1,2,4-TRICHLOROBENZENE supplier

Name
1,2,4-Trichlorobenzene
EINECS 204-428-0
CAS No. 120-82-1
Article Data140
CAS DataBase
Density 1.448 g/cm³
Solubility Insoluble in water
Melting Point 16 °C(lit.)
Formula C₆H₃Cl₃
Boiling Point 211.4 °C at 760 mmHg
Molecular Weight 181.449
Flash Point 126.7 °C
Transport Information UN 2321 6.1/PG 3
Appearance colorless liquid
Safety 23-37/39-60-61-45-36/37-16
Risk Codes 22-38-50/53-52/53-39/23/24/25-23/24/25-11
Molecular Structure
Hazard Symbols Xn, N, Xi, T, F
Synonyms 1,2,4-Trichlorobenzol;1,2,5-Trichlorobenzene;1,3,4-Trichlorobenzene;HostetexL-PEC;NSC 406697;unsym-Trichlorobenzene;
PSA 0.00000
LogP 3.64680

Synthetic route

: 634-90-2
1,2,3,5-tetrachlorobenzene

A: 108-70-3
1,3,5-trichlorobenzene

B: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
With radical anion of p,p'-di-tert-butylbiphenyl In tetrahydrofuran at -25℃; Irradiation;	A 2.8% B 97.2%

: 2,5-dichloro-benzenediazonium; tetrachloro cuprate(II)

: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
In dimethyl sulfoxide Ambient temperature;	97%

: 2,4-dichloro-benzenediazonium; tetrachloro cuprate(II)

: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
In dimethyl sulfoxide Ambient temperature;	93%

: 58-89-9
LINDANE

A: 108-70-3
1,3,5-trichlorobenzene

B: 120-82-1
1,2,4-Trichlorobenzene

C: 87-61-6
1,2,3-trichlorobenzene

Conditions

Conditions	Yield
With ammonia at 25℃; Product distribution; Further Variations:; Reagents; Dehalogenation;	A 5% B 87% C 8%
at 25℃; pH=8.32; Kinetics; Product distribution; Further Variations:; pH-values;
With (5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride; tetrabutylammonium perchlorate In N,N-dimethyl-formamide for 4h; Electrolysis;

...Expand

: 610-40-2
3,4-dinitro-chlorobenzene

: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
With Dichlorophenylphosphine In various solvent(s) at 170℃; for 5h;	86%

: 95-94-3
1,2,4,5-tetrachlorobenzene

A: 106-46-7
para-dichlorobenzene

B: 95-50-1
1,2-dichloro-benzene

C: 541-73-1
1,3-Dichlorobenzene

D: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
With carbon dioxide; tetrabutylammomium bromide In N,N-dimethyl-formamide at -5 - 0℃; Dehalogenation; Electrochemical reaction; Further byproducts given;	A 9% B 1% C 2% D 8%
With [2,2]bipyridinyl; nickel dichloride; zinc In water; N,N-dimethyl-formamide at 80℃; for 6h; Title compound not separated from byproducts;	A 15.2 % Spectr. B 5.8 % Spectr. C 3.9 % Spectr. D 66.0 % Spectr.

...Expand

: 110-86-1
pyridine

: 319-84-6
alpha-hexachlorocyclohexane

A: 108-70-3
1,3,5-trichlorobenzene

B: 120-82-1
1,2,4-Trichlorobenzene

C: 87-61-6
1,2,3-trichlorobenzene

...Expand

: 91-22-5
quinoline

: 319-84-6
alpha-hexachlorocyclohexane

A: 108-70-3
1,3,5-trichlorobenzene

B: 120-82-1
1,2,4-Trichlorobenzene

C: 87-61-6
1,2,3-trichlorobenzene

Conditions

Conditions	Yield
at 105 - 110℃;

...Expand

: 95-82-9
2,5 dichloroaniline

: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
Diazotization;

: 64-17-5
ethanol

: 319-86-8
delta-lindane

: furan-2,3,5(4H)-trione pyridine (1:1)

A: 108-70-3
1,3,5-trichlorobenzene

B: 120-82-1
1,2,4-Trichlorobenzene

C: 87-61-6
1,2,3-trichlorobenzene

Conditions

Conditions	Yield
Product distribution;

