Identify reagents that can be used to achieve the following transformation: OH The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correc solution, provide just one answer. C Mel Br2 HC=CNa F TSCI, pyridine H2, Lindlar's catalyst Na, NH3 (1) G H. 1) xs NaNH2 2) H20 1) O3 t-BUOK 2) DMS

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
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**Identifying Reagents for Organic Transformation**

**Problem Statement:**

Identify reagents that can be used to achieve the following transformation:

The starting material is a phenol (benzene ring with an -OH group), and the product is a phenylacetylene (benzene ring with an ethynyl group).

**Guidelines:**

The transformation above can be performed with some reagent or combination of the reagents listed below. Provide the necessary reagent(s) in the correct order as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer.

**Reagents List:**

A. MeI  
B. Br<sub>2</sub>  
C. HC≡CNa  
D. TsCl, pyridine  
E. H<sub>2</sub>, Lindlar's catalyst  
F. Na, NH<sub>3</sub> (l)  
G. 1) xs NaNH<sub>2</sub>  
&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;2) H<sub>2</sub>O  
H. 1) O<sub>3</sub>  
&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;2) DMS  
I. t-BuOK
Transcribed Image Text:**Identifying Reagents for Organic Transformation** **Problem Statement:** Identify reagents that can be used to achieve the following transformation: The starting material is a phenol (benzene ring with an -OH group), and the product is a phenylacetylene (benzene ring with an ethynyl group). **Guidelines:** The transformation above can be performed with some reagent or combination of the reagents listed below. Provide the necessary reagent(s) in the correct order as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. **Reagents List:** A. MeI B. Br<sub>2</sub> C. HC≡CNa D. TsCl, pyridine E. H<sub>2</sub>, Lindlar's catalyst F. Na, NH<sub>3</sub> (l) G. 1) xs NaNH<sub>2</sub> &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;2) H<sub>2</sub>O H. 1) O<sub>3</sub> &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;2) DMS I. t-BuOK
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