What Is Propargyl Chloride 85% in DMF and How Is It Used in Organic Synthesis?

2025-08-11 16:05

Technical Introduction

Propargyl Chloride (3-chloro-1-propyne) is an alkyne-containing organic halide with the molecular formula C₃H₃Cl.
In this product form, it is supplied as an 85% solution in dimethylformamide (DMF) to improve stability, ease of handling, and reaction compatibility.
Propargyl Chloride is a highly reactive electrophile that participates in nucleophilic substitution and coupling reactions.
Its alkyne triple bond provides versatility in click chemistry, cross-coupling, and cycloaddition reactions.


Applications

1. Pharmaceutical Intermediate

  • Used to introduce alkyne functionality into drug molecules.

  • Key in synthesizing enzyme inhibitors, antiviral agents, and anticancer compounds.

2. Agrochemical Synthesis

  • Starting material for herbicides, fungicides, and insecticidal agents with triple-bond-containing side chains.

3. Polymer & Material Science

  • Enables the production of functional polymers via click chemistry.

  • Useful in surface modification and crosslinking of resins.

4. Organic Synthesis R&D

  • Acts as a building block for heterocycles and ligand frameworks.


Advantages

  • High Reactivity: Chlorine atom facilitates nucleophilic substitution.

  • Triple Bond Versatility: Compatible with a wide range of organic transformations.

  • Pre-dissolved in DMF: Improves handling and solubility in polar aprotic environments.

  • Consistent Purity: 85% concentration ensures reproducible reactions.


Typical Parameters

PropertyValue
Chemical FormulaC₃H₃Cl
Molecular Weight74.51 g/mol
Concentration85% in DMF
CAS Number624-65-7 (Propargyl Chloride)
AppearanceColorless to light yellow liquid
Boiling Point (°C)~80–81 (pure)
SolubilityMiscible with polar aprotic solvents
StorageStore in cool, dry, ventilated area under inert gas
StabilityStable in DMF under recommended storage conditions
Shelf Life12 months (sealed, inert atmosphere)

FAQs

Q1: Why is Propargyl Chloride sold in DMF instead of pure form?
A1: Pure Propargyl Chloride is unstable and prone to polymerization; DMF stabilizes it and simplifies handling.

Q2: Is it compatible with aqueous reactions?
A2: Generally, no—it reacts readily with nucleophiles in water, so it’s better used in anhydrous conditions.

Q3: Can it be used in click chemistry?
A3: Yes, the terminal alkyne makes it a useful precursor for azide–alkyne cycloadditions.

Q4: How should it be handled safely?
A4: Use gloves, goggles, and work in a fume hood; it is toxic and lachrymatory.

Q5: What is the main industrial advantage of the 85% DMF form?
A5: It avoids solidification, ensures better dosing accuracy, and extends shelf life.

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