4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Schlenk technique; | 97% |
4-chloro-4'-fluoro-benzophenone
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With sodium hydroxide In water; dimethyl sulfoxide at 120℃; for 16h; Inert atmosphere; Schlenk technique; | 94% |
With potassium hydroxide In water; dimethyl sulfoxide at 60℃; for 18h; |
4-chloro-4'-methoxybenzophenone
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid In water at 125℃; Reagent/catalyst; | 94% |
With boron tribromide In tetrahydrofuran at -78 - 20℃; for 2h; | 92% |
With aluminum (III) chloride In toluene at 0 - 100℃; for 4h; | 90% |
4-n-chlorophenylacetylene
p-benzoquinone
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; trifluoroacetic acid In water; acetonitrile at 25℃; for 6h; Irradiation; | 90% |
Conditions | Yield |
---|---|
With hydrogenchloride; zinc(II) chloride In water; 1,2-dichloro-ethane at 90℃; for 7h; Reflux; | 88.1% |
Stage #1: 4-Cyanochlorobenzene; phenol With hydrogenchloride; zinc(II) chloride In 1,2-dichloro-ethane at 90℃; Stage #2: With hydrogenchloride; water In 1,2-dichloro-ethane at 20℃; for 5h; Temperature; Reflux; | 88.2% |
Conditions | Yield |
---|---|
With oxygen; copper(l) chloride In acetonitrile at 25 - 28℃; for 20h; Irradiation; regioselective reaction; | 86% |
4-((4-chlorophenyl)(hydroxy)methyl)phenol
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With oxygen; Langlois reagent In acetonitrile at 25℃; under 760.051 Torr; for 12h; Irradiation; | 76% |
phenyl 4-chlorobenzoate
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With aluminium trichloride for 0.0833333h; | 41.3% |
With aluminium trichloride |
phenyl 4-chlorobenzoate
A
4-chloro-4'-hydroxybenzophenone
B
4'-chloro-2-hydroxybenzophenone
Conditions | Yield |
---|---|
With aluminium trichloride |
4-amino-4'-chlorobenzophenone
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With ethanol; sulfuric acid; sodium nitrite | |
Multi-step reaction with 2 steps 1: sodium nitrite; alcoholic sulfuric acid / Diazotization.und nachfolgenden Kochen 2: glacial acetic acid; hydrobromic acid View Scheme |
4-ethoxy-4'-chloro-benzophenone
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid |
Conditions | Yield |
---|---|
With PPA |
4-chloro-benzoyl chloride
methoxybenzene
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With sodium hydroxide; aluminium trichloride 1.) dichloroethane, 50 deg C, 6 h; Multistep reaction; | |
With aluminium trichloride | |
With aluminum (III) chloride In toluene at 0℃; for 1.5h; Inert atmosphere; Reflux; |
A
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With oxygen In methanol Product distribution; Further Variations:; Reagents; reagents conc.; photolysis; Irradiation; |
4-chloro-benzoyl chloride
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: AlCl3 / nitrobenzene 2: aq. HBr; AcOH View Scheme |
methoxybenzene
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: AlCl3 / nitrobenzene 2: aq. HBr; AcOH View Scheme | |
Multi-step reaction with 2 steps 1: aluminum (III) chloride / dichloromethane / 0 - 20 °C / Inert atmosphere 2: aluminum (III) chloride / toluene / 2 h / 130 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: aluminum (III) chloride / dichloromethane / 3 h / 20 °C 2: aluminum (III) chloride / toluene / 4 h / 0 - 100 °C View Scheme |
fluorobenzene
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 45 percent / trifluoromethylsulphonic acid / 144 h 2: KOH / H2O; dimethylsulfoxide / 18 h / 60 °C View Scheme |
4-chloro-benzoyl chloride
