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2,4-Dichlorophenol
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Name

2,4-Dichlorophenol

 EINECS 204-429-6
CAS No. 120-83-2 Density 1.383 g/cm3
PSA 20.23000 LogP 2.69900
Solubility water: 4.5 g/L (20 °C) Melting Point 42-43 °C(lit.)
Formula C6H4Cl2O Boiling Point 85.7 °C at 760 mmHg
Molecular Weight 163.003 Flash Point 10.5 °C
Transport Information UN 2928 6.1/PG 2 Appearance white to off-white crystalline solid
Safety 26-36/37/39-45-61-36/37-16 Risk Codes 22-24-34-51/53-39/23/24/25-23/24/25-11
Molecular Structure Molecular Structure of 120-83-2 (2,4-Dichlorophenol) Hazard Symbols ToxicT,DangerousN,FlammableF
Synonyms

Phenol, 2,4-dichloro-;4, 6-Dichlorophenol;1-Hydroxy-2,4-dichlorobenzene;NCI-C55345;2,4-Dichloro Phenol;2,4-DCP;2,4- Dichlorophenol (2,4-DCP);

Article Data 169

2,4-Dichlorophenol Synthetic route

108-95-2

phenol

120-83-2

2,4-dichlorophenol

Conditions
ConditionsYield
With sulfuryl dichloride; diphenyl sulfide at -10℃; for 6h; Reagent/catalyst;99.5%
With hydrogenchloride; sulfuryl dichloride; diphenyl sulfide; sulfur dioxide; titanium tetrachloride at 60℃; Reagent/catalyst; Temperature; Large scale;99.5%
Stage #1: phenol With aluminum (III) chloride; Dimethyldisulphide at 50℃; for 0.333333h;
Stage #2: With chlorine Reagent/catalyst; Temperature;		99%
106-48-9

4-chloro-phenol

120-83-2

2,4-dichlorophenol

Conditions
ConditionsYield
With N-chloro-N-(benzenesulfonyl)benzenesulfonamide In acetonitrile at 20 - 25℃; for 0.25h; Green chemistry;99.2%
With 1,3-dichloro-5,5-dimethylhydantoin; diisopropylamine hydrochloride In toluene at 0℃; for 4h; Darkness; regioselective reaction;93%
Stage #1: 4-chloro-phenol In acetonitrile at 80℃; for 0.166667h;
Stage #2: With N-chloro-succinimide In acetonitrile at 80℃; for 8h; regioselective reaction;		76%
17878-30-7

(2,4-dichlorophenoxy)trimethylsilane

120-83-2

2,4-dichlorophenol

Conditions
ConditionsYield
With (Ppyz)Zr(BH4)2Cl2 In diethyl ether for 2h; Heating;98%
With 1,4-diazabicyclo[2.2.2]octane tribromide supported on magnetic Fe3O4 nanoparticles In methanol at 20℃; for 0.0833333h;95%
With caro's acid; silica gel In dichloromethane at 20℃; for 0.666667h;90%
With nano magnetic sulfated zirconia (Fe3O4 at ZrO2/SO42-) In neat (no solvent) at 20℃; for 1.33333h; Green chemistry;82%
68716-47-2

2,4-dichlorophenylboronic acid

120-83-2

2,4-dichlorophenol

Conditions
ConditionsYield
With urea hydrogen peroxide adduct In methanol at 27 - 29℃; for 0.0833333h; Temperature; Solvent; Green chemistry; chemoselective reaction;95%
With LACTIC ACID; dihydrogen peroxide In water at 20℃; for 0.25h; Reagent/catalyst; Green chemistry;93%
With potassium hydroxide In dimethyl sulfoxide at 100℃; for 0.0833333h; Microwave irradiation; Green chemistry;91%
55962-02-2

2-(2,4-Dichlorphenoxy)-3,4,5,6-tetrahydro-2H-pyran

120-83-2

2,4-dichlorophenol

Conditions
ConditionsYield
With 1,4-diazabicyclo[2.2.2]octane tribromide supported on magnetic Fe3O4 nanoparticles In methanol at 20℃; for 0.0833333h;95%
553-82-2

1,3-dichloro-4-methoxybenzene

120-83-2

2,4-dichlorophenol

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran at 67℃; for 24h;93%
Multi-step reaction with 3 steps
1: Cl2
2: NaI
3: 66 percent / CH2Cl2 / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: Cl2
2: NaI
3: 45 percent / CH2Cl2 / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: Cl2
2: NaI
3: 75 percent / CH2Cl2 / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: Cl2
2: 75 percent / CH2Cl2 / Ambient temperature
View Scheme
7396-91-0

2,4-dichlorophenyl benzoate

120-83-2

2,4-dichlorophenol

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate; thiophenol for 0.25h; Hydrolysis; debenzoylation; Heating;74%

C11H12Cl2O

120-83-2

2,4-dichlorophenol

Conditions
ConditionsYield
With 12-TPA/SBA 15 In 1,4-dioxane at 110℃;72%

1,3-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

120-83-2

2,4-dichlorophenol

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine hydrochloride In ethanol at 20℃; for 23h;69%
541-73-1