...Expand

: 64-17-5
ethanol

: 58-89-9
LINDANE

: furan-2,3,5(4H)-trione pyridine (1:1)

A: 108-70-3
1,3,5-trichlorobenzene

B: 120-82-1
1,2,4-Trichlorobenzene

C: 87-61-6
1,2,3-trichlorobenzene

Conditions

Conditions	Yield
Product distribution;

...Expand

: 64-17-5
ethanol

: 319-85-7
beta-hexachlorocyclohexane

: furan-2,3,5(4H)-trione pyridine (1:1)

A: 108-70-3
1,3,5-trichlorobenzene

B: 120-82-1
1,2,4-Trichlorobenzene

C: 87-61-6
1,2,3-trichlorobenzene

Conditions

Conditions	Yield
Product distribution;

...Expand

: 64-17-5
ethanol

: 319-84-6
alpha-hexachlorocyclohexane

: furan-2,3,5(4H)-trione pyridine (1:1)

A: 108-70-3
1,3,5-trichlorobenzene

B: 120-82-1
1,2,4-Trichlorobenzene

C: 87-61-6
1,2,3-trichlorobenzene

Conditions

Conditions	Yield
Product distribution;

...Expand

: 608-73-1, 119911-70-5
1,2,3,4,5,6-hexachlorocyclohexane

: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
With kieselguhr at 295℃;
With aluminium trichloride at 160℃;
With nickel diacetate at 305℃;

: 634-66-2
1,2,3,4,-tetrachlorobenzene

: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
at 360 - 460℃; Leiten ueber Kupfer-Verbindungen enthaltende Katalysatoren;
at 300 - 400℃; Leiten ueber Palladium/Aluminiumoxid;

: 98-31-7
3,4-dichlorobenzenesulphonyl chloride

: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
With phosphorus pentachloride at 200 - 210℃;

: 121-18-6
3-nitro-4-chlorobenzenesulfonic acid

: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
With thionyl chloride at 160 - 180℃; im Rohr;
With thionyl chloride at 160 - 180℃; im Rohr;

: 5131-60-2
4-chloro-1,3-phenylenediamine

: 120-82-1
1,2,4-Trichlorobenzene

: 88-42-6
2,5-dichlorobenzenesulfonic acid

: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
With copper dichloride

: 4659-47-6
2,3,6-trichlorobenzaldehyde

: 120-82-1
1,2,4-Trichlorobenzene

Conditions

Conditions	Yield
With potassium hydroxide unter Stickstoff;

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 120-82-1
1,2,4-Trichlorobenzene

: 4659-47-6
2,3,6-trichlorobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 1,2,4-Trichlorobenzene With n-butyllithium In tetrahydrofuran Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -65℃; for 1.5h;	100%

palladium on active charcoal: palladium on active charcoal

aluminium bromide (AlBr3): aluminium bromide (AlBr3)

: 634-91-3
3,4,5-trichloroaniline

: 120-82-1
1,2,4-Trichlorobenzene

: 626-43-7
3,5-Dichloroaniline

Conditions

Conditions	Yield
With hydrogen	100%

...Expand

: 4,5-dichlorotetrahydrophthalic anhydride

: 120-82-1
1,2,4-Trichlorobenzene

: 942-06-3
4,5-dichlorophthalic anhydride

Conditions

Conditions	Yield
	99.6%

: 120-82-1
1,2,4-Trichlorobenzene

: 98-80-6
phenylboronic acid

: 1165-53-3
1,2,4-triphenylbenzene

Conditions

Conditions	Yield
With potassium phosphate; palladium bis(dibenzylideneacetone)palladium(0); catacxium A In toluene at 110℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;	99%
With potassium phosphate; [NiCl(Ph2PCH2CH2OH)2(H2O)]Cl In isopropyl alcohol at 80℃; for 24h; Suzuki coupling reaction;	58%

: tert-butyl 2-hydroxyacetate

: 120-82-1
1,2,4-Trichlorobenzene

: neopentyl 2,4-dichlorophenoxyacetate

Conditions

Conditions	Yield
Stage #1: tert-butyl 2-hydroxyacetate With potassium ethoxide at 70℃; Stage #2: 1,2,4-Trichlorobenzene at 120℃;	99%