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 45 percent / trifluoromethylsulphonic acid / 144 h 2: KOH / H2O; dimethylsulfoxide / 18 h / 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: aqueous NaOH 2: AlCl3 View Scheme | |
Multi-step reaction with 2 steps 1: aqueous NaOH 2: AlCl3 View Scheme |
phenol
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aqueous NaOH 2: AlCl3 View Scheme | |
Multi-step reaction with 2 steps 1: aqueous NaOH 2: AlCl3 View Scheme |
Phenetole
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aluminium chloride; carbon disulfide 2: glacial acetic acid; hydrobromic acid View Scheme |
Conditions | Yield |
---|---|
aluminium chloride | |
aluminium chloride | |
Stage #1: phenol; aluminum (III) chloride In 1,2-dichloro-benzene at 30℃; for 2h; Stage #2: 4-chloro-benzoyl chloride In 1,2-dichloro-benzene at 30 - 80℃; for 5h; Stage #3: With hydrogenchloride In water; 1,2-dichloro-benzene at 30℃; |
(Z)-benzaldehyde oxime
(4-Chlorophenyl)(4-nitrophenyl)methanone
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
In dimethyl sulfoxide |
Conditions | Yield |
---|---|
With trifluoroacetic acid polystyrene ((aminomethyl)polystyrene); Product distribution / selectivity; |
4-fluoroboronic acid
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: C42H36ClFeN2O4PPdS*C6H15N; sodium carbonate / water; toluene / 1 h / 50 °C / Inert atmosphere; Schlenk technique 2: sodium hydroxide / water; dimethyl sulfoxide / 16 h / 120 °C / Inert atmosphere; Schlenk technique View Scheme |
4-fluorobenzoyl chloride
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: C42H36ClFeN2O4PPdS*C6H15N; sodium carbonate / water; toluene / 1 h / 50 °C / Inert atmosphere; Schlenk technique 2: sodium hydroxide / water; dimethyl sulfoxide / 16 h / 120 °C / Inert atmosphere; Schlenk technique View Scheme |
4-Chlorophenylboronic acid
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: C42H36ClFeN2O4PPdS*C6H15N; sodium carbonate / water; toluene / 1 h / 50 °C / Inert atmosphere; Schlenk technique 2: sodium hydroxide / water; dimethyl sulfoxide / 16 h / 120 °C / Inert atmosphere; Schlenk technique View Scheme |
(4-((tert-butyldimethylsilyl)oxy)phenyl)boronic acid
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: C42H36ClFeN2O4PPdS*C6H15N; sodium carbonate / water; toluene / 1 h / 50 °C / Inert atmosphere; Schlenk technique 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique View Scheme |
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: dichloromethane / 0.17 h / 0 - 20 °C 2: 2,4,6-triphenylpyrylium tetrafluoroborate / 8 h / 35 °C / Irradiation 3: boron tribromide / tetrahydrofuran / 2 h / -78 - 20 °C View Scheme |
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: sodium tetrahydroborate / methanol / 60 °C 2: dichloromethane / 0.17 h / 0 - 20 °C 3: 2,4,6-triphenylpyrylium tetrafluoroborate / 8 h / 35 °C / Irradiation 4: boron tribromide / tetrahydrofuran / 2 h / -78 - 20 °C View Scheme |
4-chloro-4'-hydroxybenzophenone
ethane-1,2-dithiol
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 20℃; Inert atmosphere; | 99% |
1.3-propanedithiol
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 20℃; Inert atmosphere; | 99% |
4-fluorobenzophenone
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
Stage #1: 4-chloro-4'-hydroxybenzophenone With potassium carbonate In diphenyl sulphone at 135 - 330℃; for 5.5h; Stage #2: 4-fluorobenzophenone In diphenyl sulphone for 0.5h; Product distribution / selectivity; | 96% |
