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State True or False for each of the following statement in \"Hydroboration-oxida

ID: 578987 • Letter: S

Question

State True or False for each of the following statement in "Hydroboration-oxidation of 1-Methylcyclohexene" lab:

1. Hydroboration is the addition of boron-hydrogen to an alkane.

2. Boron can behaves as a Lewis base.

3. The addition of boron-hydrogen across the carbon-carbon double bond is stereospecific.

4. The addition of borane to an alkene shows anti stereochemistry.

5. The product from a hydroboration-oxidation reaction follows Markovnikov’s rule.

6. Hydroboration-oxidation reaction of a cyclic alkene leads to a cyclic alkane that does follow Markovnikov’s rule.

7. The addition of water under hydroboration-oxidation conditions is syn.

8. The nucleophile for this reaction is the alkene.

9. The concerted mechanism of this reaction allows the reaction to be stereospecific.

10. The oxidation step involves the use of sodium hydroxide.

(May use the following info for reference:

HYDROBORATION-OXIDATION Boron hydrides can react with alkenes by addition of the boron-hydrogen bond across the carbon-carbon double bond. This reaction is called hydroboration. Although there are several types of boron hydrides that can be used in the hydroboration reaction, the most common approach is to use the simplest boron hydride, borane, which is sold com- mercially in the form of a complex with tetrahydrofuran (THF). Borane-tetrahydrofuran complex The boron atom of borane is electron-deficient because it has an incomplete octet of electrons. For this reason, the boron atom is a Lewis acid, or an electron-pair accep- tor. An alkene will donate electrons to boron as shown in the first step of the following reaction. This creates a boron atom that is electron-rich and a carbon atom that is elec- tron-deficient. This situation is remedied in the next step by the transfer of a hydride ion (H:) to the carbon atom H-B R-CHCH2 R- CH-CH Experimental evidence shows that this entire process is concerted without the presence of intermediates and that the addition is stereospecific. The addition of borane to an alkene

Explanation / Answer

2.     Boron can behaves as a Lewis base…..FALSE

3.     The addition of boron-hydrogen across the carbon-carbon double bond is stereospecific…..TRUE

4.     The addition of borane to an alkene shows anti stereochemistry…..FALSE

5.     The product from a hydroboration-oxidation reaction follows Markovnikov’s rule…..FALSE

6.     Hydroboration-oxidation reaction of a cyclic alkene leads to a cyclic alkane that does follow Markovnikov’s rule…..FALSE

7.     The addition of water under hydroboration-oxidation conditions is syn…..TRUE

8.     The nucleophile for this reaction is the alkene…..TRUE

9.     The concerted mechanism of this reaction allows the reaction to be stereospecific…..TRUE

10.The oxidation step involves the use of sodium hydroxide…..TRUE

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