 points) When (R)-4-bromopentanoic acid, 1, is treated with sodium hydroxide, (R)-4hydroxypentanoic acid, 2, is isolated as the only product. Using curved arrows to represent the movement of electrons, write a mechanism for this reaction that explains the formation of the product with particular attention to its observed stereochemistry.…

    • 880 Words
    • 4 Pages
    Good Essays
  • Satisfactory Essays

    This experiment involved the addition of trans-cinnamic acid to bromine for the production of 2,3-dibromo-3-phenylpropanoic acid. This process depicted an electrophilic addition of a halogen to an asymmetrically substituted alkene. A result of this process was the presence of a stereospecific bromonium ion formed by the mechanism of the reaction.…

    • 428 Words
    • 2 Pages
    Satisfactory Essays
  • Good Essays

    The overall goal of this experiment is to understand and be familiar of SN1 reactivity. We also learned how to prepare 2-Bromobutane by learning how to distill and extract this product from its organic layer. Finally, another goal was to specifically understand the relative reactivity of alkyl halides under SN1 conditions by reacting the alkyl halide and silver nitrate in ethanol.…

    • 762 Words
    • 4 Pages
    Good Essays
  • Satisfactory Essays

    Grignard Reaction

    • 468 Words
    • 2 Pages

    3. If the bromobenzene is added too quickly, what side product is formed (Draw the structure in pen and name it!)?…

    • 468 Words
    • 2 Pages
    Satisfactory Essays