Conditions | Yield |
---|---|
With Dichlorophenylphosphine In various solvent(s) at 170℃; for 5h; | 93% |
LINDANE
A
1,3,5-trichlorobenzene
B
1,2,4-Trichlorobenzene
C
1,2,3-trichlorobenzene
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; |
bromobenzene
2,5-bis-trimethylstannanyl-thiophene
tributylphenylstannane
tris-(o-tolyl)phosphine
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0) In methanol; chloroform; chlorobenzene | 83% |
Conditions | Yield |
---|---|
With chlorine; K-L' zeolite at -25.1℃; for 10h; | A 81.1% B 5.8% |
With chlorine; H.K-L zeolite at -25.1℃; for 3h; Product distribution; further catalysts; | A 65.8% B 16.9% |
With chlorine; iron(III) chloride at -25.1℃; for 2h; | A 39% B 17.6% |
1,2,3,5-tetrachlorobenzene
A
1,3,5-trichlorobenzene
B
1,2,4-Trichlorobenzene
C
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
With radical anion of p,p'-di-tert-butylbiphenyl; triethylamine In tetrahydrofuran at 45℃; Irradiation; | A 18.8% B 75.5% C 5.7% |
With radical anion of p,p'-di-tert-butylbiphenyl; triethylamine In tetrahydrofuran at 45℃; Product distribution; Rate constant; Mechanism; Irradiation; radical anion of naphthalene, different temperatures, without Et3N; | A 18.8% B 75.5% C 5.7% |
With radical anion of p,p'-di-tert-butylbiphenyl In tetrahydrofuran at 45℃; Irradiation; | A 59.2% B 40.5% C 0.3% |
In acetonitrile at 40℃; Product distribution; Mechanism; Quantum yield; Irradiation; in the presence of triethylamine; | A 18.77 % Chromat. B 75.45 % Chromat. C 5.78 % Chromat. |
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 70℃; Rate constant; relative reactivity in dehalogenation; |
bromobenzene
tributylphenylstannane
tris-(o-tolyl)phosphine
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0) In methanol; chloroform; chlorobenzene | 26% |
2,6-dichloroanisole
B
1,3-Dichloro-2-trichloromethoxy-benzene
C
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
With chlorine; phosphorus pentachloride at 195℃; for 11.5h; | A n/a B 24.5% C n/a |
pyridine
alpha-hexachlorocyclohexane
A
1,3,5-trichlorobenzene
B
1,2,4-Trichlorobenzene
C
1,2,3-trichlorobenzene
quinoline
alpha-hexachlorocyclohexane
A
1,3,5-trichlorobenzene
B
1,2,4-Trichlorobenzene
C
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
at 105 - 110℃; |
ethanol
delta-lindane
A
1,3,5-trichlorobenzene
B
1,2,4-Trichlorobenzene
C
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
Product distribution; |
ethanol
LINDANE
A
1,3,5-trichlorobenzene
B
1,2,4-Trichlorobenzene
C
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
Product distribution; |
ethanol
beta-hexachlorocyclohexane
A
1,3,5-trichlorobenzene
B
1,2,4-Trichlorobenzene
C
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
Product distribution; |
ethanol
alpha-hexachlorocyclohexane
A
1,3,5-trichlorobenzene
B
1,2,4-Trichlorobenzene
C
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
Product distribution; |
Conditions | Yield |
---|---|
Diazotization.Erwaermen der Diazoniumsalz-Loesung mit Aethanol; | |
With ethyl nitrite |
alpha-hexachlorocyclohexane
A
1,3,5-trichlorobenzene
B
1,2,4-Trichlorobenzene
C
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
Diazotization; |
Conditions | Yield |
---|---|
Durch Ersatz der NH2-Gruppe durch Cl; | |
Diazotization; |
Conditions | Yield |
---|---|
With chlorine at 65℃; |
1,2,3,4,-tetrachlorobenzene
A
1,2,4,5-tetrachlorobenzene
B
chloroacetonitrile
C
1,2,4-Trichlorobenzene
D
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
In acetonitrile for 8h; Product distribution; Irradiation; | A 3 % Chromat. B 1 % Chromat. C 18 % Chromat. D 2 % Chromat. |
