Propargyl chloride

Structural formula
General
Surname	Propargyl chloride
other names	1-chloro-3-propyne ( IUPAC ) 3-chloropropyne 3-chloro-1-propyne 3-chloroprop-1-yne
Molecular formula	C 3 H 3 Cl
Brief description	highly flammable, very volatile, yellowish liquid
External identifiers / databases
CAS number 624-65-7 EC number 210-856-9 ECHA InfoCard 100.009.870 PubChem 12221 Wikidata Q420202
properties
Molar mass	74.51 g mol −1
Physical state	liquid
density	1.037 g cm −3
Melting point	−78 ° C
boiling point	65 ° C
Vapor pressure	259 mbar (20 ° C)
solubility	almost insoluble in water and glycerine miscible with benzene , carbon tetrachloride , ethanol , ethylene glycol , ether and ethyl acetate
Refractive index	1.435 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 225-301-311-331-314 P: 210-261-280-301 + 310-305 + 351 + 338-310
Toxicological data	165 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Propargyl chloride is a chemical compound from the group of aliphatic unsaturated halogenated hydrocarbons and organic chlorine compounds .

Extraction and presentation

Propargyl chloride can be made from propargyl alcohol and phosphorus trichloride .

properties

Propargyl chloride is a highly flammable, very volatile, slightly yellow-green liquid. It shows the expected properties of an alkyne and can therefore enter into addition and polymerization reactions . It is somewhat easier to hydrolyze in water than primary chloroalkanes .

use

Propargyl chloride is used in the manufacture of dyes , fungicides , insecticides , soil disinfectants, steroids , growth hormones and pharmaceuticals . It is also used to manufacture corrosion inhibitors and brighteners for electroplating .

safety instructions

The vapors of propargyl chloride can form an explosive mixture with air ( flash point −16 ° C, ignition temperature 295 ° C). Furthermore, the toxicity of the connection requires compliance with safety rules in handling.

Individual evidence

1. ↑ ^{a b c d e f g h i j} Entry on 3-chloropropyne in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .
2. ↑ ^{a b c} Toxicological assessment of propargyl chloride (PDF) at the professional association raw materials and chemical industry (BG RCI), accessed on August 22, 2012.
3. ↑ Data sheet Propargyl chloride from Sigma-Aldrich , accessed on April 22, 2011 ( PDF ).