Conditions | Yield |
---|---|
With hydrogenchloride; tetrabutylammomium bromide In water at 160℃; under 16501.7 Torr; for 5h; Temperature; Pressure; Reagent/catalyst; Autoclave; Large scale; | 96.8% |
With potassium hydroxide In water at 140℃; under 2625.26 Torr; for 18h; Reagent/catalyst; Pressure; Solvent; Temperature; Autoclave; Large scale; | 96.5% |
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℃; |
Conditions | Yield |
---|---|
With sulfuric acid; sodium nitrite In water | 86% |
Diazotization; | |
With sulfuric acid; sodium nitrite at 20℃; Diazotization.kochen mit Wasser; |
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water at 180℃; under 9000.9 - 9750.98 Torr; for 3h; Temperature; Pressure; | 85.4% |
With methanol; sodium methylate at 180℃; |
2,5-dichloroanisole
A
2,5-dichlorophenol
B
1-chloro-2,4-dimethoxybenzene
Conditions | Yield |
---|---|
With sodium methylate In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; | A 83% B 8% |
Conditions | Yield |
---|---|
With peracetic acid; acetic acid at 30 - 75℃; for 6.5h; Temperature; Reagent/catalyst; | 80.9% |
With vanadia; dihydrogen peroxide; acetic acid at 25 - 50℃; for 5.5h; Reagent/catalyst; Temperature; | 78.2% |
With dihydrogen peroxide; acetic acid at 90℃; Temperature; | 41.9% |
Conditions | Yield |
---|---|
With N-chloro-succinimide; (R)-[1,1′-binaphthalene]-2,2′-diylbis-(diphenylphosphine sulfide) In chloroform-d1 at 20℃; for 2h; regioselective reaction; | A n/a B 71% |
With N-chloro-succinimide; C24H20F12N4OS In chloroform-d1 at 20℃; for 5h; regioselective reaction; | A 76 %Spectr. B n/a |
methanol
1,2,4-Trichlorobenzene
A
2,5-dichlorophenol
B
3,4-dichlorophenol
C
1,3-dichloro-4-methoxybenzene
D
2,5-dichloroanisole
E
2,4-dichlorophenol
F
3,4-dichloroanisole
Conditions | Yield |
---|---|
With water; sodium hydroxide at 190℃; for 1.5h; Autoclave; | A 64.6% B n/a C n/a D n/a E n/a F n/a |
With water; sodium hydroxide at 190℃; for 1.5h; Sealed tube; regioselective reaction; |
(36/45)-1,3,4,5,6-pentachlorocyclohexene
A
3,5-dichlorophenol
B
2,5-dichlorophenol
C
3,4-dichlorophenol
Conditions | Yield |
---|---|
With recombinant Sphingobium indicum B90A haloalkane dehalogenase LinB; water at 30℃; pH=7; aq. phosphate buffer; Enzymatic reaction; | A 0.7% B 13% C 0.7% D 3.7% E 17% F 62% G 0.9% H 1.4% |
(2,5-dichlorophenyl)hydrazine
A
para-dichlorobenzene
B
2,5-dichlorophenol
C
2-(2,5-dichlorophenyl)pyridine
D
4-(2,5-Dichloro-phenyl)-pyridine
Conditions | Yield |
---|---|
With KO2 In pyridine for 10h; Ambient temperature; Further byproducts given; | A 59% B 2% C n/a D n/a |
2,5-dichloroanisole
sodium methylate
A
2,5-dichlorophenol
B
1-chloro-2,4-dimethoxybenzene
Conditions | Yield |
---|---|
In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 1h; | A n/a B 8% |
Conditions | Yield |
---|---|
With oxygen; silica gel; copper dichloride at 425℃; Formation of xenobiotics; Further byproducts.; | A 0.11% B 0.3679% C 2.9331% D 0.0698% |
3-monochlorophenol
A
2,5-dichlorophenol
B
2,8-dichlorodibenzofuran
C
2,3,4,6-tetrachlorophenol
Conditions | Yield |
---|---|
With oxygen; silica gel; copper dichloride at 400℃; Formation of xenobiotics; Further byproducts.; | A 0.128% B 0.0913% C 0.001% D 1.3967% |
3-monochlorophenol
A
2,5-dichlorophenol
B
3,4-dichlorophenol
C
2,3-dichlorophenol
Conditions | Yield |
---|---|
With oxygen; silica gel; copper dichloride at 350℃; Formation of xenobiotics; Further byproducts.; | A 0.227% B 0.027% C 0.051% D 0.115% |
With oxygen; silica gel; copper dichloride at 375℃; Formation of xenobiotics; Further byproducts.; | A 0.139% B 0.019% C 0.032% D 0.2629% |
3-monochlorophenol
A
2,5-dichlorophenol
B
3,4-dichlorophenol
C
2,3-dichlorophenol
D
2,4,5-trichlorophenol
Conditions | Yield |
---|---|
With oxygen; silica gel; copper dichloride at 300℃; Product distribution; Further Variations:; Temperatures; | A 0.262% B 0.044% C 0.061% D 0.021% |
2,5-dichloroiodobenzene
sodium methylate
A
para-dichlorobenzene
B
2,5-dichlorophenol
C
2,5-dichloroanisole
Conditions | Yield |
---|---|
at 180℃; |