1,2,3,4,-tetrachlorobenzene
A
para-dichlorobenzene
B
chlorobenzene
C
1,2-dichloro-benzene
D
1,3-Dichlorobenzene
E
1,2,4-Trichlorobenzene
F
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol; acetonitrile at 40℃; for 1.3h; Product distribution; tetrahydro derivative of (2,12-dimethyl-3,7,11,17-tetraazabicyclo<11.3.1>heptadeca-1(17),2,11,13,15-pentaene)nickel(II) bis(tetrafluoroborate); other catalysts and solvents; other tetra-, tri- and dichlorobenzenes; with cumene; NH2OH*H2O used a reductor; |
1,2,3,4,-tetrachlorobenzene
A
1,2,4-Trichlorobenzene
B
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
In acetonitrile at 40℃; Product distribution; Mechanism; Quantum yield; Irradiation; in the presence of triethylamine; | A 80.12 % Chromat. B 19.88 % Chromat. |
With triethylamine; zinc sulfide In N,N-dimethyl-formamide Quantum yield; Further Variations:; Catalysts; UV-irradiation; |
1,2,3-trichloro-4-iodobenzene
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
With sodium methylate In methanol; dimethyl sulfoxide at 50.1℃; Rate constant; |
1,2-dichloro-benzene
benzene
A
para-dichlorobenzene
B
chlorobenzene
C
1,3-Dichlorobenzene
D
1,2,4-Trichlorobenzene
E
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
PdCl2/C at 400℃; Mechanism; Product distribution; effect of different metal chloride catalyst supported on activated charcoal; effect of other carriers; |
benzene
A
para-dichlorobenzene
B
1,2-dichloro-benzene
C
1,2,4-Trichlorobenzene
D
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
With potassium chloride; cobalt(III) acetate; trifluoroacetic acid at 25℃; for 168h; Product distribution; 1 - 5 d, various ratio of Co(CH3COO)3, KCl and benzene; |
chlorobenzene
A
para-dichlorobenzene
B
1,2-dichloro-benzene
C
1,3-Dichlorobenzene
D
1,2,3-trichlorobenzene
E
benzene
Conditions | Yield |
---|---|
With iron(II,III) oxide In cyclohexane at 224.9 - 349.9℃; Product distribution; other polychlorobenzenes, var. temp. and solv.; |
pentachlorobenzene
A
1,2,4,5-tetrachlorobenzene
B
1,2,3,4,-tetrachlorobenzene
C
1,2,4-Trichlorobenzene
D
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
With sodium tetrahydroborate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran for 90h; Product distribution; Ambient temperature; various highly chlorinated benzenes under different reaction conditions; |
iron(III) chloride
1,2-dichloro-benzene
A
1,3,5-trichlorobenzene
B
1,2,4-Trichlorobenzene
C
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
at 135 - 188℃; Chlorierung; |
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
With sodium hydroxide at 20℃; |
ethyl 2-hydroxyacetate
1,2,3-trichlorobenzene
(dichloro-2,3 phenoxy)acetate d'ethyle
Conditions | Yield |
---|---|
Stage #1: ethyl 2-hydroxyacetate With potassium methanolate at 30℃; Stage #2: 1,2,3-trichlorobenzene at 100℃; | 99.1% |
Conditions | Yield |
---|---|
Stage #1: isopropyl glycolate With sodium isopropylate at 50℃; Stage #2: 1,2,3-trichlorobenzene at 110℃; | 98.9% |
1,2,3-trichlorobenzene
A
4-nitro-1,2,3-trichlorobenzene
B
3,4,5-trichloronitrobenzen
Conditions | Yield |
---|---|
With nitric acid at 35℃; for 1h; Yields of byproduct given; | A 98.1% B n/a |
With Nitrogen dioxide; ozone at 0 - 5℃; for 1.5h; Yield given. Yields of byproduct given; | |
With sulfuric acid; nitric acid at 80 - 85℃; for 2h; Yield given. Yields of byproduct given; |
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
