Product Name

  • Name

    2,5-Dichlorophenol

  • EINECS 209-520-4
  • CAS No. 583-78-8
  • Article Data65
  • CAS DataBase
  • Density 1.458 g/cm3
  • Solubility 3 g/L (20 °C) in water
  • Melting Point 54-57 °C(lit.)
  • Formula C6H4Cl2O
  • Boiling Point 214.621 °C at 760 mmHg
  • Molecular Weight 163.003
  • Flash Point 99.969 °C
  • Transport Information UN 2020 6.1/PG 3
  • Appearance white to light brown crystals
  • Safety 26-36/37/39-45-61-37/39
  • Risk Codes 22-34-51/53-36/38
  • Molecular Structure Molecular Structure of 583-78-8 (2,5-Dichlorophenol)
  • Hazard Symbols CorrosiveC, DangerousN, HarmfulXn
  • Synonyms 2,5-DCP;NSC 6296;
  • PSA 20.23000
  • LogP 2.69900

Synthetic route

2,5-dichloroanisole
1984-58-3

2,5-dichloroanisole

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
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%
1,2,4-Trichlorobenzene
120-82-1

1,2,4-Trichlorobenzene

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
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℃;
2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite In water86%
Diazotization;
With sulfuric acid; sodium nitrite at 20℃; Diazotization.kochen mit Wasser;
2-bromo-1,4-dichlorobenzene
1435-50-3

2-bromo-1,4-dichlorobenzene

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
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
1984-58-3

2,5-dichloroanisole

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

1-chloro-2,4-dimethoxybenzene
7051-13-0

1-chloro-2,4-dimethoxybenzene

Conditions
ConditionsYield
With sodium methylate In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃;A 83%
B 8%
para-dichlorobenzene
106-46-7

para-dichlorobenzene

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
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%
3-monochlorophenol
108-43-0

3-monochlorophenol

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

3,4-dichlorophenol
95-77-2

3,4-dichlorophenol

Conditions
ConditionsYield
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
67-56-1

methanol

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

1,2,4-Trichlorobenzene

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

3,4-dichlorophenol
95-77-2

3,4-dichlorophenol

C

1,3-dichloro-4-methoxybenzene
553-82-2

1,3-dichloro-4-methoxybenzene

D

2,5-dichloroanisole
1984-58-3

2,5-dichloroanisole

E

2,4-dichlorophenol
120-83-2

2,4-dichlorophenol

F

3,4-dichloroanisole
36404-30-5

3,4-dichloroanisole

Conditions
ConditionsYield
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
319-94-8

(36/45)-1,3,4,5,6-pentachlorocyclohexene

A

3,5-dichlorophenol
591-35-5

3,5-dichlorophenol

B

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

C

3,4-dichlorophenol
95-77-2

3,4-dichlorophenol

D

2,6-dichloro-2,5-cyclohexadiene-1,4-diol

2,6-dichloro-2,5-cyclohexadiene-1,4-diol

2,5-dichloro-2,5-cyclohexadiene-1,4-diol

2,5-dichloro-2,5-cyclohexadiene-1,4-diol

C6H6Cl4O

C6H6Cl4O

C6H6Cl4O

C6H6Cl4O

C6H7Cl3O2

C6H7Cl3O2

Conditions
ConditionsYield
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
305-15-7

(2,5-dichlorophenyl)hydrazine

A

para-dichlorobenzene
106-46-7

para-dichlorobenzene

B

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

C

2-(2,5-dichlorophenyl)pyridine
4381-30-0

2-(2,5-dichlorophenyl)pyridine

D

4-(2,5-Dichloro-phenyl)-pyridine
4467-14-5

4-(2,5-Dichloro-phenyl)-pyridine

Conditions
ConditionsYield
With KO2 In pyridine for 10h; Ambient temperature; Further byproducts given;A 59%
B 2%
C n/a
D n/a
2,5-dichloroanisole
1984-58-3

2,5-dichloroanisole

sodium methylate
124-41-4

sodium methylate

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

1-chloro-2,4-dimethoxybenzene
7051-13-0

1-chloro-2,4-dimethoxybenzene

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 1h;A n/a
B 8%
3-monochlorophenol
108-43-0

3-monochlorophenol

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

2,8-dichlorodibenzofuran
58802-21-4

2,8-dichlorodibenzofuran

C

1,7-dichlorodibenzofuran

1,7-dichlorodibenzofuran

D

1,9-dichlorodibenzofuran

1,9-dichlorodibenzofuran

Conditions
ConditionsYield
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
108-43-0

