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