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Basic Information
| CAS No.: | 120-82-1 |
|---|---|
| Name: | 1,2,4-Trichlorobenzene |
| Article Data: | 140 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H3Cl3 |
| Molecular Weight: | 181.449 |
| Synonyms: | 1,2,4-Trichlorobenzol;1,2,5-Trichlorobenzene;1,3,4-Trichlorobenzene;HostetexL-PEC;NSC 406697;unsym-Trichlorobenzene; |
| EINECS: | 204-428-0 |
| Density: | 1.448 g/cm3 |
| Melting Point: | 16 °C(lit.) |
| Boiling Point: | 211.4 °C at 760 mmHg |
| Flash Point: | 126.7 °C |
| Solubility: | Insoluble in water |
| Appearance: | colorless liquid |
| Hazard Symbols: |
 Xn,  N,  Xi,  T,  F
|
| Risk Codes: | 22-38-50/53-52/53-39/23/24/25-23/24/25-11 |
| Safety: | 23-37/39-60-61-45-36/37-16 |
| Transport Information: | UN 2321 6.1/PG 3 |
| PSA: | 0.00000 |
| LogP: | 3.64680 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With radical anion of p,p'-di-tert-butylbiphenyl In tetrahydrofuran at -25℃; Irradiation; | A 2.8% B 97.2% |
- 120-82-1
1,2,4-Trichlorobenzene
Conditions
| Conditions | Yield |
|---|---|
| In dimethyl sulfoxide Ambient temperature; | 97% |
- 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
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
Conditions
| Conditions | Yield |
|---|---|
| Diazotization; |
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1,2,4-Trichlorobenzene
Chemistry
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
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
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.
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. |
Consensus Reports
Community Right-To-Know List. Reported in EPA TSCA Inventory.
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.
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.
Standards and Recommendations
OSHA PEL: CL 5 ppm
ACGIH TLV: CL 5 ppm
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
ACGIH TLV: CL 5 ppm
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
Analytical Methods
For occupational chemical analysis use NIOSH: Polychlorobenzenes, 5517.