The material on this site can not be reproduced, distributed, transmitted, cached or otherwise used, except with prior written permission of Multiply. Determine the molar mass of an ideal gas B if 0.622 g sample of gas B occupies a volume of 300 mL at 35 °C and 1.038 atm.? 46. Which of the following compounds is most basic? H-NH2. Join Yahoo Answers and get 100 points today. 48. For Sn(OH)2, adding H+ reacts with OH- to form H2O so YES, we can say it is more soluble in acid than in pure water H2O. This means that O and N must have the same formal charge (item #1) and must be bonded to the same activating group (item #2). 47. Favorite Answer. Negatively charged acids are rarely acidic. This means that O and N must have the same formal charge (item #1) and must be bonded to the same activating group (item #2). and is the oxygen attached by a double bond acidic? The ONLY convenient method for identifying a functional group is to already know some. Consequently, it is possible to replace CH3 with other spectator groups (for example, H and other R) without affecting reactivity much. "Scan and rank" sounds simple, but it conceals several difficulties that are elaborated below. 1 decade ago. 1. #4 Importance - within a functional group category, use substituent effects to compare acids. Where is the IAP also known as MAP sensor on a 1992 Dodge Stealth? When did organ music become associated with baseball? What is the parent chain of the following compound? It is nonpolar and does not exert a significant field-inductive effect, and it is incapable of delocalizing charge. #1 Importance - positively charged acids are stronger than neutral acids. #3 Importance - all things being equal, an OH acid is more acidic than an NH acid. 56. Do radioactive elements cause water to heat up? The formal charge rule applies even more strongly to NH acids. A methodical approach works best. My concern is that you understand what is meant by "all things being equal." Get answers by asking now. F Cl Br I Due to differences in bond dissociation energies (H-F bond is stronger than H-I) Also due to bigger atomic size. For the following acid-base reaction, predict which side the equilibrium is favored. See the answer. As it happens, you only need to learn the effect of Ph on NH+ for this course: Second, the activating groups must be bonded directly to the OH (or NH) group in order to activate it. The only neutral acids that are stronger than ROH2+ are H2SO4 and certain other RSO3H. Explain why. #3 Importance - all things being equal, an OH acid is more acidic than an NH acid. Lv 4. The following compounds have similar pKa values because the activating groups are not bonded directly to OH: CH3C(=O)CH2OH, PhCH2OH, and CH3CH2OH. How long will the footprints on the moon last? 46. Explain why. For example, if you know that ROH, RCO2H, and RSO3H are common acidic functional groups, you'll have no trouble finding acidic groups in the following molecule (the correct groups are marked in red). 1 decade ago. Introducing Textbook Solutions. #2 Importance - look for activating groups, including RSO2, RC=O, and Ph. Amino acids have two different groups- one acidic (-COOH) and another basic (-NH2). The pKa values of common OH and NH acids span wide ranges and their ranges overlap. How much will a midwifery schooling cost? #1 Importance - positively charged acids are stronger than neutral acids. H-Br. For the following reaction, identify the Lewis acid. I II III IV OH OH NH 2 NH 2 44. Since, nitrogen has a lone pair of electrons, it can attach to a proton released from acid to form -NH3(+). NH2 and OH on same molecule OH is more acidic based on periodic trend of. Which of the indicated protons is most acidic? O is a suitable reagent to protonate the following compound. If CuBr adding H+ forms HBr and that is a weak acid; therefore, CuBr is highly soluble in acid than in water. Better able to accommodate the negative charge over their large volumes (polarizability) 2. It's what's attached to the carbonyl carbon that can be acidic or basic. The most convenient method for ranking acidic groups is to already know their characteristic pKa values. No, substances containing the -NH2 group are basic. Therefore powdered cocaine (cocaine hydrochloride) is slightly acidic. Which of the following solvents can not be used with (CH, 51. First, the groups exert a similar effect on NH acids (and the activating sequence is the same: RSO2 > RC=O > Ph). What it is the inmate address at newton Iowa work release correction? =P. Esters are neither acidic or … And please let me know how you rank these. NH2- > OH- > NH3 in terms of basicity. 1 0. A carboxylic acid has an OH group attached to the carbonyl carbon, which is acidic - a primary amide has a NH2 group which is basic. more acidic can give up H to have lone pair. lol, u cant learn if u have others answer ur questions for you! Answer Save. OH OH OH OH CO2H CO2H Or A) B) C)or D) Or Or NH2 NO2. However, differences in spectator groups do not matter. Which one is more acidic? These effects are enhanced when 1) the substituent is located closer to the acidic group, and 2) there are multiple substituents. If you compare pKa values of common OH acids, you will see that ROH2+ acids (which includes H3O+ and R2OH+) are considerably stronger than neutral acids, such as RCO2H, PhOH, and ROH. In acidic solution, -COOH group of amino acids remain undissociated, and … It's what's attached to the carbonyl carbon that can be acidic or basic. Click to expand... Or, if you want to look at trends along the periodic table (in order of electronegativity) CH3- > NH2- > OH-. So SH is more acidic than OH, and this idea can be extended to almost any such case in comparing acidities of -O or -S molecules. Electron -withdrawing groups increase the acidic strength and electron-donating groups decrease the acidic strength. Relevance. Course Hero is not sponsored or endorsed by any college or university. Once again, amine hydrochloride salts, are slightly acidic. This preview shows page 2 - 4 out of 5 pages. Course Hero is not sponsored or endorsed by any college or university. 