3-monochlorophenol

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

2,8-dichlorodibenzofuran
58802-21-4

2,8-dichlorodibenzofuran

C

2,3,4,6-tetrachlorophenol
58-90-2

2,3,4,6-tetrachlorophenol

D

1,7-dichlorodibenzofuran

1,7-dichlorodibenzofuran

Conditions
ConditionsYield
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
108-43-0

3-monochlorophenol

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

3,4-dichlorophenol
95-77-2

3,4-dichlorophenol

C

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

D

1,7-dichlorodibenzofuran

1,7-dichlorodibenzofuran

Conditions
ConditionsYield
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
108-43-0

3-monochlorophenol

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

3,4-dichlorophenol
95-77-2

3,4-dichlorophenol

C

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

D

2,4,5-trichlorophenol
95-95-4

2,4,5-trichlorophenol

Conditions
ConditionsYield
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
29682-41-5

2,5-dichloroiodobenzene

sodium methylate
124-41-4

sodium methylate

A

para-dichlorobenzene
106-46-7

para-dichlorobenzene

B

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

C

2,5-dichloroanisole
1984-58-3

2,5-dichloroanisole

Conditions
ConditionsYield
at 180℃;
2,5-dichloroiodobenzene
29682-41-5

2,5-dichloroiodobenzene

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
With methanol; sodium methylate at 180℃;
1,4-dichloro-2-fluorobenzene
348-59-4

1,4-dichloro-2-fluorobenzene

sodium methylate
124-41-4

sodium methylate

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

1,4-dichloro-2-fluorobenzene
348-59-4

1,4-dichloro-2-fluorobenzene

sodium methylate
124-41-4

sodium methylate

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

2,5-dichloroanisole
1984-58-3

2,5-dichloroanisole

Conditions
ConditionsYield
at 180℃;
1,4-dichloro-2-fluorobenzene
348-59-4

1,4-dichloro-2-fluorobenzene

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
With methanol; sodium methylate at 180℃;
With sodium methylate
2-amino-5-chlorophenol
28443-50-7

2-amino-5-chlorophenol

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuCl in wss. HCl;
methanol
67-56-1

methanol

sodium methylate
124-41-4

sodium methylate

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

1,2,4-Trichlorobenzene

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
at 180℃; im Rohr;
sodium methylate
124-41-4

sodium methylate

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

1,2,4-Trichlorobenzene

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
at 180℃;
1-(2,5-dichlorophenoxy)silatrane
90963-30-7

1-(2,5-dichlorophenoxy)silatrane

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 24.9℃; Rate constant;
uridine 3'-(2,5-dichlorophenyl) phosphate
115142-05-7

uridine 3'-(2,5-dichlorophenyl) phosphate

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

uridine 2',3'-cyclic phosphate
606-02-0

uridine 2',3'-cyclic phosphate

Conditions
ConditionsYield
1H-imidazole at 25℃; Rate constant; other catalyst;
2,5-dichlorophenol acetate
30124-46-0

2,5-dichlorophenol acetate

N-butylamine
109-73-9

N-butylamine

A

N-butylacetamide
1119-49-9

N-butylacetamide

B

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
With (1,4,7,10-tetraoxacyclododecane) In chlorobenzene at 25℃; Rate constant; also with 18-crown-6;
In acetonitrile at 25℃; Kinetics;
soil organic matter

soil organic matter

A

2,6-Dichlorophenol
87-65-0

2,6-Dichlorophenol

B

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

C

2,4-dichlorophenol
120-83-2

2,4-dichlorophenol

Conditions
ConditionsYield
With sodium chloride for 8766h; Chlorination; Formation of xenobiotics;
1,2,4-Trichlorobenzene
120-82-1

1,2,4-Trichlorobenzene

methanolic NaOH-solution

methanolic NaOH-solution

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
at 180 - 190℃;
1,2,4-Trichlorobenzene
120-82-1

1,2,4-Trichlorobenzene

steam

steam

copper /silica gel

copper /silica gel

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
at 500 - 600℃;
1,2,4-Trichlorobenzene
120-82-1

1,2,4-Trichlorobenzene

steam

steam

iron /silica gel

iron /silica gel

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

Conditions
ConditionsYield
at 500 - 600℃;
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

propargyl bromide
106-96-7

propargyl bromide

1,4-dichloro-2-(2-propynyloxy)benzene
15945-66-1

1,4-dichloro-2-(2-propynyloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran100%
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;
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

