Conditions | Yield |
---|---|
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 240h; Heating; | 100% |
With [bis(acetoxy)iodo]benzene In tetrahydrofuran at 20℃; for 4h; Green chemistry; | 77% |
Conditions | Yield |
---|---|
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 48h; Heating; | 100% |
2,4-dichlorobenzaldoxime
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 145h; Heating; | 98% |
2-bromo-4,6-dichlorobenzoic acid
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With zinc In sodium hydroxide at 25℃; for 2h; | 98% |
Conditions | Yield |
---|---|
With dihydrogen peroxide for 0.0361111h; Microwave irradiation; | 96% |
With selenium(IV) oxide; dihydrogen peroxide In tetrahydrofuran for 18h; Heating; | 94% |
With polysterene-bound phenylseleninic acid; dihydrogen peroxide In tetrahydrofuran for 12h; Heating; | 93% |
2-oxo-2-(2,4-dichlorophenyl)ethanal
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With pyrrolidine; dihydrogen peroxide In toluene at 25℃; for 2h; | 96% |
With iodine; dimethyl sulfoxide at 180℃; for 0.0833333h; Inert atmosphere; Microwave irradiation; | 92% |
2,3-dichlorotoluene
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With hydrogen bromide In water | 95.1% |
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 60℃; | 94% |
2,4-dichloro-3-(triethylsilyl)benzoic acid
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water for 2h; Heating; | 92% |
Conditions | Yield |
---|---|
Stage #1: 1-(2,4-dichlorophenyl)ethan-1-one With tert.-butylhydroperoxide; sodium hydroxide; tungsten(VI) oxide In water at 80℃; for 8h; Stage #2: With hydrogenchloride In water | 92% |
With hydroxylamine hydrochloride; iodine In dimethyl sulfoxide at 100℃; for 5h; | 87% |
With Oxone; trifluoroacetic acid In 1,4-dioxane for 10h; Reflux; Green chemistry; | 80% |
With copper(l) iodide; hydroxylamine hydrochloride; oxygen In dimethyl sulfoxide at 100℃; for 12h; | 60% |
With dihydrogen peroxide In water at 22 - 25℃; for 11688h; |
Conditions | Yield |
---|---|
With Au NCs/TiO2; oxygen; sodium hydroxide In water at 120℃; under 7500.75 Torr; for 6h; Autoclave; Green chemistry; | 91.7% |
With oxygen; sodium hydroxide In water at 90℃; for 16h; Catalytic behavior; | 87% |
With potassium hydroxide In 1,3,5-trimethyl-benzene at 160℃; for 3h; Inert atmosphere; | 79% |
Conditions | Yield |
---|---|
With sulfuric acid at 125 - 130℃; for 2h; | 91% |
With sulfuric acid |
ethyl 2,4-dichlorobenzoate
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With aluminium(III) iodide In acetonitrile for 0.5h; Heating; | 90% |
Conditions | Yield |
---|---|
Stage #1: 2,4-dichlorotoluene With tert.-butylhydroperoxide; sodium hydroxide; tungsten(VI) oxide In water at 80℃; for 10h; Stage #2: With hydrogenchloride In water | 83% |
With sodium bromate; sulfuric acid; sodium bromide In water at 100℃; for 7h; Irradiation; | 82% |
With manganese(IV) oxide; sulfuric acid at 80℃; |
methanol
2,4-dichlorobenzaldeyhde
A
2,4 dichlorobenzoic acid
B
methyl 2,4-dichlorobenzoate
Conditions | Yield |
---|---|
With dihydrogen peroxide; magnesium chloride at 65℃; for 40h; | A n/a B 82% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide at 100℃; for 5h; | 80% |
(2,4-dichlorophenyl)methanol
A
2,4 dichlorobenzoic acid
B
2,4-dichlorobenzaldeyhde
Conditions | Yield |
---|---|
With peracetic acid; C24H29INO5 In acetic acid at 30℃; for 48h; | A 78% B 13% |
With CpMo(CO)3(CCPh); dihydrogen peroxide In water at 80℃; for 8h; chemoselective reaction; | |
With dihydrogen peroxide at 70℃; Catalytic behavior; Reagent/catalyst; Temperature; | |
With oxygen; potassium carbonate In water at 90℃; Catalytic behavior; | A 52 %Chromat. B 10 %Chromat. |
2,4-dichlorobenzaldehyde, dimethylhydrazone
A
2,4 dichlorobenzoic acid
B
2,4-dichlorobenzylnitrile
Conditions | Yield |
---|---|
With dihydrogen peroxide; poly(bis-9,10-anthracenyl)diselenide In tert-butyl alcohol at 55℃; for 6h; | A 7% B 77% |