1 0. bryan. Which of the following compounds is most acidic? Consequently, it is possible to replace CH3 with other spectator groups (for example, H and other R) without affecting reactivity much. Acidic protons are usually bound to O or N. Therefore, the first step is to look for all OH and NH bonds. The 'CH3' group to which you were asking about is basic if it's off of the amine nitrogen and neutral if off of the ester oxygen. Which of the following compounds is more acidic? Carbonyl oxygens are neither acidic or basic. Given these principles, we expect the acidity of these carboxylic acids to follow this trend. Ranking proceeds more quickly if you rank the OH and NH acids separately, and then compare the top candidates in each category. H-F. H-CH3. 55. Scan a molecule for known acidic functional groups. If you compare pKa values of common OH acids, you will see that ROH2+ acids (which includes H3O+ and R2OH+) are considerably stronger than neutral acids, such as RCO2H, PhOH, and ROH. 43. A methodical approach works best. If you do not recall pKa values for all of the acidic groups, a few general principles can guide you. Ex-. Methylamphetamine is an example of a secondary amine (an N-methyl amine, R-NHCH3). Which of the indicated protons is most acidic? There are no strong acids or weak bases in this equation. First, the groups exert a similar effect on NH acids (and the activating sequence is the same: RSO2 > RC=O > Ph). How can you become a state representative? 44. So what you need to have the conjugate acid that is named NH3 ,you'd need a substance that has one H+ less than it: NH2- . If CuBr adding H+ forms HBr and that is a weak acid; therefore, CuBr is highly soluble in acid than in water. It's what's attached to the carbonyl carbon that can be acidic or basic. Cocaine - Is the CH3 group alkaline? 4 years ago. NH2 and OH on same molecule, OH- is more acidic based on periodic trend of electronegativity. Electronegative substituents usually enhance the acidity of a functional group through a combination of field and inductive effects. The difference in pKa between H3O+ and H2O is 18 units, while the difference in pKa between NH4+ and NH3 is a gigantic 26 units. Which of the following compounds is more acidic? Chapter 4 - Acids and Bases - Winter 2020.pptx, University of California, Irvine • CHEM 51B, University of California, Irvine • CHEM 1LC, National University of Singapore • CHEM 1121, University of California, Irvine • CHEM 51LB, University of California, Irvine • CHEM 51C. This problem has been solved! 4 Answers. Expert Answer . Given these principles, we expect the acidity of these carboxylic acids to follow this trend. The other name for phenol, carbolic acid, exemplifies this property... 2) Amphetamine - is an example of an amine (a primary amine, contains an R-NH2 group). Negatively charged acids are rarely acidic. Better able to accommodate the negative charge over their large, Ex. The pKa values of common OH and NH acids span wide ranges and their ranges overlap. H-OH. Which One Is More Acidic? Due to differences in bond dissociation energies, Also due to bigger atomic size. The only neutral acids that are stronger than ROH2+ are H2SO4 and certain other RSO3H. The following compounds have similar pKa values because the activating groups are not bonded directly to OH: CH3C(=O)CH2OH, PhCH2OH, and CH3CH2OH. Neutral amines are basic. 45. For a limited time, find answers and explanations to over 1.2 million textbook exercises for FREE! Yea, in that case, NH2- is a stronger base than OH-. Carbonyl oxygens are neither acidic or basic. Simply put, you must scan the molecule for acidic functional groups, and then rank the reactivity of these groups. Ranking proceeds more quickly if you rank the OH and NH acids separately, and then compare the top candidates in each category. #3 Importance - all things being equal, an OH acid is more acidic than an NH acid. Two additional points should be made concerning activating groups. However, differences in spectator groups do not matter. H2O is a weak acid, so OH is a strong conjugate base. F Cl Br I Due to differences in bond dissociation energies (H-F bond is stronger than H-I) Also due to bigger atomic size. For otherwise similar molecules, acidity increases (pKa decreases) when electronegative atoms, Shorter distance between the electronegative item makes the acidity increase (pKa decrease), CH3COOH’s conjugate base has a resonance hybrid and so it stabilizes the electronegativity, between the two oxygens. Show transcribed image text. #4 Importance - within a functional group category, use substituent effects to compare acids. Interconverting hydronium and hydroxide concentration at 25°C. These effects are enhanced when 1) the substituent is located closer to the acidic group, and 2) there are multiple substituents. 57. #3 Importance - all things being equal, an OH acid is more acidic than an NH acid. Electronegative substituents usually enhance the acidity of a functional group through a combination of field and inductive effects. It's an example of an aromatic alcohol (similar to phenol), which is slightly acidic in nature. Where can you find the new version song of dota? In any case, cocaine is also basic when in neutral form (as it's 'freebase'). The following compounds have similar pK a values because the activating groups are not bonded directly to OH: CH 3 C(=O)CH 2 OH, PhCH 2 OH, and CH 3 CH 2 OH.