C343F2009Quiz2KEYS_000

C343F2009Quiz2KEYS_000 - C343/F2009 version 1 October 8,...

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Unformatted text preview: C343/F2009 version 1 October 8, 2009 Quiz 2 (30 points) Name: Al: 1. Consider the following table: Solvent - ._ ' Density (g/mL)___ Safety.'ir§i§:rhm_e_nt5' - .. . diéthwemeF ................... 0‘7 .. I . 35 ................. .. ......hjghlv flammégjé methylene I I. '13 I u u .41 u u u u u u u u " tOXiC peneleum Ether ...... .0] ......50 .... ..........%|amm.é£).l.e._. Chlor.0%6..r.n.1 .. 1‘5 .. .... .. . . 61 ._ .... .. toga... methanol I f 0.8 65 - flammable water .. .. . . 1.6. . H .. 100 .. .. ... ....Mamrinking enough tomene ...b..9 ._ : flammégjé (1 point} Which solvent will always the bottom layer during the extraction? E ii i "U (2 points) Which ofthe above solvents cannot be used for aqueous extractions and why? a: -- i.i-—--~- . - ' Science '- -. -- ’- .r: 2. For each of the following reactions, indicate if the reactant is protonoted, neutral or deprotonated when it is reacted with the following reagents (HCl, NaHCO3, or NaOH). [4 points) 0 0H 02“ on CI NH: phenol 4—chlorobenzoic acid p—nilroaniline naphthalene A. Phenol is reacted with sodium bicarbonate. Phenol is: “19.11.; T! .1 B. p-Nitroaniline is reacted with hydrochloric acid. Aniline is: C. p-Nitroaniline is reacted with sodium hydroxide. Aniline is: D. 4—Chlorobenzoic acid is reacted with sodium bicarbonate. 4—Chlorobenzoic acid is: ('Ti..-';"_"..-* '- E. 4—Chlorobenzoic acid is reacted with sodium hydroxide. 4—Chiorobenzoic acid is: F. 2-Pentanone is reacted with sodium hydroxide. 2—Pentanone is: G. Naphthalene is reacted with sodium bicarbonate. Naphthalene is: H. Naphthalene is reacted with hydrochloric acid. Naphthalene is: 3. (4 points) In 1—2 wellwcrafted sentences, expiain how extraction works to separate an acid from a neutral compound. .i'.- " l C343/F2009 version I October 8, 2009 4. Among the following compounds, list the intermolecular forces present using the following acrOnyms: hydrogen bonding (HE), dipole-dipole (DD), or London forces {LP} in the space provided. Then determine which will be the first [F] and last (L) to elute from an alumina chromatography column (CC) and during TLC. (5 points) 0 0 biphenyl bcnzophcnunc hunzltydml Intermolecular forces present? DI) I if"? ‘ -- 3;," :3 Elution using CC? Elution using TLC? .. 5. List two uses for TLC. (4 points) s Jr; .5. .J L I ! J i I C, J ' ‘-'. - l} .. 'c; 12" ' —r' ' ’ ‘ t l_. 6. What is the difference between simpie versus froctionoi distillation. When would you use one over the other? Explain the role of the stir bar or boiling chips added to a liquid that is to be heated to boiling/reflux. (5 points) H 4: {is P __I. ‘ _ _ . ,.J -' u I __ . I f I - I. : J ' if.“ “gurl :0. J i. ,.-' u ._.'d_-::II‘_ . I‘ y l H I, ..-. "I L] . Z- lL \Bl I r - .r' II . --_l ' , .. | :37 - " ' l ' r .K r- -. . . _ . vs" 4‘" - . -'- -; - [g l D‘r""--'."’I "'l “I l l 'I I I I . w If}??? " "I Ill bun/£1“ QT.“ ‘.-'.- r" (I ' I "' I In |- I‘ J r in: Ii“ 5 \ (J i i. C) ‘I ll - I. 2' .l' f 7. The melting poinf‘ of a pure compound is known to be nil-111°C. Describe the melting behavior expected if this compound is contaminated with 5% of an impurity. (2 points) ill 'lll llg t; ,r' \ on ' ‘ 4 r ‘ lm ”‘ i 'l- h' It A _ in 1;}, a i. .735; “ i: 8. Answer the following questions for the following questions based on the adjacent diagram. (3 points) a. Normal boiling point for compound A: if.