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In toluene at 20℃; for 4h; | 75% |
Conditions | Yield |
---|---|
Stage #1: 2,4-dichloro-1-iodo-benzene With copper In tetrahydrofuran at 25℃; for 0.5h; Stage #2: carbon dioxide In tetrahydrofuran for 24h; | 74% |
Conditions | Yield |
---|---|
With water; palladium diacetate; triethylamine; triphenylphosphine In 1,4-dioxane at 110℃; under 11251.1 Torr; for 2h; Flow reactor; | 69% |
2,4-dichlorobenzaldehyde, dimethylhydrazone
A
2,4 dichlorobenzoic acid
B
2,4-dichlorobenzamide
C
2,4-dichlorobenzylnitrile
Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium carbonate; acetonitrile at 55℃; for 23h; | A 19% B 19% C 57% |
(E)-2,4-dichlorobenzaldehyde oxime
acetonitrile
A
2,4 dichlorobenzoic acid
B
2,4-dichlorobenzylnitrile
C
3-(2,4-dichlorophenyl)-5-methyl-1,2,4-oxadiazole
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate at 70℃; for 1h; Yields of byproduct given; | A 11% B n/a C 42% |
2,4-dichlorobenzoyl cyanide
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With sulfuric acid; water at 103℃; for 0.5h; | 40% |
Conditions | Yield |
---|---|
With ethanol |
Conditions | Yield |
---|---|
With copper; copper dichloride; sodium nitrite |
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With potassium permanganate; sodium carbonate |
2,4-dichlorobenzaldeyhde
A
(2,4-dichlorophenyl)methanol
B
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With methanol; sodium methylate at 183℃; | |
With potassium hydroxide | |
With tetrabutylammomium bromide; sodium hydroxide In toluene at 35℃; for 1.08333h; Concentration; |
2,4-dichlorobenzotrichloride
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
beim Verseifen; |
Conditions | Yield |
---|---|
Diazotization.Einw. von CuCl und HCl auf das Diazotierungsprodukt; |
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; | 100% |
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; | 100% |
2,4 dichlorobenzoic acid
4-(2-methylthiazol-4-yl)benzenamine
2,4-dichloro-N-(4-(2-methylthiazol-4-yl)phenyl)benzamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 4h; | 100% |
2,4 dichlorobenzoic acid
5-bromo-2,4-dichloro benzoic acid
Conditions | Yield |
---|---|
With chlorosulfonic acid; bromine; sulfur at 70℃; for 16h; | 99.08% |
With chlorosulfonic acid; bromine; sulfur at 60 - 70℃; for 24h; | 95% |
With chlorosulfonic acid; bromine; sulfur at 70℃; Inert atmosphere; | 94% |
With bromine; sulfur In chlorosulfonic acid at 70℃; Inert atmosphere; | 93% |
With chlorosulphuric acid; bromine; sulfur at 60 - 70℃; |
2,4 dichlorobenzoic acid
p-toluidine
2-[(4-methylphenyl)amino]-5-chlorobenzoic acid
Conditions | Yield |
---|---|
With potassium carbonate; copper In N,N-dimethyl-formamide at 140 - 150℃; | 99% |
With copper(I) sulfate; potassium carbonate; copper(II) sulfate In water for 0.116667h; Ullmann condensation; microwave irradiation; | 95% |
With potassium carbonate; copper(II) sulfate for 0.0333333h; Ullmann condensation; microwave irradiation; | 95% |
Conditions | Yield |
---|---|
copper(I) bromide In N,N-dimethyl-formamide | 99% |
Conditions | Yield |
---|---|
With ammonium formate In water; isopropyl alcohol at 20℃; for 3h; | 99% |
With borane-ammonia complex In water; isopropyl alcohol at 50℃; for 5h; Sealed tube; | 97% |
Stage #1: 2,4 dichlorobenzoic acid With 1,2-disodiotetraphenylethane In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere; Stage #2: With hydrogenchloride In water at 20℃; | > 95 %Spectr. |
2,4 dichlorobenzoic acid
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
Conditions | Yield |
---|---|
In neat (no solvent) at 30℃; Inert atmosphere; Schlenk technique; Glovebox; chemoselective reaction; | 99% |
2-amino-3-methoxybenzoic acid
2,4 dichlorobenzoic acid
2-((2-carboxy-5-chlorophenyl)amino)-3-methoxybenzoic acid
Conditions | Yield |
---|---|
With copper; potassium carbonate In N,N-dimethyl-formamide at 130℃; Ullmann-Goldberg Substitution; | 98.9% |
