HC≡ CH + NaNH2 → H2C=CH-Na + NH3 (alkyne deprotonation with NaNH2)HC≡C-CH3 + NaNH2 → H2C=CH-CH3 + NH3 (alkyne deprotonation with NaNH2)HC≡ CH +H2O → CH2=CHOH (alkyne hydration)HC≡C-CH3 + H2O → CH2=C(CH3)OH (alkyne hydration)HC≡ CH + H2 → CH2=CH2 (alkyne hydrogenation)HC≡C-CH3 + 2H2 → CH3-CH=CH-CH3 (alkyne hydrogenation)HC≡ CH + 2Br2 → Br-C≡C-Br (alkyne halogenation)HC≡C-CH3 + Br2 → CH3-C≡C-Br (alkyne halogenation)HC≡ CH + HCl → CH2=CH-Cl (alkyne halogenation)HC≡C-CH3 +2HCl → CH3-C≡C-Cl (alkyne halogenation)HC≡C-CH3 + H2SO4 → CH3-C≡C-SO3H (alkyne sulfonation)HC≡ CH + O2 → C≡O (alkyne oxidation)HC≡C-CH3 + Ag2O → CH3-C≡C-Ag + H2O (alkyne synthesis)