With IrH2(Bpin){κ3-P,O,P-[9,9-dimethyl-4,5-bis(diisopropylphosphino)xanthene]}; cyclohexene at 110℃; for 18h; Inert atmosphere; Glovebox; | 98% |
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In neat (no solvent) at 80℃; for 2h; Inert atmosphere; Sealed tube; | 91% |
With (η5-indenyl)(η4-1,5-cyclooctadiene)iridium(I); 1,2-bis(dimethylphosphanyl)ethane In cyclohexane at 150℃; for 3h; | |
(Ind)Ir(COD); 1,2-bis(dimethylphosphanyl)ethane In cyclohexane at 150℃; for 3h; |
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% |
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; | 97% |
4-trifluoromethylphenylboronic acid
1,2,3-trichlorobenzene
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; | 96% |
3-methoxyphenylboronic acid
1,2,3-trichlorobenzene
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% |
1,2,3-trichlorobenzene
1-bromo-2,3,4-trichlorobenzene
Conditions | Yield |
---|---|
With N-Bromosuccinimide; sulfuric acid at 10 - 30℃; for 0.5h; Temperature; | 93.5% |
With 1,3,5-tribromo-1,3,5-triazinane-2,4,6-trione In trifluoroacetic acid at 20℃; for 0.5h; | 68% |
With bromine; iron In tetrachloromethane at 100℃; for 18h; Reagent/catalyst; Temperature; Solvent; | 1.68 g |
1,2,3-trichlorobenzene
A
1,2,3-trichloro-4,6-dinitrobenzene
B
1,2,3-trichloro-4,5-dinitro-benzene
Conditions | Yield |
---|---|
With Concentrated HNO3; sulfuric acid | A 93% B n/a |
4-tert-butylphenylboronic acid
1,2,3-trichlorobenzene
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% |
Conditions | Yield |
---|---|
Stage #1: 1,2,3-trichlorobenzene With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; cyclohexane at -75℃; for 0.75h; Stage #2: carbon dioxide In tetrahydrofuran; cyclohexane | 90% |
chloro-trimethyl-silane
1,2,3-trichlorobenzene
trimethyl(2,3,4-trichlorophenyl)silane
Conditions | Yield |
---|---|
Stage #1: 1,2,3-trichlorobenzene With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -75℃; for 2h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane | 89% |
sodium isopropanethiolate
1,2,3-trichlorobenzene
1,2,3-tris(isopropylthio)benzene
Conditions | Yield |
---|---|
In N,N,N,N,N,N-hexamethylphosphoric triamide at 100℃; for 3h; | 88% |
Conditions | Yield |
---|---|
With 1-[2-(diphenylphosphino)phenyl]ethanol; bis(acetylacetonate)nickel(II) In diethyl ether at 20℃; for 24h; | 87% |
Stage #1: para-methylphenylmagnesium bromide; 1,2,3-trichlorobenzene; 1-[2-(diphenylphosphino)phenyl]ethanol; bis(acetylacetonate)nickel(II) In diethyl ether for 24h; Stage #2: With methanol In diethyl ether Product distribution / selectivity; | 85% |
1,2,3-trichlorobenzene
4-nitro-1,2,3-trichlorobenzene
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid In 1,2-dichloro-ethane at 50 - 60℃; for 2.5h; | 86% |
With nitric acid | |
With nitric acid In sulfuric acid; ethyl acetate |
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; | 82% |
trichlorofluoromethane
1,2,3-trichlorobenzene
4,5,6-trichloro-1,3-bis(trifluoromethyl)benzene
Conditions | Yield |
---|---|
With aluminium trichloride 1a) 8 h, r.t., 1b) 16 h, -10 deg C; 2) repetition of the procedure; | 80% |
1,2,3-trichlorobenzene
6-chloro-5-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In sulfolane at 100℃; for 3h; Temperature; | 77.3% |
octylmagnesium bromide
1,2,3-trichlorobenzene
2-Chloro-1,3-di-n-octylbenzene
Conditions | Yield |
---|---|
1,2-bis(diphenylphosphino)ethane nickel(II) chloride In diethyl ether for 72h; Heating; | 71% |
trichlorofluoromethane
1,2,3-trichlorobenzene
A
2,3,4-trichloro-1-(trifluoromethyl)benzene
B
4,5,6-trichloro-1,3-bis(trifluoromethyl)benzene
Conditions | Yield |
