Exam 2

• Which of the following would have the highest solubility in water?

  1. CH3CH2CH2CH2COH
  2. HOCH2CH2CH2CH2OH
  3. CH3CH2CH2OCH3
  4. CH3CH2OCH2CH3

  2 because it contains 2 alcohols
• The IUPAC name of CH3-O-CH2-CH2-CH3 is?

  Methyl propyl ether
• Which of the following is an example for disulfide?

  1. CH3CH2-SH
  2. CH3CH2-S-CH2CH3
  3. HSCH2CH2CH2CH2SH
  4. CH3CH2-S-S-CH2-CH3

  4 because there are 2 sulfur molecules
• Oxidation of CH3-CH2-CH(CH3)-CH2-CHO by mild/strong oxidizing agent will produce?

  CH3-CH2-CH2-CH(CH3)-CH2-COOH
• Hydrogenation / reduction of 2-methylbutanal using H2/Pt or hydride gives?

  2-methylbutanol
• At what condition acetals/ketals are unstable (give reactants back)?

  Aqueous HCl (pH=1)
• This of the following will NOT undergo an oxidation reaction with aq. KMNO4?

  2-Methyl-2-butanol
• Which of the following is a tertiary alcohol?

  1-Methylcyclopentanol
• Molar mass of all five compounds given below are ~ 73 g/mol. Which of the following compound will have a largest boiling point?

  CH3CH2CH2CH2-OH because it is an alcohol
• Which of the following pair can’t make H-Bond between themselves?

  Aldehydes & Aldehydes
• The IUPAC name of CH3CH(CH3)CH2CH2CHO is?

  4-methylpentanal
• Which is TRUE for carbonyl groups?

  1. Carbonyl carbon will carry a partial positive charge
  2. Carbonyl oxygen will carry a partial negative charge
  3. Shape / geometry around the carbonyl carbon is planar triangular
  4. Bond angle around the carbonyl carbon is 120°
  5. All the statements above are true

  5
• Which alcohol will NOT undergo an elimination reaction to form alkenes?

  Methanol
• What would be the functional group you will end up with if you do an oxidation of 2-propanol with aq. KMnO4?

  Ketone
• Dehydration of 2 molecules of 1-pentanol at 140° C in presence of H2SO4 yields?

  Ether
• Thiols are added to natural gas because they possess what property?

  strong and disagreeable odors
• Which of the following functional group pairs do NOT form structural isomers?

  Ketones & Alcohols
• Which of the following compound decreases the pH (takes to less than 7) when you mix it in water?

  Phenol
• This is the intermolecular force that exists between ketone & ketone pair?

  Dipole-dipole interaction
• T/F: Are carbohydrate's hemiacetals / hemiketals are stable?

  True
• T/F: Phenol and is derivatives are disinfectants and antioxidants?

  True
• T/F: Ethers and aldehydes relatively a lower solubility in water, and lower boiling point than alcohols?

  True
• Which of the following best represents hydrogen bond between ethanol molecules?

  B

  
• Which of the following is the main product for the dehydration of 2-pentanol presence of H2SO4 and at 180 degrees C?

  b

  
• This of the following is another reactant makes a hemiketal / ketal with 2-propanone (CH3-CO-CH3)?

  e

  
• Choose the correct IUPAC name for the structure given below?

  2-ethyl-1-pentanol

  
• The IUPAC name of the structure given here is:

  6-methyl-4-octanone

  
• Which of the following pair are the products if you do a hydrolysis on the following compound?

  Propanal & Ethanol

  
• This of the following will NOT react with Tollen's / Benedict's reagent (an oxidizing reagent):

  C

  
• Which of the following is a hemiacetal?

  A

  
• Choose the correct structure of para-bromobenzaldehyde:

  D

  
• IUPAC name for the structure given here is:

  2,3-diethylphenol

  
• Which of the following is a primary alcohol?

  1-Pentanol
• Which of the following pair are the products of you do a hydrolysis on the acetal CH3CH2CH(OCH2CH3)2?

  Propanal & Ethanol
• This of the following will not react with Tollen’s / Benedict’s reagent (oxidizing reagents):

  3-methyl-2-pentanone
• Which of the following is an acetal?

  B

  
• Choose the correct structure of meta-bromobenzaldehyde:

  C