4-fluoro-3-formylbenzonitrile
146137-79-3

4-fluoro-3-formylbenzonitrile

C14H7Cl2NO2
1351861-89-6

C14H7Cl2NO2

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 50℃; for 4h;100%
With potassium carbonate In dimethyl sulfoxide at 50℃; for 4h;100%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

C8H8Cl2O2

C8H8Cl2O2

Conditions
ConditionsYield
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
583-78-8

2,5-dichlorophenol

3-methoxycarbonylbenzyl bromide
1129-28-8

3-methoxycarbonylbenzyl bromide

methyl 3-[(2,5-dichlorophenoxy)methyl]benzoate
1018446-56-4

methyl 3-[(2,5-dichlorophenoxy)methyl]benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃;99%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

1,4-dichloro-2-(trimethylsilyloxy)benzene

1,4-dichloro-2-(trimethylsilyloxy)benzene

Conditions
ConditionsYield
at 170℃; for 1h;98%
perfluoropropylene
116-15-4

perfluoropropylene

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

1,1,2,3,3,3-hexafluoropropoxy-2,5-dichlorobenzene
1026364-35-1

1,1,2,3,3,3-hexafluoropropoxy-2,5-dichlorobenzene

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide at 25℃; under 2250.23 Torr; Solvent; Reagent/catalyst; Temperature; Pressure;97.7%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

4,6-dichloro-2-(methylsulfonyl)pyrimidine
4489-34-3

4,6-dichloro-2-(methylsulfonyl)pyrimidine

4,6-dichloro-2-(2,5-dichlorophenoxy)pyrimidine

4,6-dichloro-2-(2,5-dichlorophenoxy)pyrimidine

Conditions
ConditionsYield
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%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

C22H22Cl2OSi

C22H22Cl2OSi

Conditions
ConditionsYield
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%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

allyl bromide
106-95-6

allyl bromide

2-(allyloxy)-1,4-dichlorobenzene
116435-13-3

2-(allyloxy)-1,4-dichlorobenzene

Conditions
ConditionsYield
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
583-78-8

2,5-dichlorophenol

epichlorohydrin
106-89-8

epichlorohydrin

1-(2,5-dichloro-phenoxy)-2,3-epoxypropane
21324-87-8

1-(2,5-dichloro-phenoxy)-2,3-epoxypropane

Conditions
ConditionsYield
Stage #1: 2,5-dichlorophenol With potassium carbonate In acetonitrile at 80℃; for 0.5h;
Stage #2: epichlorohydrin In acetonitrile
96%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

4-methoxyphenyl magnesium bromide
13139-86-1

4-methoxyphenyl magnesium bromide

4-chloro-4'-methoxy-[1,1'-biphenyl]-2-ol
959995-20-1

4-chloro-4'-methoxy-[1,1'-biphenyl]-2-ol

Conditions
ConditionsYield
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
583-78-8

2,5-dichlorophenol

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

1-(2,5-dichloro-phenoxy)-2-fluoro-4-nitro-benzene
908380-84-7

1-(2,5-dichloro-phenoxy)-2-fluoro-4-nitro-benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 150℃;94.7%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

4,5-dichloro-2-chloromethyl-pyridazin-3(2H)-one
51356-03-7

4,5-dichloro-2-chloromethyl-pyridazin-3(2H)-one

4-chloro-5-(2,5-dichlorophenoxy)-2-[(2,5-dichlorophenoxy)-methyl]pyridazin-3(2H)-one
1174278-26-2

4-chloro-5-(2,5-dichlorophenoxy)-2-[(2,5-dichlorophenoxy)-methyl]pyridazin-3(2H)-one

Conditions
ConditionsYield
With potassium carbonate In methanol for 12h; Reflux;94%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

benzyl bromide
100-39-0

benzyl bromide

benzyl-(2,5-dichloro-phenyl)-ether

benzyl-(2,5-dichloro-phenyl)-ether

Conditions
ConditionsYield
With potassium phosphate In N,N-dimethyl-formamide at 50℃; for 8h;93.1%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

acetic anhydride
108-24-7

acetic anhydride

2,5-dichlorophenol acetate
30124-46-0

2,5-dichlorophenol acetate

Conditions
ConditionsYield
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
583-78-8