Stage #1: 2-amino-3-methoxybenzoic acid; 2,4 dichlorobenzoic acid With copper; potassium carbonate In N,N-dimethyl-formamide at 130℃; Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide pH=Ca. 3; | 98.9% |
With copper; potassium carbonate In N,N-dimethyl-formamide at 130℃; | 98.9% |
With copper; potassium carbonate In N,N-dimethyl-formamide at 130℃; Ullmann Condensation; | 98.9% |
2,4 dichlorobenzoic acid
2,4-dichloro-5-nitrobenzoic acid
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 0 - 20℃; | 98% |
With sulfuric acid; nitric acid at 0 - 20℃; for 2h; | 91% |
With sulfuric acid; nitric acid at 0 - 20℃; for 2h; | 91% |
With sulfuric acid; nitric acid at 10℃; |
Conditions | Yield |
---|---|
With potassium carbonate; copper In N,N-dimethyl-formamide at 140 - 150℃; | 98% |
With pentan-1-ol; copper; potassium carbonate | |
With copper; potassium carbonate In pentan-1-ol | |
With copper; potassium carbonate In N,N-dimethyl-formamide Goldberg Reaction; Heating; |
Conditions | Yield |
---|---|
With sulfuric acid Reflux; | 98% |
With potassium carbonate In acetonitrile at 50℃; Sealed tube; Inert atmosphere; Sonication; | 95% |
Acidic conditions; | 88% |
2,4 dichlorobenzoic acid
1-(2,4-dichloro-6-hydroxyphenyl)ethanone
4',6-dichloro-2'-(2,4-dichlorobenzoyloxy)acetophenone
Conditions | Yield |
---|---|
With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h; | 98% |
Conditions | Yield |
---|---|
With sodium bis(2-methoxyethoxy)aluminium dihydride In diethyl ether at 20℃; for 1h; Temperature; Reagent/catalyst; Solvent; | 97% |
With lithium aluminium tetrahydride In tetrahydrofuran Heating; | |
With sodium hydroxide; polymethylhydrosiloxane; tetrabutyl ammonium fluoride 1.) THF, room t., 2.) THF; Yield given. Multistep reaction; | |
Multi-step reaction with 2 steps 1: neat (no solvent) / 30 °C / Inert atmosphere; Schlenk technique; Glovebox 2: silica gel / methanol / 3 h / 60 °C / Inert atmosphere View Scheme |
2,4 dichlorobenzoic acid
ethanolamine
4-chloro-2-[(2-hydroxyethyl)amino]benzoic acid
Conditions | Yield |
---|---|
97% |
2,4 dichlorobenzoic acid
2-bromothiophene-5-sulfonyl azide
2,4-dichloro-N-[(5-bromo-2-thienyl)sulfonyl]benzenecarboxamide
Conditions | Yield |
---|---|
With 2-chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane; triethylamine In chlorobenzene at 20 - 130℃; for 12h; chemoselective reaction; | 97% |
With dicobalt octacarbonyl; tert-butylisonitrile In acetonitrile at 80℃; for 4h; | 76% |
With dicobalt octacarbonyl; tert-butylisonitrile In acetonitrile at 80℃; for 4h; | 76% |
Conditions | Yield |
---|---|
With D-galacturonic acid; potassium carbonate; copper(I) bromide In water; dimethyl sulfoxide at 80 - 100℃; Inert atmosphere; Green chemistry; | 97% |
2,4 dichlorobenzoic acid
4-chloro-aniline
4-chloro-2-(4-chloro-anilino)-benzoic acid
Conditions | Yield |
---|---|
With potassium carbonate; copper In N,N-dimethyl-formamide at 140 - 150℃; | 96% |
With copper; potassium carbonate; butan-1-ol | |
With copper; potassium carbonate In i-Amyl alcohol for 3h; Heating; | |
With copper; potassium carbonate; butan-1-ol | |
With copper; potassium carbonate; butan-1-ol |
Conditions | Yield |
---|---|
With phosphoric acid di-Et ester 2-phenylbenzimidazol-1-yl ester In N,N-dimethyl-formamide at 20℃; for 0.583333h; | 96% |
Conditions | Yield |
---|---|
With pyridine; oxalyl dichloride In toluene at 60℃; | 95.5% |
With thionyl chloride at 100 - 135℃; | |
With phosphorus pentachloride |
1,3-bis((E)-2-(pyridin-4-yl)vinyl)benzene
2,4 dichlorobenzoic acid
Conditions | Yield |
---|---|
With methanol; nitric acid In water; N,N-dimethyl-formamide at 140℃; for 5h; Sealed tube; | 95.3% |
Conditions | Yield |
---|---|
With pyridine; water; potassium carbonate; copper for 0.25h; sonication; | 95% |
With pyridine; copper; potassium carbonate In water for 2h; Heating; | 88% |
With copper(l) iodide; copper; potassium carbonate at 180℃; under 7355.08 Torr; | |