---|---|
With aluminium trichloride for 4h; Ambient temperature; | A 61% B 5.5% |
1,2,3-trichlorobenzene
(η(5)-2,4-cyclopentadien-1-yl)(η(6)-1,2,3-trichlorobenzene)ruthenium hexafluorophosphate
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane N2-atmosphere; refluxing Ru-complex with 0.84 equiv. of benzene derivative for 14-18 h; solvent removal, treatment with hexanes, chromy. (Al2O3, CH2Cl2/hexanes=1:1, CH2Cl2, CH2Cl2/EtOH=49:1); can be recrystallized (Me2CO/Et2O); | 61% |
Conditions | Yield |
---|---|
In neat (no solvent) absence of light, (NBu4)2(B12H12) and excess 1,2,3-C6H3Cl3 heated at 180°C for 4 h; cooling, excess 1,2,3-C6H3Cl3 removed with ether, residue dissolved in CH2Cl2, addn. of alc. Cs-acetate, pptn. of Cs2(1-(m,p,m-Cl3H6H2)B12H11); recrystn. from hot water; elem. anal.; | 60% |
Conditions | Yield |
---|---|
Stage #1: morpholine With lithium hexamethyldisilazane In tetrahydrofuran at 65℃; for 0.166667h; Sealed tube; Stage #2: 1,2,3-trichlorobenzene In tetrahydrofuran at 65℃; for 22h; Sealed tube; Stage #3: With hydrogenchloride In tetrahydrofuran; water Sealed tube; | 51% |
Conditions | Yield |
---|---|
Stage #1: piperazine; 1,2,3-trichlorobenzene With lithium hexamethyldisilazane In tetrahydrofuran at 65℃; for 22h; Stage #2: With hydrogenchloride In water; acetonitrile | 51% |
Chemical Name: 1,2,3-Trichlorobenzene
IUPAC NAME: 1,2,3-Trichlorobenzene
CAS No.: 87-61-6
EINECS: 201-757-1
RTECS: DC2095000
RTECS Class: Mutagen
Molecular Formula: C6H3Cl3
Molecular Weight: 181.45 g/mol
Melting Point: 51-53 °C(lit.)
Density: 1.448 g/cm3
Flash Point: 126.7 °C
Boiling Point: 221 °C at 760 mmHg
Following is the structure of 1,2,3-Trichlorobenzene (87-61-6):
Product Categories about 1,2,3-Trichlorobenzene (87-61-6) are Organics;Analytical Chemistry;Standard Solution of Volatile Organic Compounds for Water & Soil Analysis;Standard Solutions (VOC);Alpha Sort;Analytical Standards;AromaticsChemical Class;Chemical Class;ChloroVolatiles/ Semivolatiles;Halogenated;TP - TZ;T-ZAlphabetic;Pesticides&Metabolites;Q-ZAlphabetic;Aryl;C6;Halogenated Hydrocarbons
The chemical synonymous of 1,2,3-Trichlorobenzene (87-61-6) are 1,2,3-Trichlorobenzene;1,2,3-Tcb;1,2,3-Trcb;1,2,3-Trichloro-Benzen;1,2,6-Trichlorobenzene;Ai3-15516;benzene,1,2,3-Trichloro-;Trichlorobenzene(non-specificname)
1,2,3-Trichlorobenzene (87-61-6) is mainly used in organic synthesis.
1. | mnt-mus-ipr 250 mg/kg/24H | MUTAEX Mutagenesis. 2 (1987),111. | ||
2. | ipr-mus LD50:1390 mg/kg | MUTAEX Mutagenesis. 2 (1987),111. |
Reported in EPA TSCA Inventory.
Moderately toxic by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic vapors of Cl−.
Hazard Codes:
Xn: Harmful
T: Toxic
Risk Statements about 1,2,3-Trichlorobenzene (87-61-6):
R22 Harmful if swallowed.
R36/37/38 Irritating to eyes, respiratory system and skin.
R50/53 Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements about 1,2,3-Trichlorobenzene (87-61-6):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S29 Do not empty into drains.
S37/39 Wear suitable gloves and eye/face protection.
S57 Use appropriate containment to avoid environmental contamination.
Attentions:
1. Storage: Keep tightly closed. Keep away from heat and open flame. Store in a cool dry place.
2. Handling: Avoid ingestion and inhalation. Wash thoroughly after handling. Use only in a well ventilated area. Avoid breathing dust, vapor, mist, or gas. Keep container tightly closed. Do not get on skin or in eyes. Wash clothing before reuse.
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