Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
(2,4-dichlorophenoxy)trimethylsilane
2,4-dichlorophenol
Conditions | Yield |
---|---|
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% |
2,4-dichlorophenylboronic acid
2,4-dichlorophenol
Conditions | Yield |
---|---|
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% |
2-(2,4-Dichlorphenoxy)-3,4,5,6-tetrahydro-2H-pyran
2,4-dichlorophenol
Conditions | Yield |
---|---|
With 1,4-diazabicyclo[2.2.2]octane tribromide supported on magnetic Fe3O4 nanoparticles In methanol at 20℃; for 0.0833333h; | 95% |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; potassium carbonate; thiophenol for 0.25h; Hydrolysis; debenzoylation; Heating; | 74% |
2,4-dichlorophenol
Conditions | Yield |
---|---|
With 12-TPA/SBA 15 In 1,4-dioxane at 110℃; | 72% |
2,4-dichlorophenol
Conditions | Yield |
---|---|
With sodium hydroxide; hydroxylamine hydrochloride In ethanol at 20℃; for 23h; | 69% |
Conditions | Yield |
---|---|
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 |
phenol
A
2-monochlorophenol
B
4-chloro-phenol
C
2,4-dichlorophenol
Conditions | Yield |
---|---|
With iron(III) chloride; diphenyl sulfide; boric acid at 30 - 70℃; | A 19.5% B 66.06% C 10.96% |
With sulfuryl dichloride; diethyl ether In dichloromethane Title compound not separated from byproducts; | A 31.1% B 65.8% C 2.1% |
With oxygen; silica gel; copper dichloride at 175℃; Product distribution; Further Variations:; Temperatures; | A 4.04% B 0.887% C 0.201% |
[bis(acetoxy)iodo]benzene
2,4-dichloro-α-iodoanisole
A
2,4-dichlorophenoxymethyl acetate
B
2,4-dichlorophenol
Conditions | Yield |
---|---|
In dichloromethane Ambient temperature; | A 8% B 66% |
phenol
A
2,6-Dichlorophenol
B
4-chloro-phenol
C
2,4-dichlorophenol
Conditions | Yield |
---|---|
With hydrogenchloride; sodium chlorate In water; acetic acid at 20℃; for 72h; | A 4% B 16% C 65% |
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; |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium chlorate In water; acetic acid at 20℃; for 26h; | A 6% B 60% |
Multi-step reaction with 2 steps 1.1: Cu-Mn spinel oxide / acetonitrile / 0.17 h / 80 °C 1.2: 10 h / 80 °C 2.1: N-chloro-succinimide / 10 h / 80 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: Cu-Mn spinel oxide / acetonitrile / 0.17 h / 80 °C 1.2: 10 h / 80 °C 2.1: N-chloro-succinimide / 10 h / 80 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: Cu-Mn spinel oxide / acetonitrile / 0.17 h / 80 °C 1.2: 8 h / 80 °C 2.1: N-chloro-succinimide / 10 h / 80 °C View Scheme | |
Multi-step reaction with 2 steps 1: N-chloro-succinimide / 10 h / 80 °C 2: N-chloro-succinimide / 10 h / 80 °C View Scheme |
phenol
A
2,6-Dichlorophenol
B
2-monochlorophenol
C
4-chloro-phenol
D
2,4-dichlorophenol
E
2,4,6-Trichlorophenol
Conditions | Yield |
---|---|
With aluminium trichloride; diphenyl sulfide; chlorine In neat (no solvent) at 35℃; for 1.5h; Product distribution; others 2-alkylphenols; var. chlorinating agent, temp., and time; | A 0.5% B 18.4% C 58.6% D 7.7% E 0.5% |
With N,N'-dichloropiperazine; silica gel In tetrachloromethane at 25℃; Product distribution; further reagents; | |
With tert-butylhypochlorite; tris(3-pyridiniumprop-1-yl)benzene-1,3,5-tricarboxylatetrichloride In acetonitrile Product distribution; Mechanism; other tentacle reagents and variations of concentration; | |
With tert-butylhypochlorite; cetylpyridinium chloride In water Product distribution; other reagents and solvent; | |
With sulfuryl dichloride; 2-aminopyridine In toluene at 70℃; for 1h; Product distribution; chlorination catalyzed by var. amines under var. conditions; | A n/a B 32.3 % Chromat. C 60.3 % Chromat. D n/a E n/a |
2,4-Dichlorophenoxyacetic acid
A
2-monochlorophenol
B
4-chloro-phenol
C
2,4-dichlorophenol
D
7-chloro-benzo[1,4]dioxin-2-one
Conditions | Yield |
---|---|
With air In water for 7h; Product distribution; Ambient temperature; Irradiation; also under argon atmosphere; photodegradation pathways; | A 5% B 26% C 58% D 5% |
2,4-dichloro-α-iodoanisole
A
iodobenzene
B
2,4-dichlorophenoxymethyl 2-propionate
C
2,4-dichlorophenol
Conditions | Yield |
---|---|
In dichloromethane for 6h; Ambient temperature; | A n/a B 54% C n/a |
phenol
A
2,6-Dichlorophenol
B
2-monochlorophenol
C
4-chloro-phenol
D
2,4-dichlorophenol
Conditions | Yield |
---|---|
With chloroamine In water pH=9.0; Product distribution; Further Variations:; Reagents; pH-values; | A 9.6% B 50.5% C 23% D 16.3% |
With oxygen; silica gel; copper dichloride at 200℃; Formation of xenobiotics; | A 0.004% B 4.761% C 1.149% D 0.393% |
With oxygen; silica gel; copper dichloride at 225℃; Formation of xenobiotics; Further byproducts.; | A 0.008% B 3.892% C 0.998% D 0.394% |
2,4-dichloro-α-iodoanisole
A
iodobenzene
B
2,4-dichlorophenoxymethyl p-bromophenoxyacetate
C
2,4-dichlorophenol
Conditions | Yield |
---|---|
In dichloromethane for 6h; Ambient temperature; | A n/a B 47% C n/a |
3,5-dichlorosalicyclaldehyde
A
3,5,3',5'-tetrachloro-2,2'-dihydroxy-benzophenone
B
2,4-dichlorophenol
Conditions | Yield |
---|---|
With dicarbonyl(acetylacotonato)rhodium(I); copper(II) acetate monohydrate; sodium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Schlenk technique; Inert atmosphere; | A 46% B 10% |
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
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. |
Safety Information of 2,4-Dichlorophenol (CAS NO.120-83-2):
Hazard Codes: T,N,F
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 , 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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