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Isobutyl chloroformate

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Isobutyl chloroformate is an organic compound with the chemical formula C₅H₉ClO₂. It consists of a chloroformate group (-OCOCl) attached to an isobutyl group (-CH₂CH(CH₃)₂). This structure makes it an ester of chloroformic acid and isobutanol, combining the properties of esters and acyl chlorides.

Isobutyl chloroformate is widely used as a reagent in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and other fine chemicals. It is valued for its ability to introduce the chloroformate group into target molecules, which is useful in the synthesis of carbamates, carbonates, and other derivatives. It is also employed in peptide coupling reactions and the modification of biomolecules.

The compound is typically a clear, colorless to pale yellow liquid with a pungent odor. It is highly reactive, moisture-sensitive, and can cause severe irritation to the skin, eyes, and respiratory system. Proper handling, including the use of personal protective equipment (PPE) and working in a fume hood, is essential. It should be stored in a cool, dry place, away from moisture and incompatible materials.

ISOBUTYL CHLOROFORMATE: TECHNICAL DATA SHEET

CategorySpecifications
Chemical NameIsobutyl Chloroformate
CAS No.543-27-1
Molecular FormulaC₅H₉ClO₂
AppearanceColorless to pale yellow liquid
OdorPungent, irritating
Boiling Point125-128°C
Density (20°C)1.05-1.07 g/cm³
Flash Point25°C (closed cup)

Key Properties

PropertyPerformance Data
ReactivityHighly reactive with nucleophiles (e.g., amines, alcohols)
SolubilitySoluble in organic solvents (ether, benzene)
Refractive Index1.405-1.410 (20°C)
Vapor Pressure10 mmHg (20°C)

Applications

IndustryPrimary Uses
PharmaceuticalsIntermediate for carbamates/ureas
AgrochemicalsPesticide synthesis
Peptide SynthesisCarboxyl group activator
Polymer ChemistryMonomer modification

Safety & Handling

ParameterRequirements
GHS ClassificationH225. H302. H314. H331
StorageSealed, dry, inert atmosphere (N₂), <0°C
PPEAcid-resistant gloves, face shield, fume hood

References:

Handbook of Reagents for Organic Synthesis

NFPA 704: 3-2-1 (Health-Fire-Reactivity)

Declaration: The products displayed on this website are intended exclusively for industrial applications or scientific research. They are not intended for medical, pharmaceutical, or food use. In accordance with applicable laws and regulations, purchasing organizations must hold valid qualifications and approvals.

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