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2,2-Dichloropropane

2,2-Dichloropropane is an organic compound with the chemical formula . It is a colorless liquid.

Synthesis

2,2-Dichloropropane can be synthesized by reaction between acetone and phosphorus pentachloride at low temperatures.

Another method involves the reaction between 2-chloropropylene () with hydrogen chloride.

Structure

The distances and angles between atoms in 2,2-dichloropropane molecule are as follows:

d(C-H) = 111 pm
d(C-Cl) = 179.9 pm
d(C-C) = 152.3 pm
∠(Cl-C-Cl) = 108.3°
∠(C-C-C) = 113.0°

The C-Cl and C-C distances are shorter than the corresponding distances in 2-chloropropane.

Polymorphism of 2,2-dichloropropane

The polymorphism of 2,2-dichloropropane has been investigated by thermal and X-ray powder diffraction experiments. From the former the phase transitions between the different phases have been characterized at normal and high pressures (up to 200 MPa). The existence of two low-temperature stable ordered phases (II and III), one high-temperature orientationally disordered phase (rhombohedral, Ib) and one additional monotropic orientationally disordered phase Ia, has been confirmed. The structure of the low-temperature ordered phase II has been determined by X-ray powder diffraction and Rietveld refinement as monoclinic C2/c, with lattice parameters a = 10.6402(3) Å, b = 5.4074(2) Å, c = 10.7295(3) Å, and β = 116.274(3)° at .

Uses

2,2-Dichloropropane is used as a solvent for pesticides.

Safety

Vapor of 2,2-dichloropropane is heavier than air (relative density = 3.9, air = 1), so it can spread along floors. It is highly flammable. Its vapors form explosive mixtures with air. While burning, it releases toxic gases like carbon monoxide, carbon dioxide and hydrogen chloride. Do not let product enter drains because of risk of explosion. This chemical poses acute and chronic health hazards. It is harmful if inhaled. Can cause serious eye irritation. It is a neurotoxin and hepatotoxin.

References