Study

IB HL Organic Practice

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  • What do you see in a mass spec if there is an alcohol
    M-18 and also alpha cleavage
  • What type of reaction is this?
    addition/hydration
  • What is the molecular formula of this natural product?
    C13H10
  • What is the product of oxidation of propan-2-ol
    propene
    propanal
    propan-2-one
    propanoic acid
  • Consider the acidity constants below to answer the following question. Which acid will be almost completely deprotonated by NaOH?
    phenol
  • What is the electrophile in this reaction
    C
    B
    doesn't apply
    A
  • Name the 2 products
    iodoethane and butan-2-ol
  • Are these: conformational isomers, stereoisomers, constitutional isomers OR identical
    identical
  • How many peaks would appear in the 13CNMR for the following compound? Atoms other than carbon and hydrogen are labeled.
    6
    8
    9
    7
  • What is a major peak of an alcohol in IR?
    broad peak at around 3400
  • WhWhich of the peak in the IR spectrum shown is due to the C—O stretch in an alcohol?
    3
  • This is the amino acid valine. Is it chiral? Explain
    yes, the carbon where NH2 is.
  • What's the best reagent?
    1) NaBH4, ethanol 2) acid treatment
    1) LiAlH4, ether 2) acid treatment
    CrO3, acetone, H2O
    1) CH3MgBr, ether 2) acid treatment
  • What is the major functional group shown here?
    Primary amine
  • What would be the product of ethenylcyclohexane (shown here) and HBr (name or draw)
    (1-bromoethyl)cyclohexane
  • Which signal in the following proton NMR is due to an alcohol proton?
    1
    4
    2
    3
  • Which represents the nucleophile in this reaction?
    A
  • Where does a carbonyl peak show in IR?
    around 1700 cm-1
  • The electrophile in aromatic nitration.
    F-TEDA-BF4
    benzyne
    +NO2
    +NO
  • Are these: conformational isomers, stereoisomers, constitutional isomers OR identical
    stereoisomers
  • Name the product
    cyclopentene
  • This is an example of:
    E2 process
    SN2 process
    SN1 process
    E1 process
  • compound with specific rotation, [α]D = +35.4° reacts to form a single product. The product of the reaction has no optical activity. This could mean the product: a. is a racemate. b. does not have chiral centers. c. is a meso compound
    all are possible
  • Which of these compounds would you expect to be water soluble?
    propanoic acid and naproxen
  • What is the major product when 1-methylcyclohex-1-ene is reacted with hydrogen iodide
    1-iodo-1-methylcyclohexane
  • What is the product of oxidation of 2-methylpropan-2-ol
    no reaction it's a tertiary alcohol
  • Which reaction would be faster and WHY
    −SH is a better nucleophile than −OH because nucleophilicity usually increases in going down a column of the periodic table and sulfur is below oxygen in group
  • The hybridization of the nitrogen atom
    sp3
  • Which of the following is NOT a pair of isomers?
    butan-2-one and butan-1-ol
    urea and ammonium cyanate
    ethyl benzene and 1,2-dimethylbenzene
    pentan-2-one and pentanal
  • The stereochemical configuration of the C4-C5 alkene is
    Z
  • The stereochemical configuration at C3 (one answer to be given only)
    R
  • Name the product
    5-bromopentan-2-ol
  • Name this
    2-propoxybutane