Primary alcohol can easily be prepared from primary alkyl halide via SN 2 reaction with aqueous NaOH. However, similar method does not work for the preparation of tertiary alcohol (tertiary butanol) from tertiary butyl bromide except?

Question

Primary alcohol can easily be prepared from primary alkyl halide via SN 2 reaction with aqueous NaOH. However, similar method does not work for the preparation of tertiary alcohol (tertiary butanol) from tertiary butyl bromide except? (A) (CH3)3CBr+CH3COOAg(aq) xrightarrowH3O+ (B) (CH3)3CBr+KOH xrightarrow C2H5OH xrightarrow[ textHeat] H2SO4 (C) (CH3)3 CBr xrightarrow[(C2H5)2O] Mg xrightarrow[(ii)H3O+](i)O2 (D) (CH3)3CBr xrightarrow textKOH/Ethanol xrightarrow[(ii) H2O2/NaOH] (i) B2H6

Tardigrade Admin · Accepted Answer

3° alkylhalide undergoes elimination with base (CH3)3CBr+CH3COOAg (aq) → <img class="img-fluid question-image" alt="image" src="https://cdn.tardigrade.in/img/question/chemistry/36d63fd4e8e2cfdc9d3a8ae6cb94f35e-.png" />

Q. Primary alcohol can easily be prepared from primary alkyl halide via $S_{N} 2$ reaction with aqueous $N a O H$ . However, similar method does not work for the preparation of tertiary alcohol (tertiary butanol) from tertiary butyl bromide except?

$(C H_{3})_{3} CB r + C H_{3} COO A g (a q) H_{3} O^{+}$

$(C H_{3})_{3} CB r + K O H C_{2} H_{5} O H H_{2} S O_{4} Heat$

$(C H_{3})_{3} CB r M g (C_{2} H_{5})_{2} O (i) O_{2} (ii) H_{3} O^{+}$

$(C H_{3})_{3} CB r KOH/Ethanol (i) B_{2} H_{6} (ii) H_{2} O_{2} / N a O H$

$3^{\circ}$ alkylhalide undergoes elimination with base
$(C H_{3})_{3} CB r + C H_{3} COO A g (a q) \to$

Q. Primary alcohol can easily be prepared from primary alkyl halide via SN​2 reaction with aqueous NaOH. However, similar method does not work for the preparation of tertiary alcohol (tertiary butanol) from tertiary butyl bromide except?

(CH3​)3​CBr+CH3​COOAg(aq)H3​O+​

(CH3​)3​CBr+KOHC2​H5​OH​H2​SO4​Heat​

(CH3​)3​CBrMg(C2​H5​)2​O​(i)O2​(ii)H3​O+​

(CH3​)3​CBrKOH/Ethanol​(i)B2​H6​(ii)H2​O2​/NaOH​