2,5-dichloroiodobenzene
2,5-dichlorophenol
Conditions | Yield |
---|---|
With methanol; sodium methylate at 180℃; |
1,4-dichloro-2-fluorobenzene
sodium methylate
A
2,5-dichlorophenol
B
2,5-dichloroanisole
Conditions | Yield |
---|---|
at 180℃; |
Conditions | Yield |
---|---|
With methanol; sodium methylate at 180℃; | |
With sodium methylate |
2-amino-5-chlorophenol
2,5-dichlorophenol
Conditions | Yield |
---|---|
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuCl in wss. HCl; |
methanol
sodium methylate
1,2,4-Trichlorobenzene
2,5-dichlorophenol
Conditions | Yield |
---|---|
at 180℃; im Rohr; |
Conditions | Yield |
---|---|
at 180℃; |
1-(2,5-dichlorophenoxy)silatrane
2,5-dichlorophenol
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water at 24.9℃; Rate constant; |
uridine 3'-(2,5-dichlorophenyl) phosphate
A
2,5-dichlorophenol
B
uridine 2',3'-cyclic phosphate
Conditions | Yield |
---|---|
1H-imidazole at 25℃; Rate constant; other catalyst; |
2,5-dichlorophenol acetate
N-butylamine
A
N-butylacetamide
B
2,5-dichlorophenol
Conditions | Yield |
---|---|
With (1,4,7,10-tetraoxacyclododecane) In chlorobenzene at 25℃; Rate constant; also with 18-crown-6; | |
In acetonitrile at 25℃; Kinetics; |
Conditions | Yield |
---|---|
With sodium chloride for 8766h; Chlorination; Formation of xenobiotics; |
Conditions | Yield |
---|---|
at 180 - 190℃; |
Conditions | Yield |
---|---|
at 500 - 600℃; |
Conditions | Yield |
---|---|
at 500 - 600℃; |
2,5-dichlorophenol
propargyl bromide
1,4-dichloro-2-(2-propynyloxy)benzene
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran | 100% |
With potassium carbonate In acetone; toluene at 20℃; | |
With potassium carbonate In acetone; toluene | |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; |
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 50℃; for 4h; | 100% |
With potassium carbonate In dimethyl sulfoxide at 50℃; for 4h; | 100% |
Conditions | Yield |
---|---|
Stage #1: 2,5-dichlorophenol With sodium hydride In tetrahydrofuran; mineral oil for 1h; Cooling with ice; Stage #2: chloromethyl methyl ether In tetrahydrofuran; mineral oil for 3h; | 99.1% |
2,5-dichlorophenol
3-methoxycarbonylbenzyl bromide
methyl 3-[(2,5-dichlorophenoxy)methyl]benzoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; | 99% |
Conditions | Yield |
---|---|
at 170℃; for 1h; | 98% |
perfluoropropylene
2,5-dichlorophenol
1,1,2,3,3,3-hexafluoropropoxy-2,5-dichlorobenzene
Conditions | Yield |
---|---|
With sodium hydroxide In dimethyl sulfoxide at 25℃; under 2250.23 Torr; Solvent; Reagent/catalyst; Temperature; Pressure; | 97.7% |
Conditions | Yield |
---|---|
Stage #1: 2,5-dichlorophenol With sodium; sodium hydride In tetrahydrofuran at -50℃; for 0.333333h; Stage #2: 4,6-dichloro-2-(methylsulfonyl)pyrimidine In tetrahydrofuran at -50℃; for 2h; | 97% |
Conditions | Yield |
---|---|
Stage #1: 2,5-dichlorophenol With dmap In dichloromethane at -4℃; for 0.5h; Inert atmosphere; Stage #2: tert-butylchlorodiphenylsilane In dichloromethane at -4℃; Inert atmosphere; | 96.8% |
Conditions | Yield |
---|---|
Stage #1: 2,5-dichlorophenol With potassium carbonate In acetone at 20℃; for 0.166667h; Inert atmosphere; Stage #2: allyl bromide In acetone at 60℃; for 4h; | 96% |
With potassium carbonate In acetone at 20℃; for 16h; | 94% |
Stage #1: 2,5-dichlorophenol With potassium carbonate In acetone at 20℃; for 0.166667h; Inert atmosphere; Stage #2: allyl bromide In acetone at 60℃; for 4h; Inert atmosphere; |
2,5-dichlorophenol
epichlorohydrin
1-(2,5-dichloro-phenoxy)-2,3-epoxypropane
Conditions | Yield |
---|---|
Stage #1: 2,5-dichlorophenol With potassium carbonate In acetonitrile at 80℃; for 0.5h; Stage #2: epichlorohydrin In acetonitrile | 96% |
2,5-dichlorophenol
4-methoxyphenyl magnesium bromide
4-chloro-4'-methoxy-[1,1'-biphenyl]-2-ol
Conditions | Yield |
---|---|
With tricyclohexylphosphine; tris(dibenzylideneacetone)dipalladium (0) In tetrahydrofuran at 50℃; for 18h; | 95% |
With tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine In tetrahydrofuran at 50℃; for 18h; | 95% |
