Pushing Electrons
4th Edition
ISBN: 9781133951889
Author: Weeks, Daniel P.
Publisher: Cengage Learning
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Chapter 1, Problem 47EQ
Interpretation Introduction
Interpretation:
The formal charge on the N and C atoms in the given molecule is to be calculated.
Concept Introduction:
Some organic
To calculate the formal charge on an atom in any given structure it is necessary to distinguish between the electrons that make up an atom’s octet and the electrons that formally “belong” to an atom. In any given Lewis structure all electrons associated with an atom either as an unshared pair or shared pair are part of that atom’s octet.
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Chapter 1 Solutions
Pushing Electrons
Ch. 1 - 1. Hydrogen is a Group I element and each...Ch. 1 - Methanol has the molecular formula CH4O. Its...Ch. 1 - 3. The skeleton of chloromethane is...Ch. 1 - 4. Methanol’s skeleton is
Connecting all bonded...Ch. 1 - 5. The structure for chloromethane is
It...Ch. 1 - Prob. 6EQCh. 1 - 7. Dimethyl ether
No. of electrons in...Ch. 1 - Methylamine (CH5N) No. of electrons in structure...Ch. 1 - Methanethiol (CH4S) No. of electrons in structure...Ch. 1 - Methylal (C3H8O2) No. of electrons in structure...
Ch. 1 - Prob. 11EQCh. 1 - Adding electrons to the skeleton by making single...Ch. 1 - This is done by removing an unshared pair from...Ch. 1 - Prob. 14EQCh. 1 - Prob. 15EQCh. 1 - Prob. 16EQCh. 1 - The skeleton of acetyl chloride is . Write the...Ch. 1 - Three constitutional isomers exist for the formula...Ch. 1 - A number of constitutional isomers exist for the...Ch. 1 - Using the method outlined above, derive the...Ch. 1 - Prob. 21EQCh. 1 - Prob. 22EQCh. 1 - Prob. 23EQCh. 1 - Prob. 24EQCh. 1 - The skeleton of benzyldimethylamine is
The...Ch. 1 - The skeleton is benzaldoxime is The number of...Ch. 1 - Prob. 27EQCh. 1 - Derive Lewis structures for the compounds below....Ch. 1 - Prob. 29EQCh. 1 - Derive Lewis structures for the compounds below....Ch. 1 - Prob. 31EQCh. 1 - Derive Lewis structures for the compounds below....Ch. 1 - The Lewis structure of acetone is Circling the...Ch. 1 - Chloromethane has the Lewis...Ch. 1 - In the Lewis structure for chloromethane, the...Ch. 1 - Prob. 36EQCh. 1 - The oxygen atom in acetone possesses ____ unshared...Ch. 1 - Nitrobenzene has the skeleton
The number of...Ch. 1 - Prob. 39EQCh. 1 - Compute and add on the formal charges I these...Ch. 1 - Prob. 41EQCh. 1 - Prob. 42EQCh. 1 - Prob. 43EQCh. 1 - Prob. 44EQCh. 1 - Prob. 45EQCh. 1 - Prob. 46EQCh. 1 - Prob. 47EQCh. 1 - Compute and add on the formal charges in these...Ch. 1 - Prob. 49EQCh. 1 - Prob. 50EQCh. 1 - The n-propyl cation can be formed from a molecule...Ch. 1 - Prob. 52EQCh. 1 - Prob. 53EQCh. 1 - Methanol, CH3OH, is a compound in which the formal...Ch. 1 - When a proton becomes bonded to diethyl ether, by...Ch. 1 - Tetrahydrofuran has the structure
When a proton...Ch. 1 - Prob. 57EQCh. 1 - Prob. 58EQCh. 1 - The structure of pyridine is
When a proton...Ch. 1 - The carbon atom owns one electron from each of ...Ch. 1 - The n-butyl anion can be formed from When the CLi...Ch. 1 - The isobutyl anion can be formed from When the CNa...Ch. 1 - Prob. 63EQCh. 1 - Ethanol, , is a compound in which the formal...Ch. 1 - The loss of a proton attached to the oxygen atom...Ch. 1 - A very strong base can remove a proton from...Ch. 1 - Prob. 67EQCh. 1 - Prob. 68EQCh. 1 - Prob. 69EQCh. 1 - The homolysis of the OO bond in diacetyl peroxide...Ch. 1 - Prob. 71EQCh. 1 - Prob. 72EQCh. 1 - Prob. 73EQCh. 1 - Prob. 74EQCh. 1 - Prob. 75EQCh. 1 - Heterolytic cleavage of the CO bond to yield a...Ch. 1 - Prob. 77EQCh. 1 - Prob. 78EQCh. 1 - Prob. 79EQCh. 1 - Prob. 80EQ
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- Compute and add on the formal charges in these Lewis structures. Trimethylamine oxidearrow_forwardWhat is the formal charge on the nitrogen atom in structure A? + 0 – What is the formal charge on the nitrogen atom in structure B? + 0 – What is the formal charge on the nitrogen atom in structure C? + 0 – What is the formal charge on the nitrogen atom in structure D? + 0 – What is the formal charge on the nitrogen atom in structure E? + 0 – What is the formal charge on the nitrogen atom in structure F? + 0 – What is the formal charge on the nitrogen atom in structure G? + 0 –arrow_forwardConsider a chemical species (either a molecule or an ion) in which a carbon atom forms three single bonds to three hydrogen atoms and in which the carbon atom possesses an unshared electron pair. (a) What formal charge would the carbon atom have? Note: enter sign followed by number to answer this question (e.g. "+1"). Formal charge = (b) What total charge would the species have? Note: enter sign followed by number to answer this question (e.g. "+1"). Total charge = (c) What shape would you expect this species have? Shape= (d) What would you expect the hybridization of the carbon atom to be? Carbon hybridization = sp O sp³d² O sp³d O sp³ sp²arrow_forward
