8 - 9/19/2011 Propose a synthesis of the following compound...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 9/19/2011 Propose a synthesis of the following compound from compounds containing 4 carbon atoms or less. H OH AC C Br BC C Pd/C H C C H2 OH C C D C OH H Br C H Br AC C Br C EC C H Li H PCC C F O C 1. C O 2. H2O C Li Br C C OH BC H C Li C C OH OH H2 Pd/C C C C C EC C H D OH Li H PCC H 1. C C C D C OH C C EC H H C C Li Br O O 2. H2O F C Br Br C C OH Li Which is the best reactant? Why? Propose a synthesis of the following compound from compounds containing 4 carbon atoms or less. H AC C Br BC C H C C OH OH H2 Pd/C C C D C OH H Br C H Br AC C Br C EC C H Li H PCC C F O C 1. C O 2. H2O C Li Br C C OH A. alkyl bromide C H C Li Which functional group must be present in the reactant of the last step? ? BC C OH OH H2 Pd/C C PCC C H Br BC C C H C OH OH H2 Pd/C B. alkene PCC C C. alcohol C D C EC C OH Li H C O 2. H2O C Li Br Br C C OH Li D. organo lithium H Br C Br C C Br H 1. C C ? H C C Br Which functional group must be present in the reactant of the next step? A. alkyl bromide AC C F O Li H O F A B Which is the best reactant? C 1. C O 2. H2O Br Li C C OH C C H C Li C OH OH H2 Pd/C PCC C B. alkene C. alcohol D. organo lithium C C C C H C Li H C O OH C H Br 1. C O 2. H2O Br Li C C Br C C OH Li Which of the reactants is best ? A B 1 9/19/2011 H AC C H AC OH C Br BC C Pd/C H C C H2 OH C C C E C H D C C OH Li H PCC C F O C H Br Br 1. C O 2. H2O C C Li Br Br C C OH BC C H C C OH OH H2 Pd/C C C C C H What is wrong with this synthesis? D C EC OH Li H PCC C O H Br 1. C O 2. H2O F C C OH C Li Br D C Br C C OH Li Li Which functional group must be present in the reactant of the last step? A. alkyl bromide H AC OH C Br BC C C Pd/C H C H2 OH C B. alkene H H Br BC C C H C OH H2 Pd/C PCC H AC C C OH Li H PCC OH D. organo lithium EC C C A. alkyl bromide AC C Which functional group must be present in the reactant of the D last step? C C C. alcohol C F O B. alkene Which is the best D scheme? C C O F O 2. H2O Li C C Br C C OH BC C H C C OH H2 Pd/C C C C C H How can it be corrected? EC Li H PCC C O H Br 1. C O 2. H2O F C C OH C Li Br D C Br C C OH Li Li H C OH H Br C Br AC C Br Li H C 1. C Br Br Br D. organo lithium EC C H C. alcohol C H OH C 1. C O 2. H2O Br Li C C C OH Li BC C C H C OH OH H2 Pd/C PCC C C C C H How can it be corrected? EC Li H C O F C H Br 1. C O 2. H2O Br Li C C Br C C OH Li 2 9/19/2011 H OH AC C Br BC H2 C Pd/C H C C C C C C H H PCC OH C How can it be corrected? D C H Which of the following has the strongest non-covalent forces? Br C Br H H EC F O OH Li C 1. C O 2. H2O C OH H H O C H N C H H H H Li Br C Li What are non-covalent forces? Non-covalent forces do not exist between molecules in the gas. OH Non-covalent forces are present in the liquid. H OH AC C Br BC H2 C Pd/C H C C C C H How can it be corrected? D E C C OH Li H H Br 1. C O 2. H2O C Br Choose the correct order with respect to increasing boiling H points of the following compounds. H C C OH H O H O H H N H H N H H H H H C H C OH PCC C O F C Br C A. Li H H H B. C. D. C Li C H E. F. electronegativities: H 2.1 How are the molecules different in a gas compared to a liquid? Choose the correct order with respect to increasing boiling H points of the following compounds. H H O O H H bp = 100˚ gas liquid C N O 2.5 3.0 3.5 hydrogen bonding (very strong) H H N H H H H N H bp = -33˚ hydrogen bonding (weaker) H C H H C H H H bp = -161˚ van der Waals (very weak) Non-covalent forces do not exist between molecules in the gas. Non-covalent forces are present in the liquid. 3 9/19/2011 Non-covalent interactions. Are they strong? Non-covalent interactions in biology. CH2OH intramolecular interactions (covalent bonds) O molecular chemistry HO HO H + CHOH light C CHOH O H CHOH O2 CHOH 460 kJ/mole CHO 21 kJ/mole intermolecular interactions (noncovalent bonds) + glucose non-covalent chemistry HO (supramolecular chemistry) H OH H Non-covalent interactions. Are they Important? What are these non-covalent interactions? ion-ion: CH2OH O molecular chemistry (chemistry of the covalent bond) HO + light CHOH CHOH O H C CHOH Na + O2 Cl ion-dipole H H H O O H H O O H H CHOH H CHO Na glucose supramolecular chemistry (chemistry of the noncovalent bond) HO dipole-dipole H H3C H O snow flake What are these non-covalent interactions? ion-ion: CH2OH O HO H CH3 H Non-covalent interactions. Are they Important? molecular chemistry (chemistry of the covalent bond) O + light CHOH C CHOH O CHOH dipole-dipole Na + CHOH O2 H H H O H O O O H H H3C H2C O O van der Waals H O H H tertiary structure dipole-induced dipole Na hydrogen bonding primary structure O H H lysozyme O H2C ion-dipole CHO glucose H2C Cl C HH H H C HH CH3 H 4 9/19/2011 Which intramolecular interactions occur between molecules of dimethyl ether? Choose the correct order with respect to increasing boiling points of the following compounds. 1. van der Walls 2. dipole-dipole 3. hydrogen bonding van van der Waals 4. ion-ion bp = -42˚ A. 1 B. 2 C. 3 D. 4 E. 1 + 2 F. 1 + 2 +3 hydrogen hydrogen bonding bp = -23˚ dipole-dipole dipole-dipole bp = +80˚ A. A. B. C. D. E. B. C. D. Choose the correct order with respect to increasing boiling points of the following compounds. A. A. E. F. Is Is there a model for the behavior of molecules in water? F. Choose the correct order of increasing solubility in water for the above compounds. A. A. B. C. D. E. F. Choose Choose the correct order with respect to increasing boiling points of the following compounds. van der Waals hydrogen hydrogen bonding dipole-dipole dipole-dipole van der Waals van der Waals A. A. B. C. D. E. F. 30 5 ...
View Full Document

Ask a homework question - tutors are online