Series of Electronegativity Questions

In summary, in this conversation, the topic of electronegativity and its role in chemical reactions, specifically in the formation of a new carbon-carbon compound through a Grignard reaction, was discussed. It was explained that electronegativity refers to how strongly an atom attracts electrons, and in the case of ionic compounds, a large difference in electronegativity can result in the transfer of electrons from one atom to another. In covalent bonds, the more electronegative atom still exerts a pull on the shared electrons, resulting in a dipole moment. However, in the case of a Grignard reagent, the magnesium atom disrupts this usual pattern and allows for carbon to become the more negatively
  • #1
Superkevs22
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Hi! I would like to know if what I'm thinking is correct. Please help me as to I'm confused :cry:

1. If atom "X" has a high Electronegativity, then that means that it can take Electrons from atom "Y" with a low Electronegativity easily causing atom "X" to have a more negative charge "-" and atom "Y" a more positive charge "+". Is this statement correct?

2. Considering statement number 1, does this mean that an atom with a high Electronegativity would most likely have a negative charge "-"?

3. How about a compound? For example is a Grignard reagent compound "RMgX" where "R" refers to any Hydrocarbon, "Mg" refers to Magnesium, and "X" as a halide. I would like to know how Electronegativity works with a Grignard reaction in forming a new carbon-carbon compound. When carbon dioxide "CO2" is added to the Grignard reagent. Here is what happens as shown in 3.1.

3.1. RMgX + CO2 -> RCOOMgX

Then you hydralize it to form the new carbon-carbon compound in 3.2.

3.2. RCOOMgX + H2O -> RCOOH + Mg(OH)X

Regarding that reaction, with the bonding of carbon in "R" and carbon "C", how was their Electronegativity affected (about the increase or decrease in Electronegativity or Charge so carbon "R" can form a bond with carbon "C") so they can form a bond as well as it's relationship with magnesium's "Mg" Electronegativity? I don't quite get the explanation in the link http://wiki.answers.com/Q/Why_Magnesium_is_necessary_for_Grignard's_reagent#slide1

If you could provide a simple and easy to understand explanation in layman's term if possible. I have an admission exam that will include this topic. Thank you. :frown:
 
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  • #2
Superkevs22 said:
1. If atom "X" has a high Electronegativity, then that means that it can take Electrons from atom "Y" with a low Electronegativity easily causing atom "X" to have a more negative charge "-" and atom "Y" a more positive charge "+". Is this statement correct?
Yeah. Electronegativity just means how strongly an atom attracts electrons. Its more obvious with ionic compounds, when you react sodium metal with chlorine gas, you get sodium chloride. In that case that chlorine literally strips away sodiums single valence electron, so when you dissolve NaCl in water, you get a solution of Cl- anions, and Na+ cations. Sodium has an electronegativity of 0.93 and chlorine is 3.16 so that's a massive difference in electronegativity. Carbon on the other hand has an electronegativity of 2.55, so chlorine can't completely snatch its electrons like it does with sodium, but when chlorine bonds to carbon, chlorine still pulls carbons electron towards it, resulting in carbon being slightly more positively charged and chlorine slightly more negatively charged. The measure of the polarity of a bond is called a dipole moment. This diagram shows the dipole moments of some chlorinated methanes. The arrow points in the direction of the atom which hogs the electrons more.
15-6.gif




Superkevs22 said:
2. Considering statement number 1, does this mean that an atom with a high Electronegativity would most likely have a negative charge "-"?
Only if it steals an extra electron from somewhere. For example, if it reacts with a low electronegativity element like an alkali metal (i.e. lithium, sodium etc.) and forms an ionic bond. In chloromethane, the chlorine isn't actually negatively charged because its a covalent bond between it and carbon, meaning they share the electrons, chlorine doesn't fully take the electron from carbon. Rather than putting a - on the carbon, you use the delta symbol to indicate that it only partially takes the electrons:
320px-Polarity_%26_Umpolung.png


Superkevs22 said:
3. How about a compound? For example is a Grignard reagent compound "RMgX" where "R" refers to any Hydrocarbon, "Mg" refers to Magnesium, and "X" as a halide. I would like to know how Electronegativity works with a Grignard reaction in forming a new carbon-carbon compound. When carbon dioxide "CO2" is added to the Grignard reagent. Here is what happens as shown in
A Grignard reagent has unusual properties. Usually the halogen (X) would pull electrons away from carbon making the carbon more positively polarised, but in this case the magnesium atom gives the halogen an electron, so the halogen is no longer more electronegative than carbon. Now, carbon can be the one that snatches the electrons. So this is a rare case of carbon being the electron rich part of a molecule. Other examples of this are when carbon bonds to lithium. In a Grignard reagent, you can consider the carbon to be negatively charged.

Superkevs22 said:
3.1. RMgX + CO2 -> RCOOMgX

Then you hydralize it to form the new carbon-carbon compound in 3.2.

3.2. RCOOMgX + H2O -> RCOOH + Mg(OH)X

Regarding that reaction, with the bonding of carbon in "R" and carbon "C", how was their Electronegativity affected (about the increase or decrease in Electronegativity or Charge so carbon "R" can form a bond with carbon "C") so they can form a bond as well as it's relationship with magnesium's "Mg" Electronegativity? I don't quite get the explanation in the link http://wiki.answers.com/Q/Why_Magnesium_is_necessary_for_Grignard's_reagent#slide1

If you could provide a simple and easy to understand explanation in layman's term if possible. I have an admission exam that will include this topic. Thank you. :frown:

Oxygen is a very electronegative element so in carbon dioxide, the oxygen pulls electrons away from carbon, resulting in the carbon being more positively charged. In this case, the carbon needs more electrons. In the Grignard reagent, its the other way around, the carbon has more electrons than it needs, so the CO2 carbon is attracted to it, and grabs its electrons to form a new carbon-carbon bond. Basically what happens there is both the electronegative carbon (from the CO2) and the electropositive carbon (from the Grignard reagent) neutralise each other. Neutral compounds are more stable. Now they both have more similar electronegativities.
 
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  • #3
Thank you so much for the response CrimpJiggler! I appreciate it a lot that you have not only provided the answers that I was looking for but you also took the time to illustrate it so it will be easier to understand. You saved me. Thanks a lot! =)
 

1. What is electronegativity?

Electronegativity is a measure of an atom's ability to attract and hold onto electrons in a chemical bond. It is based on the atom's nuclear charge and the distance between the nucleus and the outermost electrons.

2. How is electronegativity measured?

Electronegativity is measured on a scale called the Pauling scale, with values ranging from 0.7 to 4.0. The higher the value, the more electronegative the atom is.

3. How does electronegativity affect chemical bonding?

Electronegativity plays a crucial role in determining the type of chemical bond that forms between atoms. If the difference in electronegativity between two atoms is large, an ionic bond is formed. If the difference is small, a covalent bond is formed.

4. What are some factors that influence electronegativity?

The main factors that influence electronegativity are the number of protons in the nucleus, the distance between the nucleus and the outermost electrons, and the shielding effect of inner electron shells.

5. How does electronegativity vary across the periodic table?

Generally, electronegativity increases from left to right across a period and decreases from top to bottom within a group on the periodic table. This is due to the increasing nuclear charge and decreasing distance between the nucleus and outermost electrons as you move across a period, and the increasing shielding effect of inner electron shells as you move down a group.

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