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Thiophene C4H4S CAS:110-02-1 - High-Quality Supplier and Factory in China
Thiophene is a five-membered heterocyclic compound containing one sulfur atom. It exists in small amounts in crude benzene obtained from coal tar and is a colorless liquid with a similar aromatic odor to benzene. Its boiling point is 84℃, it is insoluble in water, and can dissolve in ethanol, ether, acetone, benzene, carbon tetrachloride, heptane, pyridine, 1,4-dioxane, etc.
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Stability & Resistance
Thiophene is flammable but possesses strong heat resistance, remaining stable even when heated to 850℃. It does not decompose under strong acid conditions.
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Aromatic Structure
The five atoms are sp2 hybridized in a single plane, forming a closed conjugated system with six electrons, providing distinct aromaticity.
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Chemical Reactivity
More prone to electrophilic substitution than benzene, specifically at the α-position (2-position or 5-position).
The important derivative of thiophene is biotin. It can undergo sulfonation reaction with concentrated sulfuric acid at room temperature to produce 2-thiophene sulfonic acid, which is soluble in sulfuric acid. Therefore, this method is commonly used to remove thiophene from crude benzene.
Frequently Asked Questions
What is the boiling point and solubility of Thiophene?
Thiophene has a boiling point of 84℃. It is insoluble in water but highly soluble in organic solvents like ethanol, ether, acetone, and benzene.
How does Thiophene behave under high temperatures?
Thiophene exhibits exceptional heat resistance and does not decompose even when heated to temperatures as high as 850℃.
Why is Thiophene more reactive than benzene in substitution reactions?
Due to its heterocyclic structure and conjugated system, Thiophene is more prone to electrophilic substitution reactions, which primarily occur at the 2 or 5 (α) positions.
What is a significant biological derivative of Thiophene?
Biotin (Vitamin B7) is one of the most important derivatives of the thiophene ring system.
How is Thiophene removed from crude benzene?
It is removed via sulfonation with concentrated sulfuric acid at room temperature, producing 2-thiophene sulfonic acid which dissolves in the acid layer.
Is Thiophene toxic or hazardous?
Thiophene is classified as having moderate toxicity and is a flammable liquid, requiring careful handling in industrial and laboratory settings.