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Common pKa Values in Organic Chemistry

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  • What is the typical pKa range of carboxylic acids?

    Carboxylic acids usually have pKa values around \(4-5\).

  • What is the pKa of water?

    Water has a pKa of approximately \(15.7\).

  • What is the pKa range of alcohols?

    Alcohols typically have pKa values around \(16-18\).

  • What is the pKa of phenol?

    Phenol has a pKa of about \(10\).

  • What is the pKa of ammonia (NH3)?

    Ammonia has a pKa around \(38\) when considering its conjugate acid.

  • What is the pKa of an alkyne C-H bond?

    Terminal alkynes have pKa values near \(25\).

  • What is the pKa of an alkane C-H bond?

    Alkanes have very high pKa values, typically around \(50\), indicating very weak acidity.

  • What is the pKa of an amine (R-NH2)?

    Amines generally have pKa values around \(35\) for their conjugate acids.

  • What is the pKa of a protonated carbonyl (like in an oxonium ion)?

    Protonated carbonyls have pKa values around \(-7\), indicating strong acidity.

  • What is the pKa of hydrogen halides like HCl?

    Hydrogen halides such as HCl have very low pKa values, around \(-7\), showing strong acidity.

  • What is the pKa of a protonated amine (ammonium ion)?

    Protonated amines (ammonium ions) have pKa values near \(9-11\).

  • What is the pKa of a thiol (R-SH)?

    Thiols have pKa values around \(10-11\).

  • What is the pKa of an enol?

    Enols typically have pKa values around \(10-12\).

  • What is the pKa of a protonated alcohol (oxonium ion)?

    Protonated alcohols have pKa values around \(-2 to -3\).

  • What is the pKa of a protonated carboxylic acid?

    Protonated carboxylic acids have pKa values near \(-6\).

  • What is the pKa of a protonated amide?

    Protonated amides have pKa values around \(-0.5\).

  • What is the pKa of a protonated imine?

    Protonated imines have pKa values near \(5-7\).

  • What is the pKa of a protonated nitrile?

    Protonated nitriles have pKa values around \(-2\).

  • What is the pKa of a protonated ether?

    Protonated ethers have pKa values near \(-2 to -3\).

  • What is the pKa of a protonated alkene?

    Protonated alkenes have very low pKa values, typically less than \(-5\).