a. Add all implied hydrogen atoms to the skeletal structure. b. How many tetrahedral carbons are in the molecule? What hybridization do tetrahedral carbon atoms have? c. Consider the bond marked by *. Based on what you know about electronegativity trends, which atom in the bond is more electron rich? Draw a dipole arrow pointing toward the more electron rich atom. d. Label each N atom with its hybridization (sp, sp², or sp³). Based on the hybridization that you assigned, what atomic orbitals does each N atom possess? (Hint: Each atom should always have 4 atomic orbitals.) NA atomic orbitals NB atomic orbitals Ne atomic orbitals ND atomic orbitals e. Consider the lone pair on each nitrogen atoms. What atomic or hybridized atomic orbital holds each lone pair (sp, sp², sp³, s, or p)? Lone pair on N₁ held by Lone pair on NB held by Lone pair on ND held by

a. Add all implied hydrogen atoms to the skeletal structure. b. How many tetrahedral carbons are in the molecule? What hybridization do tetrahedral carbon atoms have? c. Consider the bond marked by *. Based on what you know about electronegativity trends, which atom in the bond is more electron rich? Draw a dipole arrow pointing toward the more electron rich atom. d. Label each N atom with its hybridization (sp, sp², or sp³). Based on the hybridization that you assigned, what atomic orbitals does each N atom possess? (Hint: Each atom should always have 4 atomic orbitals.) NA atomic orbitals NB atomic orbitals Ne atomic orbitals ND atomic orbitals e. Consider the lone pair on each nitrogen atoms. What atomic or hybridized atomic orbital holds each lone pair (sp, sp², sp³, s, or p)? Lone pair on N₁ held by Lone pair on NB held by Lone pair on ND held by

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter2: Lewis Structures

Section: Chapter Questions

Problem 12E

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2. Answer parts a-e using the skeletal structure of the molecule shown below. NE # NC=N; + NÁ a. Add all implied hydrogen atoms to the skeletal structure. b. How many tetrahedral carbons are in the molecule? What hybridization do tetrahedral carbon atoms have? c. Consider the bond marked by *. Based on what you know about electronegativity trends, which atom in the bond is more electron rich? Draw a dipole arrow pointing toward the more electron rich atom. d. Label each N atom with its hybridization (sp, sp², or sp³). Based on the hybridization that you assigned, what atomic orbitals does each N atom possess? (Hint: Each atom should always have 4 atomic orbitals.) NA atomic orbitals NB atomic orbitals Ne atomic orbitals ND atomic orbitals e. Consider the lone pair on each nitrogen atoms. What atomic or hybridized atomic orbital holds each lone pair (sp, sp², sp³, s, or p)? Lone pair on N₁ held by Lone pair on NB held by Lone pair on ND held by
H₂C a. How many polar bond(s) is (are) present in this molecule? b. What is the most electronegative atom present in this molecule? c. What is the least electronegative atom present in this molecule? N * For the C-0 bond, what is the direction of the dipole moment (from 3+ to 2-)? Use either 'up' or 'down' for your answer inaný 0=6 $ -0 to de % CH3 A hp
Determine if the structural formula below are acceptable Lewis structures for organic compounds. Point out the problems in cases where structure is invalid. CH3 CH;-N-CH-CH3 ČH3 A. This structure is correct because the valance of Nitrogen is complete. B. This is not a correct Lewis structure because Nitrogen can accommodate more atoms. C. This is not a correct Lewis structure because Nitrogen has a charge if it does not have three bonds. D. This is a correct Lewis structure.
Change ethane into 1,2-ethanediol (HOCH2CH2OH) by removing one hydrogen atom from each carbon atom and replacing with a hydroxide (-OH) group. Build a model of the 1,2-ethanediol molecule. A. Identify the electron-pair and molecular geometry around each carbon and oxygen atom. B. What are the bond angles for H-C-H? For H-C-C? For C-C-O? For C-O-H? C. Draw two different structures of the molecule in which the –OH groups on the two carbon atoms have different orientations with respect to each other.
1. Convert the line angle formula for adrenaline and acetaminophen into Lewis Structures. Show all atoms, bonds and lone pairs HO- HO Adrenaline OH IZ N w IF Acetaminophen NH 2. For each molecule, circle and name all of the functional groups 3. For each molecule, identify the geometry relative to each atom that is attached to 2 or more atoms.
3. The following shows all resonance structures for the following molecule. a. Draw in all implied lone pairs. b. Draw in curved arrows that show the flow of electrons, making sure the arrows show the precise starting point and destination of the electrons. Label each arrow as: lp →→→л (p=lone pair) c. d. Rank the resonance structures from most stable to least based on the number of formal charges and atoms that lack an octet of electrons. ol-of-o. B A D d-d-d-o E C F G
Question 16.b of 25 Classify and describe the properties of the following nitrogen containing compound. Provide a systematic name for this structure. N,N,N- 2- N- eth tri hex bi di CH3 prop N.N- CH3 pent but meth al amide an 1-
3. Draw the Lewis-dot structure for C4H10 below. Remember the Lewis-dot structure is the same as the Expanded structure. A. What is the main intermolecular force acting on this molecule? B. Is this molecule polar or nonpolar? Provide a brief explanation (2-3 sentences) for your answer.
The Structure of Hydrocarbons 1. Draw the four carbon bonding patterns commonly seen in hydrocarbons and all other organic compounds. Construct the Lewis structures of the following compounds by combining the carbon atoms with the appropriate bonding patterns and the required number of hydrogen atoms. 2. a. hexane: CH,CH,CH,CH,CH,CH, b. 3-hexene: CH,CH,CH=CHCH,CH, c. 2-hexyne: CH,C=CCH,CH,CH, 3. There are three distinct bond angles formed in the four bonding patterns of carbon. What are they and in which bonding pattern(s) is each seen?
Change 1,2-ethenediol into 1,2 ethynediol (HOCCOH) by removing one hydrogen atom from each carbon atom and replacing with a triple bond between the carbon atoms. Be sure to add the third rod to represent the triple bond. Draw a Lewis structure for 1,2-ethynediol. A. Identify the electron-pair and molecular geometry around each carbon and oxygen atom. B. What are the bond angles for C-C-O? For C-O-H? C. Can the molecule interconvert or “flip” between different structures in which the –OH group on the two carbon atoms occupy different orientations with respect to each other? If so, how does this happen? If not, why?
Change 1,2-ethanediol into 1,2 ethenediol (HOCHCHOH) by removing one hydrogen atom from each carbon atom and replacing with a double bond between the carbon atoms. Be sure to add the second rod to represent the double bond. Draw a Lewis structure for 1,2-ethenediol. A. Identify the electron-pair and molecular geometry around each carbon and oxygen atom. B. What are the bond angles for H-C-C? For C-C-O? For C-O-H? C. Draw two different structures of the molecule in which the –OH group on the two carbon atoms occupy different orientations with respect to each other.
Three resonance structures of the given anion are possible. One is given, but it is incomplete. Complete the given structure by adding nonbonding electrons and formal charges. Draw the two remaining resonance structures (in any order), including nonbonding electrons and formal charges. Omit curved arrows. Structure A: Complete the resonance structure. Structure B: Draw a resonance structure. Select Draw Rings More Erase Select Draw Rings More Erase C MacBook