Trichlorophenols

2,4,6-trichlorophenol

Trichlorophenols are isomeric chemical compounds from the group of chlorophenols , which are derivatives of phenol in which three hydrogen atoms have been replaced by chlorine . They have the empirical formula C ₆ H ₃ Cl ₃ O, a molar mass of 197.45 g / mol and are available as colorless to yellowish solids. There are six different isomers . All compounds strongly irritate the eyes, which is why they are sometimes used in warfare agents . During their production, polychlorinated dibenzodioxins and dibenzofurans are produced as by-products under unfavorable conditions .

2,4,5-Trichlorophenol is used in the production of hexachlorophene , 2,4,5-trichlorophenoxyacetic acid and other derivatives. 2,4,6-Trichlorophenol is a natural breakdown product of fungicides containing pentachlorophenol .

Trichlorophenols
Surname	2,3,4-trichlorophenol	2,3,5-trichlorophenol	2,3,6-trichlorophenol	2,4,5-trichlorophenol	2,4,6-trichlorophenol	3,4,5-trichlorophenol
Structural formula
CAS number	15950-66-0	933-78-8	933-75-5	95-95-4	88-06-2	609-19-8
	25167-82-2 (mixture of isomers)
PubChem	27582	13619	13618	7271	6914	11859
ECHA InfoCard	100.036.424	100.012.066	100.012.065	100.002.244	100.001.633	100.009.258
	100.042.434 (mixture of isomers)
Molecular formula	C 6 H 3 Cl 3 O
Molar mass	197.45 g mol −1
Physical state	firmly
Brief description	colorless crystal needles with a phenol-like odor
Melting point	83.5 ° C	57-59 ° C	58 ° C	67 ° C	69.5 ° C	101 ° C
boiling point	253 ° C	248-249 ° C	253 ° C	253 ° C	246 ° C	275 ° C
density	1.503 g · cm -3			1.678 g · cm -3	1.675 g · cm -3
solubility	practically insoluble in water	90 mg l −1 (20 ° C)	practically insoluble in water	1190 mg l −1 (20 ° C)	800 mg l −1 (20 ° C)	poorly soluble in water
GHS labeling	danger	Caution	Caution	Caution	Caution
H and P phrases	302-315-318-335	302-315-319-335-410	302-315-319	302-315-319-410	302-315-319-351-410	302-315-318-335-410
	no EUH phrases
	261-280-305 + 351 + 338	261-273- 305 + 351 + 338-501	305 + 351 + 338	273-305 + 351 + 338-501	273-302 + 352- 305 + 351 + 338-308 + 313	261-273-280- 305 + 351 + 338-501

Individual evidence

1. ↑ Chemical warfare agents ( Memento from February 19, 2009 in the Internet Archive ) (PDF file; 124 kB)
2. ↑ ^{a b c d e f} Entry on 2,3,4-trichlorophenol in the GESTIS substance database of the IFA , accessed on December 27, 2019(JavaScript required) .
3. ↑ ^{a b c d e f} Entry on 2,3,5-trichlorophenol in the GESTIS substance database of the IFA , accessed on December 27, 2019(JavaScript required) .
4. ↑ ^{a b c d e f} Entry on 2,3,6-trichlorophenol in the GESTIS substance database of the IFA , accessed on December 27, 2019(JavaScript required) .
5. ↑ ^{a b c d e f g} Entry on 2,4,5-trichlorophenol in the GESTIS substance database of the IFA , accessed on December 27, 2019(JavaScript required) .
6. ↑ ^{a b c d e f g} Entry on 2,4,6-trichlorophenol in the GESTIS substance database of the IFA , accessed on December 27, 2019(JavaScript required) .
7. ↑ ^{a b c d e f} Entry on 3,4,5-trichlorophenol in the GESTIS substance database of the IFA , accessed on December 27, 2019(JavaScript required) .