How many of the following responses are true? 1. A primary alkyl halide will tend to...

How many of the following responses are true?

1. A primary alkyl halide will tend to react through an SN2 mechanism because there is little hindrance to backside attack and a primary carbocation is not very stable
2. 3-bromo-3-methylpentane will undergo substitution through an SN2 mechanism
3. If R-2-bromopentane is allowed to react with OH- the product will be S-2-pentanol
4. SN1 leads to a racemization of sterechemistry due to the nucleophile attacking from the backside and the leaving group leaving
5. SN2 leads to a racemization of sterechemistry due to the nucleophile attacking from the backside and the leaving group leaving

I thought 1, 3, and 4 were right, but my answer was wrong! Please help!

Expert Solution

1. A primary alkyl halide will tend to react through an SN2 mechanism because there is little hindrance to backside attack and a primary carbocation is not very stable (True)
2. 3-bromo-3-methylpentane will undergo substitution through an SN2 mechanism. (False, it is a tertiary halide, it will preffer SN1 reaction as it will form stable carbocation intermediate).
3. If R-2-bromopentane is allowed to react with OH- the product will be S-2-pentanol. (True, through SN2 reaction)
4. SN1 leads to a racemization of sterechemistry due to the nucleophile attacking from the backside and the leaving group leaving. (False, in SN1 reaction, a plainer carbocation intermediate is formed due to sp2 hybridization of positively charged carbon and this allow the attack of nucleophile either from top or bottom of plaine carbocation which causes the racenization).
5. SN2 leads to a racemization of sterechemistry due to the nucleophile attacking from the backside and the leaving group leaving. (False, SN2 causes inversion of configuration called as Walden inversion not racemization).

queen_honey_blossom answered 2 years ago

Choose all possible reagents for the reaction of a primary alcohol to alkyl halide and, for...

Choose all possible reagents for the reaction of a primary alcohol to alkyl halide and, for part B, choose all possible reagents for a primary alcohol to alkene reaction A) HBr with heat, thionyl chloride with base, HCl with heat, PBr3, concentrated sulfuric acid with heat, HF with heat, NaOH with heat B)concentrated sulfuric acid with heat, HCl with heat, HF with heat, NaOH with heat, PBr3, thionyl chloride with base, HBr with heat

The Gabriel synthesis transforms an alkyl halide into a primary amine via a two-step process.

The Gabriel synthesis transforms an alkyl halide into a primary amine via a two-step process. Follow the directions below to draw the initial mechanism and final products. Draw curved arrows to the next step. Draw the missing nonbonding electrons, charge and curved arrows. The first three steps are correct. I am unsure about how to complete the final step.

how the leaving group affect the behavior of the alkyl halide in mixture of NaI/ Acetone...

how the leaving group affect the behavior of the alkyl halide in mixture of NaI/ Acetone and in mixture of AgNO3/ Ethanol?

In friedel-crafts alkylation of benzene with an alkyl halide and AlCl3: 1. In terms of intermediate...

In friedel-crafts alkylation of benzene with an alkyl halide and AlCl3: 1. In terms of intermediate and product stabilities explain why the ortho and para isomers would be favored under kinetic conditions and why the meta isomer would be favored under thermodyanmic conditions? 2. What function does the nitromethane serve in the kinetic reaction? 3. What reactants would you employ for the preparation of the following compounds by reactions of the Friedel-crafts type? - a. diphenylmethane - b. 4-bromophenyl phenyl...

How many of the following responses are true? 1. 3-bromo-3-methylpentane will undergo substitution through an SN2...

How many of the following responses are true? 1. 3-bromo-3-methylpentane will undergo substitution through an SN2 mechanism 2. If R-2-bromopentane is allowed to react with OH- the product will be S-2-pentanol 3. SN1 leads to a racemization of sterechemistry due to the nucleophile attacking from the backside and the leaving group leaving 4. SN2 leads to a racemization of sterechemistry due to the nucleophile attacking from the backside and the leaving group leaving 5. A primary alkyl halide will tend...

SQL Program True/False Question 1. Which of the following is true of a many to many...

SQL Program True/False Question 1. Which of the following is true of a many to many relationship? T/F 2. Security is rarely a concern for most databases. T/F 3. A security requirement refers to the need to restrict who can access some of the database data. T/F 4. Report requirements refer to the input forms the database will need. T/F 5. Insert permission is the permission to add records to the database. T/F 6. A trigger is code usually written...

QUESTION 43 How many of the following statements is/are true? Statement 1: An increase in the...

QUESTION 43 How many of the following statements is/are true? Statement 1: An increase in the market YTM after a bond is purchased but before the first coupon date will lead to a realized return equal to the YTM of the bond when the bond was purchased for a buy-and-investor. Statement 2: A decrease in the market YTM after a bond is purchased but before the first coupon date will lead to a realized return equal to the YTM of...

1. How many types of papillae have a human tongue, how many primary tastes recognized. 2....

1. How many types of papillae have a human tongue, how many primary tastes recognized. 2. Which part of the tongue is more sensitive to sweet tastes, to salty testes, to sour testes, and to bitter testes.

Required: Provide brief written responses to the following questions: How many Accounting Research Bulletins were issued?...

Required: Provide brief written responses to the following questions: How many Accounting Research Bulletins were issued? What was the time period the above bulletins were issued? What was the name of the organization that issued the bulletins? What was the main purpose of the Accounting Principles Board? How many members were on this board? What were the reports they issued? What lead to the replacement of the Accounting Principles Board? What organization replaced the Accounting Principles Board? When and why...

Which of the following are true of primary hypertension? Select all that apply 1.most likely to...

Which of the following are true of primary hypertension? Select all that apply 1.most likely to cause enlargement of the right ventricle 2.may contribute to the development or worsening of an aneurysm 3.is often identified early due to end-organ dysfunction 4.individual's at risk are often identified during routine screening 5.may be diagnosed using multiple measures during a single visit

Question