Preparation of coumaryl alcohol - Revision history

Sampsonyte4: /* Purification of Ethyl Coumarate */

2021-11-21T22:43:13Z

Purification of Ethyl Coumarate

2021-11-21T22:35:59Z

Purification of Ethyl Coumarate

2021-11-21T22:35:08Z

Purification of Ethyl Coumarate

2021-11-21T22:32:50Z

Purification of Ethyl Coumarate

2021-11-21T22:28:56Z

Purification of Ethyl Coumarate

2021-11-21T22:21:29Z

Purification of Ethyl Coumarate

2021-11-21T22:18:34Z

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2021-11-21T22:17:44Z

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2021-11-21T22:17:20Z

11/21/21

2021-11-21T22:17:03Z

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 * CH<sub>3</sub>COCl + H<sub>2</sub>O(<sub>l</sub>) → CH<sub>3</sub>COOH(<sub>aq</sub>) + HCl(<sub>g</sub>)
 # Resolubilize ethyl coumarate and acetyl chloride in 20mL of ethyl acetate.
 # Add 2-3 drops of brine (saturated sodium chloride solution, 6.14M) to test volatility of reaction.
-# Add around 10mL brine to quench the acetyl chloride.
+# Add around 10mL brine to quench the acetyl chloride. Two layers should form: organic (top) and aqueous (bottom)

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 ==== Purification of Ethyl Coumarate ====
-Because there is excess acetyl chloride in the flask, the first part of the purification process is to eliminate the acetyl chloride via hydrolysis to convert it into acetic acid (CH<sub>3</sub>COOH), which can solubilize in water. This eliminates any impurities present in the organic layer, which is needed for the wash step.
+Because there is excess acetyl chloride in the flask, the first part of the purification process is to eliminate the acetyl chloride (CH<sub>3</sub>COCl) via hydrolysis to convert it into acetic acid (CH<sub>3</sub>COOH), which can solubilize in water. This eliminates any impurities present in the organic layer, which is needed for the wash step.
 * CH<sub>3</sub>COCl + H<sub>2</sub>O(<sub>l</sub>) → CH<sub>3</sub>COOH(<sub>aq</sub>) + HCl(<sub>g</sub>)

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 Because there is excess acetyl chloride in the flask, the first part of the purification process is to eliminate the acetyl chloride via hydrolysis to convert it into acetic acid (CH<sub>3</sub>COOH), which can solubilize in water. This eliminates any impurities present in the organic layer, which is needed for the wash step.
-* CH<sub>3</sub>COOH + H<sub>2</sub>O(<sub>l</sub>)
+* CH<sub>3</sub>COCl + H<sub>2</sub>O(<sub>l</sub>) → CH<sub>3</sub>COOH(<sub>aq</sub>) + HCl(<sub>g</sub>)
 # Resolubilize ethyl coumarate and acetyl chloride in 20mL of ethyl acetate.
 # Add 2-3 drops of brine (saturated sodium chloride solution, 6.14M) to test volatility of reaction.
 # Add around 10mL brine to quench the acetyl chloride.

@@ Line 46: / Line 46: @@
 ==== Purification of Ethyl Coumarate ====
 Because there is excess acetyl chloride in the flask, the first part of the purification process is to eliminate the acetyl chloride via hydrolysis to convert it into acetic acid (CH<sub>3</sub>COOH), which can solubilize in water. This eliminates any impurities present in the organic layer, which is needed for the wash step.
 # Resolubilize ethyl coumarate and acetyl chloride in 20mL of ethyl acetate.
 # Add 2-3 drops of brine (saturated sodium chloride solution, 6.14M) to test volatility of reaction.
 # Add around 10mL brine to quench the acetyl chloride.

@@ Line 45: / Line 45: @@
 ==== Purification of Ethyl Coumarate ====
-# Resolubilize ethyl coumarate and acetyl chloride in 20mL of ethyl acetate
+Because there is excess acetyl chloride in the flask, the first part of the purification process is to eliminate the acetyl chloride via hydrolysis to convert it into acetic acid (CH<sub>3</sub>COOH), which can solubilize in water. This eliminates any impurities present in the organic layer, which is needed for the wash step.
 # Add 2-3 drops of brine (saturated sodium chloride solution, 6.14M)

← Older revision		Revision as of 22:21, 21 November 2021
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	==== Purification of Ethyl Coumarate ====		==== Purification of Ethyl Coumarate ====
		+	# Resolubilize ethyl coumarate and acetyl chloride in 20mL of ethyl acetate
		+	# Add 2-3 drops of brine (saturated sodium chloride solution, 6.14M)

← Older revision		Revision as of 22:18, 21 November 2021
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	* The temperature of the water bath and condenser were each at 35<sup>o</sup>C and 4.6<sup>o</sup>C.		* The temperature of the water bath and condenser were each at 35<sup>o</sup>C and 4.6<sup>o</sup>C.

−	=== ~~Heading text~~ ===	+	==== Purification of Ethyl Coumarate ====

← Older revision		Revision as of 22:17, 21 November 2021
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	* The temperature of the water bath and condenser were each at 35<sup>o</sup>C and 4.6<sup>o</sup>C.		* The temperature of the water bath and condenser were each at 35<sup>o</sup>C and 4.6<sup>o</sup>C.

−	==== Heading text ====	+	=== Heading text ===

← Older revision		Revision as of 22:17, 21 November 2021
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	* The ethanol solvent was pulled out of solution using a rotary evaporator, leaving acetyl chloride and ethyl coumarate in the round bottom flask.		* The ethanol solvent was pulled out of solution using a rotary evaporator, leaving acetyl chloride and ethyl coumarate in the round bottom flask.
	* The temperature of the water bath and condenser were each at 35<sup>o</sup>C and 4.6<sup>o</sup>C.		* The temperature of the water bath and condenser were each at 35<sup>o</sup>C and 4.6<sup>o</sup>C.
		+
		+	==== Heading text ====