Set 2 with Exams

Set 2 with Exams - Chem 210 Training Set II Organic...

Info iconThis preview shows pages 1–6. Sign up to view the full content.

View Full Document Right Arrow Icon
Chem 210 Training Set II Page 1 of 17 Organic Chemistry: Chem 210 Training Set II The questions are arranged approximately in the order of the coverage of material in the lecture. This set covers the material of the second exam. 1 . The following molecule is fluorometholone, a steroidal anti-inflammatory agent. How many stereogenic centers does it contain? CH 3 H 3 C H H F CH 3 O H 3 C O fluorometholone HO OH a) 5 b) 6 c) 7 d) 8 e) 9 f) 10 g) 11 2 . How many chiral carbons are there in Reserpine (an antipsychotic drug)? a) 9 b) 8 c) 7 d) 6 3 . Three of the following Fischer projections are of the same stereoisomer. Which structure is different?
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Chem 210 Training Set II Page 2 of 17 4-7 . Designate the absolute configuration ( R/S ) for each of the compounds below: 4 . a) R b) S O NHCH 3 F 3 C (prozac) H 5 . a) R b) S C HC CH 2 CH 3 Br O 6 . a) R b) S H CO 2 H NH 2 CH 3 H 3 C (Fischer projection) 7 . a) 2 R , 4 S b) 2 S , 4 R c) 2 S , 4 S d) 2 R , 4 R O CH 3 H 3 C CH 3 H H 2 4 8 . Assign stereochemistry to the following compound: a) 2 S , 3 S b) 2 S , 3 R c) 2 R , 3 S d) 2R, 3 R
Background image of page 2
Chem 210 Training Set II Page 3 of 17 9 . What is the absolute configuration of the following molecules? (NS = the molecule has no stereogenic center) Note: For the purpose of this question only, the order of stereocenters is not specified; i.e. R , S = S , R . I II III IV a) R R, S R NS b) R R, R S R, R c) R S, S R S, S d) R R, S R R, S e) R R, S NS NS f) S R, S S R, S g) S R, R S R, R h) S S, S R S, S i) S R, S R R, S j) S R, S NS NS 10 . Which of the structures below are chiral? O O H H CH 3 3 O O H CHO HO HO H HO H Fischer projections CH 2 OH H CH 2 HO H H CH 2 O H 3 C 3 A BC D E 2 H Cl CH 2 Cl H a) A, B, C b) B, C, E c) B, C d) A, B e) C, D f) A, C, D g) B, E 11 . At least one of the compounds in question 10 is a meso compound. Choose one which meets this definition. a) A b) B c) C d) D e) E Cl Br F Cl F IV O O CH NN H H 2 C III O II O Cl I
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Chem 210 Training Set II Page 4 of 17 12 . Which of the following molecules is (are) chiral? a) I f ) III and VI b) II g) II , IV , and VI c) III h) I , III , and VI d) I and II i) I , III , V , and VI e) III and V j) I , II , III , and VI 13-15 . What is the relationship between the molecules in the following pairs? (E = enantiomers, D = diastereomers, I = identical) 13 . a) E b) D c) I H CHO OH H H HO H CH 2 H CHO H H H CH 2 and (Fischer projections) 14 . a) E b) D c) I Cl CHO H Cl H CO 2 H (Fischer projection) and 2 H H Cl CHO HC l 15 . a) E b) D c) I H CHO Cl Br H and (Fischer projections) C H Cl H CH(CH 3 ) 2 H H H OO H 3 CH O O H H 3 C II I III IV V VI
Background image of page 4
Chem 210 Training Set II Page 5 of 17 16 . What is the relationship between the molecules in the following pairs? (E = enantiomers, D = diastereomers, I = identical) A B A B a) E E f) D D b) E D g) I E c) D E h) D I d) I D i) E I e) I I 17 . How are the following compounds related? a) diastereomers b) enantiomers c) meso compounds d) identical 18 . The following compounds differ by a) their chemical and physical properties.
Background image of page 5

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 6
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 69

Set 2 with Exams - Chem 210 Training Set II Organic...

This preview shows document pages 1 - 6. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online