1,3-Dichlorobenzene

120-83-2

2,4-dichlorophenol

Conditions
ConditionsYield
With (difluoroboryl)dimethylglyoximatocobalt(II) bis(acetonitrile); water; 3-cyano-1-methylquinolinium cation In acetonitrile at 20℃; for 5h; Inert atmosphere; Irradiation; Green chemistry;69%
With water; lithium perchlorate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 48h; Irradiation; Inert atmosphere; Electrolysis; chemoselective reaction;69%
With (difluoroboryl)dimethylglyoximatocobalt(II) bis(acetonitrile); water; 3-cyano-1-methylquinolinium perchlorate In acetonitrile at 20℃; for 5h; Inert atmosphere; Irradiation;
Multi-step reaction with 3 steps
1: phosphoric acid / 5 h / 50 °C / 4500.45 Torr / Autoclave
2: sodium carbonate; oxygen / 110 °C / 3750.38 Torr
3: macroporous sulfonic acid resin (pore size 1.5mm) / [(2)H6]acetone / 2.5 h / 60 °C
View Scheme

2,4-Dichlorophenol Chemical Properties

Product Name: 2,4-Dichlorophenol (CAS NO.120-83-2)

Molecular Formula: C6H4Cl2O
Molecular Weight: 163.00g/mol
Mol File: 120-83-2.mol
EINECS: 204-429-6
Melting Point: 42-43 °C(lit.)
Boiling point: 85.7 °C at 760 mmHg
Flash Point: 10.5 °C
Density: 1.619 g/cm3
Index of Refraction: 1.489 
Molar Refractivity: 25.74 cm3 
Molar Volume: 89.1 cm3 
Surface Tension: 44.6 dyne/cm
Enthalpy of Vaporization: 32.6 kJ/mol
Vapour Pressure: 68.6 mmHg at 25°C
XLogP3-AA: 3.1
H-Bond Donor: 1
H-Bond Acceptor: 1
Structure Descriptors of 2,4-Dichlorophenol (CAS NO.120-83-2):
  IUPAC Name: 2,4-dichlorophenol
  Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)O
  InChI: InChI=1S/C6H4Cl2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H 
  InChIKey: HFZWRUODUSTPEG-UHFFFAOYSA-N
Product Categories: Aromatic Phenols; Organics; Phenoles and thiophenoles; Analytical Chemistry; Chlorinated Compounds (Environmental Endocrine Disruptors); Environmental Endocrine Disruptors; Chloride chemicals; DIA - DICEPA; Method 552Method Specific; 2000/60/EC; 500 Series Drinking Water Methods; Alpha Sort; D; DAlphabetic; European Community: ISO and DIN; Volatiles/ Semivolatiles; Organic Building Blocks; Oxygen Compounds; Phenols; DIA - DICMethod Specific; Pesticides&Metabolites; Alphabetic

2,4-Dichlorophenol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo oral 2gm/kg (2000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 321, 1959/1960.
mammal (species unspecified) LD50 oral 464mg/kg (464mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(10), Pg. 16, 1980.
mammal (species unspecified) LD50 skin 790mg/kg (790mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(10), Pg. 16, 1980.
mouse LD50 intraperitoneal 153mg/kg (153mg/kg)   Journal of Medicinal Chemistry. Vol. 18, Pg. 868, 1975.
mouse LD50 oral 1276mg/kg (1276mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Fundamental and Applied Toxicology. Vol. 5, Pg. 478, 1985.
rabbit LDLo skin 3160mg/kg (3160mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

LUNGS, THORAX, OR RESPIRATION: PULMONARY EMBOLI

LIVER: OTHER CHANGES		 National Technical Information Service. Vol. OTS0534822,
rat LD50 intraperitoneal 430mg/kg (430mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 British Journal of Pharmacology and Chemotherapy. Vol. 13, Pg. 20, 1958.
rat LD50 oral 47mg/kg (47mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: OTHER CHANGES		 National Technical Information Service. Vol. OTS0534822,
rat LD50 subcutaneous 1730mg/kg (1730mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 2, Pg. 76, 1943.

2,4-Dichlorophenol Safety Profile

Safety Information of 2,4-Dichlorophenol (CAS NO.120-83-2):
Hazard Codes: TToxic,NDangerous,FFlammable
Risk Statements: 22-24-34-51/53-39/23/24/25-23/24/25-11   
R22:Harmful if swallowed. 
R24:Toxic in contact with skin. 
R34:Causes burns. 
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R39:Danger of very serious irreversible effects. 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R11:Highly flammable.
Safety Statements: 26-36/37/39-45-61-36/37-16
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
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:Wear suitable protective clothing and gloves. 
S16:Keep away from sources of ignition.
RIDADR: UN 2928 6.1/PG 2
WGK Germany: 3
RTECS: SK8575000
HazardClass: 6.1
PackingGroup: III
HS Code: 29081000

2,4-Dichlorophenol Specification

 2,4-Dichlorophenol , its CAS NO. is 120-83-2, the synonyms are 1-Hydroxy-2,4-dichlorobenzene ; 2,4-DCP ; 2,4-Dichlorohydroxybenzene ; Phenol, 2,4-dichloro- . 

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