: 5426-48-2
n-heptyl glycolate

: 120-82-1
1,2,4-Trichlorobenzene

: 1917-96-0
n-heptyl 2,4-dichlorophenoxyacetate

Conditions

Conditions	Yield
Stage #1: n-heptyl glycolate With magnesium methanolate at 90℃; Stage #2: 1,2,4-Trichlorobenzene at 140℃;	99%

: 37160-54-6
di-n-hexyl glycolate

: 120-82-1
1,2,4-Trichlorobenzene

: 1917-95-9
n-hexyl 2,4-dichlorophenoxyacetate

Conditions

Conditions	Yield
Stage #1: di-n-hexyl glycolate With calcium ethoxide at 80℃; Stage #2: 1,2,4-Trichlorobenzene at 130℃;	98.7%

: 120-82-1
1,2,4-Trichlorobenzene

: 13075-01-9
1,2,4-tribromo-3,5,6-trichlorobenzene

Conditions

Conditions	Yield
With aluminum tri-bromide; bromine for 3h; Heating;	98%
With aluminium trichloride; bromine
With bromine; iron at 134.84 - 139.84℃; for 1h;
With bromine; iron at 135℃; for 1h;

: 5720-07-0
4-methoxyphenylboronic acid

: 120-82-1
1,2,4-Trichlorobenzene

: 136612-96-9
4,4″-dimethoxy-4′-(4-methoxyphenyl)-1,1′:2′,1″-terphenyl

Conditions

Conditions	Yield
With potassium phosphate; palladium bis(dibenzylideneacetone)palladium(0); catacxium A In toluene at 110℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;	98%

: 75-69-4
trichlorofluoromethane

: 120-82-1
1,2,4-Trichlorobenzene

: 56148-83-5
2,4,5-trichloro-1-(trifluoromethyl)benzene

Conditions

Conditions	Yield
With aluminium trichloride 1a) 8 h, r.t., 1b) 16 h, -10 deg C;	97%

: 120-82-1
1,2,4-Trichlorobenzene

: 89-69-0
2,4,5-Trichloronitrobenzene

Conditions

Conditions	Yield
Stage #1: 1,2,4-Trichlorobenzene With sulfuric acid; potassium nitrate at 0 - 50℃; for 3h; Stage #2: With sodium hydroxide In water at 0℃;	96%
With sodium nitrate; sulfuric acid at 40℃; for 3h;	94%
With nitric acid In water at 0 - 20℃; for 3h;	79%
With nitric acid
durch Nitrierung;

: 26960-77-0
sodium dodecanethiolate

: 120-82-1
1,2,4-Trichlorobenzene

: 1,2,4-tris(n-dodecylthio)benzene

Conditions

Conditions	Yield
In various solvent(s) at 180℃; for 20h;	96%
In various solvent(s) at 180℃; for 20h; Product distribution; Mechanism; var. temp.; var. solvents; other subst. chlorobenzenes; other thiolates;

: 5720-06-9
2-Methoxyphenylboronic acid

: 120-82-1
1,2,4-Trichlorobenzene

: 136612-97-0
2,2″-dimethoxy-4'-(2-methoxyphenyl)-1,1':2′,1″-terphenyl

Conditions

Conditions	Yield
With potassium phosphate; palladium bis(dibenzylideneacetone)palladium(0); catacxium A In toluene at 110℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;	95%

: thiophene-2,5-dicarboxylic acid di-tert-butyl ester

: 1199-46-8
2-amino-4-tert-butylphenol

: 120-82-1
1,2,4-Trichlorobenzene

A 2,5-bis[5-tert-butylbenzoxazolyl-(2')]thiophene: 2,5-bis[5-tert-butylbenzoxazolyl-(2')]thiophene

B: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
With boric acid	A 94.1% B n/a

...Expand

: 120-82-1
1,2,4-Trichlorobenzene

: 71-43-2
benzene

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal; Aliquat 336 In water at 50℃; for 0.5h;	94%
With palladium on activated charcoal; hydrogen at 24.84℃; for 10h;	70%
With Ni[1,10-phenanthroline]2(PF6)2; water; zinc at 70℃; for 7h; Ionic liquid;	42.2%