2,5-dichlorophenol

Tetrafluorophthalonitrile
1835-65-0

Tetrafluorophthalonitrile

4,5-bis(2,5-dichlorophenoxy)-3,6-difluorophthalonitrile
238074-06-1

4,5-bis(2,5-dichlorophenoxy)-3,6-difluorophthalonitrile

Conditions
ConditionsYield
With potassium fluoride In acetone at -5 - 0℃;92.4%
With potassium fluoride In acetone at -1 - 20℃;72.7%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

A

4-bromo-2,5-dichlorophenol
1940-42-7

4-bromo-2,5-dichlorophenol

B

2,4-dibromo-3,6-dichlorophenol
13664-63-6

2,4-dibromo-3,6-dichlorophenol

Conditions
ConditionsYield
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
583-78-8

2,5-dichlorophenol

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

1,4-dichloro-2-(4-nitrophenoxy)benzene
39145-48-7

1,4-dichloro-2-(4-nitrophenoxy)benzene

Conditions
ConditionsYield
With potassium hydroxide; sodium hydroxide88%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

ethyl 4-chloropyrimidine-5-carboxylate
41103-17-7

ethyl 4-chloropyrimidine-5-carboxylate

ethyl 4-(2,5-dichlorophenoxy)pyrimidine-5-carboxylate
1315469-71-6

ethyl 4-(2,5-dichlorophenoxy)pyrimidine-5-carboxylate

Conditions
ConditionsYield
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
583-78-8

2,5-dichlorophenol

di-isopropyl azodicarboxylate
2446-83-5

di-isopropyl azodicarboxylate

A

4-bromo-2,5-dichlorophenol
1940-42-7

4-bromo-2,5-dichlorophenol

B

bis(1-methylethyl) 1,2-hydrazinedicarboxylate
19740-72-8

bis(1-methylethyl) 1,2-hydrazinedicarboxylate

Conditions
ConditionsYield
With ZrBr4 In dichloromethane at 20℃; for 8h;A 87%
B n/a
hydratropic acid
492-37-5, 2328-24-7

hydratropic acid

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

2,5-dichlorophenyl 2-phenylpropanoate
1308678-98-9

2,5-dichlorophenyl 2-phenylpropanoate

Conditions
ConditionsYield
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%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

N,N-diethylcarbamyl chloride
88-10-8

N,N-diethylcarbamyl chloride

O-2,5-dichlorophenyl N,N-diethylcarbamate

O-2,5-dichlorophenyl N,N-diethylcarbamate

Conditions
ConditionsYield
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;
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

2,3-dichloro-4-iodophenol
7587-15-7

2,3-dichloro-4-iodophenol

Conditions
ConditionsYield
With silver(II) sulfate; iodine In dichloromethane for 24h;86%
With iodine; silver sulfate In dichloromethane56%
With iodine; silver sulfate; sodium thiosulfate In dichloromethane; water
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

methyl (2R)-N-benzyloxycarbonylisoserinate
187333-95-5

methyl (2R)-N-benzyloxycarbonylisoserinate

methyl (2S)-3-{[(benzyloxy)carbonyl]amino}-2-(2,5-dichlorophenoxy)propanoate

methyl (2S)-3-{[(benzyloxy)carbonyl]amino}-2-(2,5-dichlorophenoxy)propanoate

Conditions
ConditionsYield
With di-tert-butyl-diazodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h;86%
2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

1,4-dichloro-2-(4-nitrophenoxy)benzene
39145-48-7

1,4-dichloro-2-(4-nitrophenoxy)benzene

Conditions
ConditionsYield
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
358-23-6

trifluoromethylsulfonic anhydride

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

2,5-dichloro-1-trifluoromethanesulfonyloxybenzene
556112-21-1

2,5-dichloro-1-trifluoromethanesulfonyloxybenzene

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 22h;85%
With pyridine In dichloromethane at 20℃;77%

2,5-DICHLOROPHENOL Chemical Properties

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 Uses

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.

2,5-DICHLOROPHENOL Production

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.

2,5-DICHLOROPHENOL Toxicity Data With Reference

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.
mouseLD50oral946mg/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.
ratLD50oral580mg/kg (580mg/kg) National Technical Information Service. Vol. PB85-143766,

2,5-DICHLOROPHENOL Consensus Reports

Reported in EPA TSCA Inventory.

2,5-DICHLOROPHENOL Safety Profile

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.

2,5-DICHLOROPHENOL Specification

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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