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583-78-8

Basic Information
CAS No.: 583-78-8
Name: 2,5-Dichlorophenol
Article Data: 65
Molecular Structure:
Molecular Structure of 583-78-8 (2,5-Dichlorophenol)
Formula: C6H4Cl2O
Molecular Weight: 163.003
Synonyms: 2,5-DCP;NSC 6296;
EINECS: 209-520-4
Density: 1.458 g/cm3
Melting Point: 54-57 °C(lit.)
Boiling Point: 214.621 °C at 760 mmHg
Flash Point: 99.969 °C
Solubility: 3 g/L (20 °C) in water
Appearance: white to light brown crystals
Hazard Symbols: CorrosiveC, DangerousN, HarmfulXn
Risk Codes: 22-34-51/53-36/38
Safety: 26-36/37/39-45-61-37/39
Transport Information: UN 2020 6.1/PG 3
PSA: 20.23000
LogP: 2.69900
Synthetic route
1984-58-3

2,5-dichloroanisole

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%
120-82-1

1,2,4-Trichlorobenzene

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℃;
95-82-9

2,5 dichloroaniline

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;
1435-50-3

2-bromo-1,4-dichlorobenzene

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℃;
1984-58-3

2,5-dichloroanisole

A

583-78-8

2,5-dichlorophenol

B

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%
106-46-7

para-dichlorobenzene

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%
108-43-0

3-monochlorophenol

A

583-78-8

2,5-dichlorophenol

B

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
67-56-1

methanol

120-82-1

1,2,4-Trichlorobenzene

A

583-78-8

2,5-dichlorophenol

B

95-77-2

3,4-dichlorophenol

C

553-82-2

1,3-dichloro-4-methoxybenzene

D

1984-58-3

2,5-dichloroanisole

E

120-83-2

2,4-dichlorophenol

F

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;
319-94-8

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

A

591-35-5

3,5-dichlorophenol

B

583-78-8

2,5-dichlorophenol

C

95-77-2

3,4-dichlorophenol

D

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

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

C6H6Cl4O

C6H6Cl4O

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%
305-15-7

(2,5-dichlorophenyl)hydrazine

A

106-46-7

para-dichlorobenzene

B

583-78-8

2,5-dichlorophenol

C

4381-30-0

2-(2,5-dichlorophenyl)pyridine

D

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
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Chemistry

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.            

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.

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.

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,

Consensus Reports

Reported in EPA TSCA Inventory.

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.

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.