1,2,3-trichloropropane

Structural formula
General
Surname	1,2,3-trichloropropane
other names	Allyl trichloride Trichlorohydrin Glycerol trichlorohydrin
Molecular formula	C 3 H 5 Cl 3
Brief description	colorless, not very volatile liquid with a chloroform- like odor
External identifiers / databases
CAS number 96-18-4 EC number 202-486-1 ECHA InfoCard 100.002.261 PubChem 7285 Wikidata Q161301
properties
Molar mass	147.43 g mol −1
Physical state	liquid
density	1.39 g cm −3
Melting point	−14.7 ° C
boiling point	156 ° C
Vapor pressure	2.8 h Pa (20 ° C)
solubility	heavy in water (1.75 g l −1 at 20 ° C)
Refractive index	1.484 (20 ° C)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger H and P phrases H: 350-360-301 + 311 + 331-319-341-372-411 P: 201-261-280-301 + 310 + 330-308 + 313-403 + 233
Authorization procedure under REACH	particularly worrying : carcinogenic, toxic for reproduction ( CMR )
Toxicological data	440 mg kg −1 ( LD 50 ,  rat ,  oral )
Thermodynamic properties
ΔH f 0	−230.6 kJ / mol
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

1,2,3-Trichloropropane is a chemical compound from the group of saturated chlorinated hydrocarbons . It is in the form of a liquid that is difficult to ignite.

Extraction and presentation

1,2,3-Trichloropropane is obtained by chlorinating propene , but it also occurs as a by-product in the synthesis of other chlorinated compounds (e.g. epichlorohydrin ). In the year 2000 the USA produced about 9000-14,000 tons, worldwide less than 50,000 tons per year.

use

1,2,3-Trichloropropane is used as a solvent for oils, fats, waxes and especially polymers , as well as a trifunctional crosslinker (e.g. in polysulphide elastomers ) and for the synthesis of heterocycles .

safety instructions

1,2,3-Trichloropropane is classified as carcinogenic (Category 1B), toxic to reproduction (Category 1A) and germ cell mutagenic (Category 2), as well as, according to Annex II, No. 6 of the German Hazardous Substances Ordinance (GefStoffV), as a particularly dangerous carcinogenic substance are only manufactured or used in closed systems.

See also

Isomers :

• 1,1,2-Trichloropropane , CAS No .: 598-77-6
• 1,1,3-trichloropropane , CAS-No .: 20395-25-9
• 1,2,2-Trichloropropane , CAS No .: 3175-23-3

Web links

• Entry on 1,2,3-trichloropropane in the Spectral Database for Organic Compounds (SDBS) of the National Institute of Advanced Industrial Science and Technology (AIST)

Individual evidence

1. ↑ ^{a b c d e f g h i} Entry on 1,2,3-trichloropropane in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
2. ↑ Data sheet 1,2,3-trichloropropane from Sigma-Aldrich , accessed on March 5, 2011 ( PDF ).
3. ↑ Entry on 1,2,3-trichloropropane in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
4. ↑ Entry in the SVHC list of the European Chemicals Agency , accessed on July 17, 2014.
5. ↑ Data sheet 1,2,3-trichloropropane (PDF) from Merck , accessed on January 19, 2011.
6. ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-23.
7. ^ Concise International Chemical Assessment Document (CICAD) for 1,2,3-TRICHLOROPROPANE , accessed November 18, 2014.
8. ↑ Hazardous Substances Ordinance (GefStoffV) - as of April 2017 .