: 123324-71-0
4-tert-butylphenylboronic acid

: 120-82-1
1,2,4-Trichlorobenzene

: 1392481-12-7
4,4″-di-tert-butyl-4′-(4-(tert-butyl)phenyl)-1,1′:2′,1″-terphenyl

Conditions

Conditions	Yield
With potassium phosphate; palladium bis(dibenzylideneacetone)palladium(0); catacxium A In toluene at 110℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;	94%

: 10365-98-7
3-methoxyphenylboronic acid

: 120-82-1
1,2,4-Trichlorobenzene

: 639475-66-4
3,3''-dimethoxy-4'-(3-methoxyphenyl)-1,1':2',1''-terphenyl

Conditions

Conditions	Yield
With potassium phosphate; palladium bis(dibenzylideneacetone)palladium(0); catacxium A In toluene at 110℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;	93%

: 120-82-1
1,2,4-Trichlorobenzene

: 583-78-8
2,5-dichlorophenol

Conditions

Conditions	Yield
With sodium ethanolate; sodium phenylsulfonate at 190℃; under 21752.2 Torr; for 10h; Reagent/catalyst; Temperature; Pressure; Autoclave; Inert atmosphere;	92.6%
With sodium hydroxide In ethylene glycol at 180℃; for 3h; Temperature;	70.4%
With sodium hydroxide at 180 - 190℃;

: 1639-09-4
heptanethiol

: 120-82-1
1,2,4-Trichlorobenzene

A: 10496-16-9
diheptyldisulfide

B: 89165-37-7
Heptyl 2,5-dichlorophenyl sulfide

Conditions

Conditions	Yield
With potassium hydroxide; (Tricyclohexyl-n-dodecyl)phosphonium bromide In toluene at 50℃; for 3h;	A n/a B 92%

...Expand

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 120-82-1
1,2,4-Trichlorobenzene

A: 35696-87-8
2,4,5-trichlorobenzaldehyde

B: 56961-75-2
2,3,5-trichlorobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 1,2,4-Trichlorobenzene With n-butyllithium In tetrahydrofuran Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 20℃; for 20h;	A 7% B 92%

...Expand

: 124-38-9
carbon dioxide

: 120-82-1
1,2,4-Trichlorobenzene

: 50-31-7
2,3,6-TBA

Conditions

Conditions	Yield
Stage #1: carbon dioxide With AuOH(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene); potassium hydroxide In tetrahydrofuran at 20℃; under 1125.11 Torr; for 0.25h; Stage #2: 1,2,4-Trichlorobenzene In tetrahydrofuran at 20℃; under 1125.11 Torr; for 12h; Stage #3: With hydrogenchloride In tetrahydrofuran; water regioselective reaction;	92%

: 120-82-1
1,2,4-Trichlorobenzene

: 1435-48-9
1,3-dichloro-4-fluorobenzene

Conditions

Conditions	Yield
With potassium fluoride; 5,11,17,23,29,35-hexakis(tert-butyl)-37,38,39,40,41-hexakis(hydroxy)calix[6]arene In sulfolane at 185℃; for 5h; Reagent/catalyst; Temperature; Inert atmosphere; Sealed tube;	92%

: 7732-18-5
water

: 86129-53-5
N-methyl-N-[2-(2'-chlorophenyl)ethyl]-2-chloroethylamine hydrochloride

: 86129-52-4
2-[[2-(2-chlorophenyl)ethyl](methyl)amino]ethanol

: 120-82-1
1,2,4-Trichlorobenzene

: 73943-10-9
SKF 86466

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide; aluminium trichloride In toluene	91%

...Expand

: phenylmagnesium bromide

: 120-82-1
1,2,4-Trichlorobenzene

: 1165-53-3
1,2,4-triphenylbenzene

Conditions

Conditions	Yield
With 1-[2-(diphenylphosphino)phenyl]ethanol; bis(acetylacetonate)nickel(II) In diethyl ether at 45℃; for 48h;	89%

: 100-58-3
phenylmagnesium bromide

: 120-82-1
1,2,4-Trichlorobenzene

: 1165-53-3
1,2,4-triphenylbenzene

Conditions

Conditions	Yield
Stage #1: phenylmagnesium bromide; 1,2,4-Trichlorobenzene; 1-[2-(diphenylphosphino)phenyl]ethanol; bis(acetylacetonate)nickel(II) In diethyl ether at 45℃; for 48h; Stage #2: With methanol In diethyl ether Product distribution / selectivity;	89%