- Draw a Lewis diagram for BrO4- in which the central Br atom has a formal charge of zero and show all NONZERO formal charges on all atoms. Note that the overall charge on this ion is -1.arrow_forward[Review Topics] [References] Unshared, or lone, electron pairs play an important role in determining the chemical and physical properties of organic compounds. Thus, it is important to know which atoms carry unshared pairs. Use the structural formulas below to determine the number of unshared pairs at each designated atom. Be sure your answers are consistent with the formal charges on the formulas. H3C -C=N=O a H₂C-C=N a b C Submit Answer C The number of unshared pairs at atom a is The number of unshared pairs at atom b is The number of unshared pairs at atom c is The number of unshared pairs at atom a is The number of unshared pairs at atom b is The number of unshared pairs at atom c is Retry Entire Group 1 more group attempt remaining Varrow_forwardDiazomethane (CH2N2) is an important reagent for the methylation of some organic molecules. Complete Parts 1 and 2 below about this unique reagent. Draw the Lewis structure of diazomethane (CH2N2) that contains a formal charge on carbon and nitrogen. Be sure to include all lone pairs of electrons and formal charges.arrow_forward
- You will not find “hydroxide” in the stockroom, but you will find sodium hydroxide (NaOH) andpotassium hydroxide (KOH). Lithium hydroxide (LiOH) is expensive and used in spacecraft airfilters since hydroxide reacts with carbon dioxide, and lithium is lighter than sodium or potassium.Cesium and francium hydroxides are very expensive and little used. Is this information consistentwith your answer to the previous question?arrow_forwardEthanol, , is a compound in which the formal charge on all the atoms is zero. Under certain conditions the bond can be broken so that both electrons remain with the oxygen atom. The products are In this structure the oxygen owns one electron from shared pair and two electrons from each of unshared pairs. The total number of electrons belonging to oxygen is Oxygen is a Group element. The formal charge on the oxygen atom is . The correct Lewis structure for the ethoxide ion is Note that the other fragment, the proton, leaves with a formal charge of +1.arrow_forwardThe Lewis structure of acetone is Circling the carbonyl carbon, i.e., the carbon atom attached to oxygen, and its octet gives Circling the oxygen atom and its octet gives Thus, atoms share electrons in making bonds, and a pair of electrons may be included in the octet of two different atoms. When computing the formal charge on an atom, the number of electrons that belong to that atom is compared with the number of electrons the atom would have in the unbonded and neutral state. If the two numbers are the same, the formal charge on the atom is zero. In a Lewis structure both electrons in an unshared pair belong to the atom, and one of every pair of shared (bonding) electrons belongs to the atom.arrow_forward
- The carbon atom owns one electron from each of shared pairs and two electrons from unshared pair. The number of electrons that belong to carbon is . Carbon is a Group element. Since the carbon atom has one more electron than it would in the neutral, unbonded state, it has a formal charge of –1 . The Lewis structure for the methyl anion is The lithium fragment must have a formal charge ofarrow_forwardA complete Lewis structure must show all nonzero formal charges. Complete each of thefollowing Lewis structures by adding any missing formal charges.arrow_forwardConsider the incomplete structure shown. Draw an alternative Lewis (resonance) structure for the incomplete structure. Show the unshared electron pairs and nonzero formal charges in your structure. Don't use radicals. Determine the formal charge on the nitrogen atom in the structure. If the atom is formally neutral, indicate a charge of zero.arrow_forward
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