Chapter 11: Problem 22
Why is ethanol added to bottles during storage of chloroform?
Short Answer
Expert verified
Ethanol stabilizes chloroform by preventing its decomposition into toxic phosgene.
Step by step solution
01
Understanding Chloroform
Chloroform (
CHCl_3
) is a chemical compound used mainly as a solvent in laboratories. It is volatile and can decompose over time when exposed to air and light, producing phosgene (
COCl_2
), a toxic gas.
02
Role of Ethanol
Ethanol is used as a stabilizing agent. Adding ethanol to chloroform creates a barrier that slows down the decomposition of chloroform into phosgene.
03
Stabilization Reaction
Ethanol works by reacting with any phosgene that forms. This reaction converts phosgene into less harmful carbon dioxide (
CO_2
) and other organic compounds, rather than allowing it to accumulate.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Ethanol as Stabilizing Agent
Chloroform (
CHCl_3
) is known for its use in laboratories as a solvent. However, a significant challenge with storing chloroform is its tendency to decompose over time. This decomposition occurs more rapidly when exposed to air or light, leading to the formation of phosgene (
COCl_2
), a harmful and toxic gas. To combat this, ethanol is often added to chloroform as a stabilizing agent.
Ethanol plays a crucial role by creating a protective layer that slows down the decomposition process of chloroform. Here's how it works:
Ethanol plays a crucial role by creating a protective layer that slows down the decomposition process of chloroform. Here's how it works:
- It acts as an oxygen scavenger, intercepting oxygen that can catalyze the formation of phosgene from chloroform.
- It forms chemical bonds with decomposing chloroform compounds, preventing them from converting into phosgene.
Phosgene Formation
Chloroform, when improperly stored or exposed to unfavorable conditions like light and oxygen, can undergo a chemical change that results in the formation of phosgene (
COCl_2
). Phosgene is a notorious toxic gas, historically used as a chemical weapon during World War I.
The formation of phosgene is a crucial concern due to its extreme toxicity. The process of phosgene formation primarily involves:
The formation of phosgene is a crucial concern due to its extreme toxicity. The process of phosgene formation primarily involves:
- The oxidation of chloroform in the presence of oxygen and ultraviolet light.
- A chemical reaction that transforms the stable chloroform molecules into volatile phosgene molecules.
Decomposition of Chloroform
The decomposition of chloroform (
CHCl_3
) is a natural chemical process that presents significant concerns, especially in storage scenarios. This process occurs when chloroform is exposed to air and light, conditions that are difficult to control entirely in a typical setting.
When decomposition occurs, the following can happen:
To mitigate such risks, chemicals like ethanol are employed to slow this breakdown, offering a safer way to handle and store chloroform efficiently. Being aware of and accounting for decomposition reactions is crucial for maintaining safety and efficacy when using chloroform in any setting.
When decomposition occurs, the following can happen:
- The breakdown of the chloroform molecule, primarily through oxidation, leading to phosgene formation.
- The release of hydrochloric acid ( HCl ) and other by-products that can further catalyze the degradation process.
To mitigate such risks, chemicals like ethanol are employed to slow this breakdown, offering a safer way to handle and store chloroform efficiently. Being aware of and accounting for decomposition reactions is crucial for maintaining safety and efficacy when using chloroform in any setting.