Hydriodic Acid: A Powerful Reducing Agent in Modern Chemistry
Hydriodic acid (HI) is a strong, highly reactive acid composed of hydrogen and iodine. As one of the strongest hydrohalic acids, HI is not only a potent proton donor but also a powerful reducing agent, making it a key reagent in a wide range of chemical, pharmaceutical, and industrial applications.
Chemical Overview
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IUPAC Name: Iodane (1−) hydrogen
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Common Name: Hydriodic acid
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Chemical Formula: HI
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CAS Number: 10034-85-2 (aqueous solution)
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Molar Mass: 127.91 g/mol
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Appearance: Colorless to pale yellow solution
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Odor: Sharp, acrid
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Solubility: Completely miscible in water
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Acidity (pKa): ~ −10 (very strong acid)
Physical and Chemical Properties
Property | Value/Description |
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State at Room Temp | Typically in aqueous solution |
Concentration Range | ~47–57% HI by weight in water |
Boiling Point | 127°C (concentrated aqueous solution) |
Density | ~1.7 g/cm³ (concentrated) |
Reactivity | Strong reducing agent, highly corrosive |
Hydriodic acid solutions can darken over time due to the formation of elemental iodine (I₂) via oxidation, especially in the presence of air or light.
Synthesis and Stability
Hydriodic acid is typically prepared by:
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Direct synthesis: Reacting iodine (I₂) with hydrogen sulfide (H₂S) or red phosphorus and iodine in water.
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Displacement reactions: Reacting sodium iodide (NaI) with concentrated phosphoric or sulfuric acid, although this method can lead to oxidation and iodine contamination.
To maintain its stability, HI should be:
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Stored in dark, airtight bottles
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Protected from air and light to prevent oxidation to I₂
Key Applications of Hydriodic Acid
1. Powerful Reducing Agent
HI is used in organic synthesis to reduce:
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Alkyl halides to alkanes
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Epoxides to alcohols
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Nitro compounds to amines
Its reducing capability stems from the easy oxidation of iodide (I⁻) to iodine (I₂).
2. Pharmaceutical Intermediates
HI is used in the manufacture of key drug intermediates, particularly in the synthesis of:
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Analgesics and antihistamines
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Alkaloids
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Methamphetamine (note: heavily regulated due to illicit use)
3. Laboratory Reagent
In analytical chemistry, HI is employed for:
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Reductive dehalogenation
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Testing and calibrating reducing strength
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Reacting with aldehydes and ketones under acidic conditions
4. Preparation of Iodide Salts
HI is used to produce various iodide compounds, such as:
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Sodium iodide (NaI)
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Potassium iodide (KI)
These salts are important in nutritional supplements, pharmaceuticals, and as reagents.
Safety and Handling
Hydriodic acid is highly corrosive and toxic, requiring strict safety precautions.
Hazards:
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Causes severe skin and eye burns
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Harmful if inhaled or ingested
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Can release toxic iodine vapors
Safety Guidelines:
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Always wear gloves, goggles, and protective clothing
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Work in a fume hood
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Store in a cool, dark, well-ventilated area
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Use non-metallic containers to avoid corrosion
First Aid Measures:
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Skin/Eye Contact: Rinse with water for at least 15 minutes; seek immediate medical attention.
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Inhalation: Move to fresh air; seek medical help if symptoms occur.
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Ingestion: Do not induce vomiting; rinse mouth and get medical assistance immediately.
Environmental Impact and Regulation
Due to its role in the illegal synthesis of controlled substances, hydriodic acid is a regulated chemical in many countries. Usage and distribution often require:
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Special licenses
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Strict documentation and tracking
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Compliance with environmental and safety regulations
Improper disposal can result in acidification of water sources and release of iodine, both harmful to ecosystems.
Conclusion
Hydriodic acid is a potent, multifunctional reagent used widely in organic synthesis, pharmaceutical production, and chemical analysis. Its dual nature as a strong acid and efficient reducing agent makes it a valuable, albeit tightly controlled, chemical. When handled responsibly and with proper safety measures, HI offers unmatched utility in advanced chemical transformations.
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