: 124-41-4
sodium methylate

: 120-82-1
1,2,4-Trichlorobenzene

: 1984-58-3
2,5-dichloroanisole

Conditions

Conditions	Yield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 1h;	88%
at 180℃;
With methanol at 180℃;

1,2,4-TRICHLOROBENZENE Chemical Properties

Molecular Formula: C₆H₃Cl₃

Formula Weight: 181.45
mp : 16 ^°C(lit.)
bp : 214 ^°C(lit.)
density : 1.454 g/mL at 25 ^°C(lit.)
Fp : >230 ^°F
Flash point : 110 ^°C
vapor density : >6 (vs air)
vapor pressure : 1 mm Hg ( 40 ^°C)
refractive index : n20/D 1.571(lit.)
storage temp. : 0-6^°C
Water Solubility : INSOLUBLE
Appearance of 1,2,4-TRICHLOROBENZENE (120-82-1) : Colorless liquid

1,2,4-TRICHLOROBENZENE Uses

1,2,4-TRICHLOROBENZENE (120-82-1) is an organic compound used as a solvent, and is one of the best known solvents used to dissolve fullerenes and pentacene. It can also be used as raw materials of pharmaceuticals, dyes and pesticide, as well as extensive use of high boiling point solvents.

1,2,4-TRICHLOROBENZENE Toxicity Data With Reference

1.	skn-rbt 1950 mg/13W-I MOD	AEHLAU Archives of Environmental Health. 30 (1975),165.
2.	mnt-mus-ipr 210 mg/kg/24H	MUTAEX Mutagenesis. 2 (1987),111.
3.	orl-rat LD50:756 mg/kg	AOHYA3 Annals of Occupational Hygiene. 12 (1969),209.
4.	orl-mus LD50:300 mg/kg	NAIZAM Nara Igaku Zasshi. Journal of the Nara Medical Association. 29 (1978),569.
5.	ipr-mus LD50:1223 mg/kg	MUTAEX Mutagenesis. 2 (1987),111.

1,2,4-TRICHLOROBENZENE Consensus Reports

Community Right-To-Know List. Reported in EPA TSCA Inventory.

1,2,4-TRICHLOROBENZENE Safety Profile

Hazard Codes : Xn,N,Xi,T,F (Harmful; Dangerous for the environment; Irritant; Toxic; Highly Flammable)
Risk Statements : 22-38-50/53-52/53-39/23/24/25-23/24/25-11
Safety Statements : 23-37/39-60-61-45-36/37-16
RIDADR : UN 2321 6.1/PG 3
WGK Germany : 3
RTECS : DC2100000
Hazard Note : Irritant
HazardClass : 6.1
PackingGroup : III
HS Code : 29036990
Poison by ingestion. Moderately toxic by intraperitoneal route. An experimental teratogen. Experimental reproductive effects. Mutation data reported. A skin irritant. Combustible when exposed to heat or flame. Can react vigorously with oxidizing materials. To fight fire, use water, foam, CO₂, dry chemical. When heated to decomposition it emits toxic fumes of Cl⁻. See also CHLORINATED HYDROCARBONS, AROMATIC.

1,2,4-TRICHLOROBENZENE Standards and Recommendations

OSHA PEL: CL 5 ppm
ACGIH TLV: CL 5 ppm
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans

1,2,4-TRICHLOROBENZENE Analytical Methods

For occupational chemical analysis use NIOSH: Polychlorobenzenes, 5517.

Product Name

1,2,4-Trichlorobenzene

Synthetic route

1,2,4-TRICHLOROBENZENE Chemical Properties

1,2,4-TRICHLOROBENZENE Uses

1,2,4-TRICHLOROBENZENE Toxicity Data With Reference

1,2,4-TRICHLOROBENZENE Consensus Reports

1,2,4-TRICHLOROBENZENE Safety Profile

1,2,4-TRICHLOROBENZENE Standards and Recommendations

1,2,4-TRICHLOROBENZENE Analytical Methods

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