Sodium acetate has been used as a weak nucleophile in the anionic polymerization of β-propiolactone (β-PL). Certain ionic compounds with anions other than hydroxide are weak Arrhenius bases. A weak base like iodide ion interacts weakly with the protons of the solvent, so these interactions are more readily disrupted. CCH. Bases. NHCH3-Good Nucleophile Strong Base. Sodium acetate, NaC 2 H 3 O 2, is an example.When it dissolves, it forms sodium ions, Na +, and acetate ions, C 2 H 3 O 2 −.The latter react with water in a reversible fashion to form acetic acid molecules, HC 2 H 3 O 2, and hydroxide ions, OH −. 2. A non-polarizable nucleophile, e.g., F- is small and hard (“golf ball-like”). 20 terms. ... Poor Nucleophile Weak Base. The 2° halides A, F & H are all different. YOU MIGHT ALSO LIKE... Orgo I - Exam III. CHEM 2221 Chapter 8. Since acetate is not a strong base, if an an E2 elimination takes place it will be slow. 34.2.1 β-Propiolactone. Why is Methanol a poor nucleophile? bohan_d_kim. MeO-Good Nucleophile Strong Base. 7 Its reactivity at room temperature was especially low, and transfer reactions were usually reported. Strong Bases – • Usually anions with a full negative charge (easily recognizable by the presence of sodium, lithium or potassium counterions) • Participate in E2-type eliminations • May overlap with strong nucleophile list (causing mixtures of both substitutions and eliminations to be produced) Post your questions about chemistry, whether they're school related or just out of general interest. dristen_trate. Its outer valence electrons are close to the nucleus (in the 2nd period) and tightly held. 3. Robert Jerome, Philippe Teyssié, in Comprehensive Polymer Science and Supplements, 1989. Ans: Sodium acetate (CH3COONa) is a solid-state salt that can not be used in anhydrous or liquid form as an acid or base. EtO-Good Nucleophile Strong Base. Ethanol is a polar solvent, but not normally sufficient to permit S N 1 or E1 reactions. The 3° halides G & J will not undergo a S N 2 reaction with a nucleophile as weak as acetate. Now, with NaOH being a strong base and CH3COOH being a weak acid, the resulting solution is fundamental in nature. For the nucleophile to attack in an \(S_N2\) reaction, the nucleophile-solvent hydrogen bonds must be disrupted - in other words, the nucleophilic electrons must 'escape through the bars' of the solvent cage. 20 terms. F- forms strong bonds but its electron cloud is not easily distorted during bond formation and breaking so its … 17 terms. One of my HW problems says there is no reaction between a primary Bromoalkane and Methanol. Sodium acetate is therefore essential in an aqueous medium. Is sodium acetate a strong base? CN-Good Nucleophile Strong Base. Good Nucleophile Strong Base. According to a table in my textbook, primary haloalkanes do not react when treated with a poor nucleophile (such as H20).