2,5-dichlorophenol
3,4-difluoronitrobenzene
1-(2,5-dichloro-phenoxy)-2-fluoro-4-nitro-benzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 150℃; | 94.7% |
2,5-dichlorophenol
4,5-dichloro-2-chloromethyl-pyridazin-3(2H)-one
4-chloro-5-(2,5-dichlorophenoxy)-2-[(2,5-dichlorophenoxy)-methyl]pyridazin-3(2H)-one
Conditions | Yield |
---|---|
With potassium carbonate In methanol for 12h; Reflux; | 94% |
Conditions | Yield |
---|---|
With potassium phosphate In N,N-dimethyl-formamide at 50℃; for 8h; | 93.1% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 60 - 80℃; for 1.5h; | 92.8% |
With lithium bis(perfluorooctylsulfonyl)amide at 40℃; for 40h; Catalytic behavior; | 91% |
With dmap; triethylamine In toluene for 8h; Heating; | 85% |
at 150℃; |
2,5-dichlorophenol
Tetrafluorophthalonitrile
4,5-bis(2,5-dichlorophenoxy)-3,6-difluorophthalonitrile
Conditions | Yield |
---|---|
With potassium fluoride In acetone at -5 - 0℃; | 92.4% |
With potassium fluoride In acetone at -1 - 20℃; | 72.7% |
2,5-dichlorophenol
A
4-bromo-2,5-dichlorophenol
B
2,4-dibromo-3,6-dichlorophenol
Conditions | Yield |
---|---|
With N-Bromosuccinimide; hydrogen bromide In methanol; water for 2h; -20 deg C to room temperature.; Yields of byproduct given; | A n/a B 90.9% |
2,5-dichlorophenol
4-chlorobenzonitrile
1,4-dichloro-2-(4-nitrophenoxy)benzene
Conditions | Yield |
---|---|
With potassium hydroxide; sodium hydroxide | 88% |
2,5-dichlorophenol
ethyl 4-chloropyrimidine-5-carboxylate
ethyl 4-(2,5-dichlorophenoxy)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With caesium carbonate; tetrakis(actonitrile)copper(I) hexafluorophosphate In toluene for 2.5h; Reflux; | 88% |
With caesium carbonate; tetrakis(actonitrile)copper(I) hexafluorophosphate In toluene for 2.5h; Reflux; | 88% |
Stage #1: 2,5-dichlorophenol With sodium hydride In N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: ethyl 4-chloropyrimidine-5-carboxylate In N,N-dimethyl-formamide at 20℃; for 2h; | 55% |
2,5-dichlorophenol
di-isopropyl azodicarboxylate
A
4-bromo-2,5-dichlorophenol
B
bis(1-methylethyl) 1,2-hydrazinedicarboxylate
Conditions | Yield |
---|---|
With ZrBr4 In dichloromethane at 20℃; for 8h; | A 87% B n/a |
hydratropic acid
2,5-dichlorophenol
2,5-dichlorophenyl 2-phenylpropanoate
Conditions | Yield |
---|---|
Stage #1: hydratropic acid With dicyclohexyl-carbodiimide In dichloromethane for 0.25h; Inert atmosphere; Stage #2: 2,5-dichlorophenol In dichloromethane for 12h; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
Stage #1: 2,5-dichlorophenol With sodium hydroxide In tetrahydrofuran for 0.166667h; Stage #2: N,N-diethylcarbamyl chloride In tetrahydrofuran at 20℃; for 24h; | 87% |
Stage #1: 2,5-dichlorophenol With sodium hydroxide In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: N,N-diethylcarbamyl chloride In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; |
Conditions | Yield |
---|---|
With silver(II) sulfate; iodine In dichloromethane for 24h; | 86% |
With iodine; silver sulfate In dichloromethane | 56% |
With iodine; silver sulfate; sodium thiosulfate In dichloromethane; water |
2,5-dichlorophenol
methyl (2R)-N-benzyloxycarbonylisoserinate
Conditions | Yield |
---|---|
With di-tert-butyl-diazodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h; | 86% |
2,5-dichlorophenol
4-Fluoronitrobenzene
1,4-dichloro-2-(4-nitrophenoxy)benzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h; | 86% |
With sodium carbonate In N,N-dimethyl-formamide at 170℃; for 1h; Microwave irradiation; |
trifluoromethylsulfonic anhydride
2,5-dichlorophenol
2,5-dichloro-1-trifluoromethanesulfonyloxybenzene
Conditions | Yield |
---|---|
With pyridine at 0 - 20℃; for 22h; | 85% |
With pyridine In dichloromethane at 20℃; | 77% |
Chemical Name: 2,5-Dichlorophenol
IUPAC NAME: 2,5-dichlorophenol
CAS No.: 583-78-8
EINECS: 209-520-4
RTECS: SK8600000
RTECS Class: Mutagen
EC Class: harmful, irritant
Molecular Formula: C6H4Cl2O
Molecular Weight: 163 g/mol
Density: 1.458 g/cm3
Melting Point: 54-57 °C(lit.)