“ .'.i l" "f 5 U a”; b. Boiling point of B at 300 mmHg: (xx 85-— $9.59.“ c. Which will evaporat@t room temperature? A '. --'. .;r\ - '.|| - -. lv-':..J Temperature u' (3343/9009 version 3 October 8, 2009 Quiz 2 (30 points) Name: Al: 1. Consider the following table: _ Solyent ._ __ Density (g/mL] _ :_ _ ' : Safety—_._comments "' diethyl gage " " " "' ' ' 0.7 " " " " " " " ' " 35 highly-llammabie mathwene chloride 1.3 .................... 41 .. ... tom . patroleum Ether 60 flammablé... Chlorofmm ................................ 1.5%.“ .. 61 ........ tom mammal .. .........UI8... 65.. .... flammabfe water I u u u v I v N N fl N N N N I - I I u u I enough {2 points) Which of the above solvents cannot be used for aqueous extractions and why? (1 point} Which solvent will always the bottom layer during the extraction? l (ha-r1.“- r 2. For each of the following reactions, indicate if the reactant is protonated, neutral or deprotonoted when it is reacted with the following reagents [HCL NaHCO3, or NaOH). {4 points) 0 on l\ 02“ :: OH Ci NH2 phenol 4-chlorobenzoic acid P-nllfofinillne naphthalene 4—Chlorobenzoic acid is reacted with sodium bicarbonate. 4-Chlorobenzoic acid is: 4-Chlorobenzoic acid is reacted with sodium hydroxide. 4-Chlorobenzoic acid is: 2—Pentanone is reacted with sodium hydroxide. 2-Pentanone is: .0099? Naphthalene is reacted with sodium bicarbonate. Naphthalene is: E. Naphthalene is reacted with hydrochloric acid. Naphthalene is: F. Phenol is reacted with sodium bicarbonate. Phenol is: G. p-Nitroaniline is reacted with hydrochloric acid. Aniline is: H. p-Nitroaniline is reacted with sodium hydroxide. Aniline is: 3. {4 points) In 1-2 well-crafted sentences, explain how extraction works to separate an acid from a neutral comp0und. C343/F2009 version 3 October 8, 2009 4. Among the following compounds, list the intermolecular forces present using the following acronyms: hydrogen bonding (HB), dipole—dipole (DD), or London forces (LF) in the Space provided. Then determine which will be the first (F) and last {L) to elute from an alumina chromatography column (CC) and during TLC. (5 points) Compound OH 0 O O O O benzhydrol benzophenonc lntermolecularforces present? ’D'Dt LIC I l E F: Elution using CC? J L, E‘ Elution using TLC? L_ f: 5. List two uses for TLC. (4 points) 6. What is the difference between simple versus fractional distillation. When would you use one over the other? Explain the role of the stir bar or boiling chips added to a liquid that is to be heated to boiling/reflux. (5 points) 7. The melting point of a pure compound is known to be 110—111°C. Describe the melting behavior expected if this compound is contaminated with 5% of an impurity. (2 points) 8. Answer the following questions for the following questions based on the adjacent diagram. (3 points) 5' .93? a. Normal boiling point for compound 3: CUM l l 5 C b. Boiling point ofA at 300 mmHg: Ca Lil-S "r" c. Which will evaporat®at room temperature? E) Tannin-rotors: . 1.; ...
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C343F2009Quiz2KEYS_000 - C343/F2009 version 1 October 8,...

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