With barium dihydroxide; water; copper at 160 - 170℃; | |
Stage #1: 2,4 dichlorobenzoic acid With sodium carbonate In water at 50 - 75℃; Stage #2: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(II) sulfate at 100℃; for 4h; Stage #3: With hydrogenchloride In water at 20℃; Product distribution / selectivity; |
2,4 dichlorobenzoic acid
2-methoxy-phenylamine
N-(2-Methoxyphenyl)-4-chloroanthranilic acid
Conditions | Yield |
---|---|
With potassium carbonate; copper In N,N-dimethyl-formamide at 140 - 150℃; for 12h; | 95% |
With copper(I) sulfate; potassium carbonate; copper(II) sulfate In water for 0.133333h; Ullmann condensation; microwave irradiation; | 94% |
With potassium carbonate; copper(II) sulfate for 0.0666667h; Ullmann condensation; microwave irradiation; | 94% |
The 2,4-Dichlorobenzoic acid, with the CAS registry number 50-84-0, is a kind of white to slightly yellowish powder. This chemical is soluble in ethanol, diethyl ether, benzene, acetone, chloroform while insoluble in water and normal heptane and it is stable chemically while incompatible with strong oxidizing agents. In addition, its product categories are including Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic acids; C7; Carbonyl Compounds; Carboxylic Acids; Alpha sort; D; DAlphabetic; DIA - DIC; Pesticides&Metabolites.
The physical properties of this chemical are as follows: (1)ACD/LogP: 2.81; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.15; (4)ACD/LogD (pH 7.4): -0.33; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.79; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 26.3; (13)Index of Refraction: 1.598; (14)Molar Refractivity: 42.97 cm3; (15)Molar Volume: 125.8 cm3; (16)Polarizability: 17.03×10-24 cm3; (17)Surface Tension: 53.9 dyne/cm; (18)Density: 1.517 g/cm3; (19)Flash Point: 141 °C; (20)Enthalpy of Vaporization: 58.1 kJ/mol; (21)Boiling Point: 309.5 °C at 760 mmHg; (22)Vapour Pressure: 0.000275 mmHg at 25°C; (23)Exact Mass: 189.958835; (24)MonoIsotopic Mass: 189.958835; (25)Topological Polar Surface Area: 37.3; (26)Heavy Atom Count: 11; (27)Complexity: 161.
Use of this chemical: 2,4-dichloro-benzoic acid could react to produce 2-amino-4-chloro-benzoic acid. This reaction could happen in the presence of the reagent of copper powder & ammonia, and it needs the reaction temperature of 120 ℃.
Production method of this chemical: 2,4-dichloro-benzaldehyde could react to produce 2,4-dichloro-benzoic acid. This reaction could happen in the presence of the reagent of sodium perborate tetrahydrate and the solvent of acetic acid, and it needs the reaction temperature of 45 - 50 ℃ with the yield of 87 %.
As to its usage, it is widely applied in many ways. It could be used as the intermediate of bacteriacide pyrifenox and also the intermediate of phytocide pyrazoxyfen; It could also be the intermediate of pharmaceutics, dye and pesticide.
When you are dealing with this chemical, you should be much more cautious. For one thing, it is irritant to eyes, respiratory system and skin, which also may cause inflammation to the skin or other mucous membranes. For another thing, it is harmful which may cause damage to health. If swallowed, it will be dangerous. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice, and do remember not to breathe dust.
In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)C(=O)O
(2)InChI: InChI=1S/C7H4Cl2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,(H,10,11)
(3)InChIKey: ATCRIUVQKHMXSH-UHFFFAOYSA-N
Below are the toxicity information of this chemical:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 830mg/kg (830mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Shokuhin Eiseigaku Zasshi. Food Hygiene Journal. Vol. 20, Pg. 332, 1979. |
mouse | LD50 | subcutaneous | 1200mg/kg (1200mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Biochemical Pharmacology. Vol. 13, Pg. 1538, 1964. |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View