Flash Point: 100 °C
Boiling Point: 214.6 °C at 760 mmHg
Storage temp.: 0-6°C
Water Solubility: 3 g/L (20 °C )
The white prism crystal,2,5-DICHLOROPHENOL(583-78-8),is stable at room temperature in closed containers under normal storage and handling conditions,but incompatible with acid anhydrides, acid chlorides, strong oxidizing agents.It is slightly soluble in water, soluble in benzene, petroleum ether, ethanol, ethyl ethe.Following is the structure of 2,5-DICHLOROPHENOL(583-78-8):
The chemical synonymous of 2,5-DICHLOROPHENOL(583-78-8) are 2,5-dichloro-pheno;6-HYDROXY-1,4-DICHLOROBENZENE;2,5-DICHLORO-1-HYDROXY-BENZENE;2,5-DICHLOROPHENOL;2,5-DCP;DICHLOROPHENOL-2,5;Dichlorophenol,98%;2,5-DICHLOROPHENOL PESTANAL.
2,5-DICHLOROPHENOL(583-78-8) is mainly used as a medicine, dye intermediates, nitrogenous fertilizer synergist, leather mildew, etc.and it is used as intermediates in organic synthesis.
Product Categories about 2,5-DICHLOROPHENOL(583-78-8) are Aromatic Phenols;Organics;Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles;Chlorine Compounds;Phenols;Alpha sort;D;DAlphabetic;DIA - DIC;Pesticides&Metabolites;Volatiles/ Semivolatiles;Organic Building Blocks;Oxygen Compounds.
1. | sce-mus-ipr 210 mg/kg | JACTDZ Journal of the American College of Toxicology. 2 (2)(1983),249. | ||
2. | orl-rat LD50:580 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB85-143766 . | ||
3. | orl-mus LD50:946 mg/kg | TOLED5 Toxicology Letters. 29 (1985),39. |
mouse | LD50 | oral | 946mg/kg (946mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Toxicology Letters. Vol. 29, Pg. 39, 1985. |
rat | LD50 | oral | 580mg/kg (580mg/kg) | National Technical Information Service. Vol. PB85-143766, |
Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic vapors of Cl−.
Hazard Codes:
C: Corrosive
N: Dangerous for the environment
Xn: Harmful
Risk Statements about 2,5-DICHLOROPHENOL(583-78-8):
R22 Harmful if swallowed.
R34 Causes burns.
R36/38: Irritating to eyes and skin.
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic
Safety Statements about 2,5-DICHLOROPHENOL(583-78-8):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S45 In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61 Avoid release to the environment. Refer to special instructions / safety data sheets.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S37/39: Wear suitable gloves and eye/face protection.
1. Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Do not store in metal containers.
2. Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
3. Personal Protection: Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure.
4. Fire Fighting: Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water spray to keep fire-exposed containers cool. May polymerize explosively when involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Combustible material; may burn but does not ignite readily. Extinguishing media: Use agent most appropriate to extinguish fire. Do NOT get water inside containers. For small fires, use dry chemical, carbon dioxide, or water spray. For large fires, use dry chemical, carbon dioxide, alcohol-resistant foam, or water spray. Cool containers with flooding quantities of water until well after fire is out.
5. Reactivity Profile: 2,5-Dichlorophenol(583-78-8) is incompatible with acid chlorides, acid anhydrides and oxidizing agents.
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