Stage #1: 4-chloro-4'-hydroxybenzophenone With potassium carbonate In diphenyl sulphone at 135 - 330℃; for 5.5h; Stage #2: 4-fluorobenzophenone In diphenyl sulphone for 0.5h; Product distribution / selectivity; | 95% |
4-chloro-4'-hydroxybenzophenone
4-((4-chlorophenyl)(hydroxy)methyl)phenol
Conditions | Yield |
---|---|
With methanol; sodium tetrahydroborate at 0 - 20℃; | 95% |
3,6-dihydroxy-xanthen-9-one
4-chloro-4'-hydroxybenzophenone
3,6-bis-(4'-(4''-chlorobenzoyl)phenoxy)xanthone
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl acetamide; toluene Heating; | 81.2% |
2-phenylpyridine
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1-methyl-2-phenyl-3-(diphenylphosphino)-1H-indole; potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; | 81% |
4,4'-(hexafluoroisopropylidene)diphenol
4-chloro-4'-hydroxybenzophenone
4,4'-bis[4''-(4'''-chlorobenzoyl)phenoxy](hexafluoroisopropylidene)dibenzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl acetamide; toluene for 3.5h; Heating; | 80% |
2-Adamantanone
4-chloro-4'-hydroxybenzophenone
Conditions | Yield |
---|---|
With titanium tetrachloride; zinc In tetrahydrofuran at -78 - 20℃; for 5h; Cooling with acetone-dry ice; Reflux; | 80% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 60℃; for 15h; Inert atmosphere; Schlenk technique; | 78% |
With triethylamine In benzene Heating; |
4-chloro-4'-hydroxybenzophenone
ethylene dibromide
[4-(2-bromoethoxy)phenyl]-(4-chlorophenyl)methanone
Conditions | Yield |
---|---|
With potassium carbonate In acetone Heating; | 75% |
4-chloro-4'-hydroxybenzophenone
cyclopentanone
Conditions | Yield |
---|---|
With titanium tetrachloride; zinc In tetrahydrofuran for 2h; Inert atmosphere; Reflux; | 74% |
chloroform
4-chloro-4'-hydroxybenzophenone
acetone
fenofibric acid
Conditions | Yield |
---|---|
Stage #1: 4-chloro-4'-hydroxybenzophenone; acetone With sodium hydroxide for 2h; Heating / reflux; Stage #2: chloroform In acetone for 8h; Heating / reflux; | 73% |
With sodium hydroxide | |
With sodium hydroxide |
4-chloro-4'-hydroxybenzophenone
3-benzoylpropionic acid methyl ester
Conditions | Yield |
---|---|
With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 60℃; for 3h; McMurry Reaction; | 73% |
4-chloro-4'-hydroxybenzophenone
1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose
4-(4-chlorobenzoyl)phenyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside
Conditions | Yield |
---|---|
With silver(l) oxide In acetonitrile for 0.5h; Ambient temperature; | 72% |
4-chloro-4'-hydroxybenzophenone
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
Conditions | Yield |
---|---|
With silver(l) oxide In acetonitrile for 0.5h; Ambient temperature; | 71% |
ethyl 2-bromoisobutyrate
4-chloro-4'-hydroxybenzophenone
cholin hydroxide
choline fenofibrate
Conditions | Yield |
---|---|
Stage #1: ethyl 2-bromoisobutyrate; 4-chloro-4'-hydroxybenzophenone With potassium carbonate at 145℃; for 3h; Stage #2: cholin hydroxide In propan-1-ol; water for 3h; Heating / reflux; | 70% |
dibromodifluoromethane
4-chloro-4'-hydroxybenzophenone
[4-(bromo-difluoro-methoxy)-phenyl]-(4-chloro-phenyl)-methanone
Conditions | Yield |
---|---|
Stage #1: 4-chloro-4'-hydroxybenzophenone With sodium hydride In N,N-dimethyl-formamide Metallation; Stage #2: dibromodifluoromethane In N,N-dimethyl-formamide Alkylation; | 69% |
Stage #1: With sodium hydride In N,N-dimethyl-formamide for 1.5h; Stage #2: at 20℃; for 2h; Stage #3: dibromodifluoromethane; 4-chloro-4'-hydroxybenzophenone With potassium tert-butylate at 20℃; for 16h; |
4-chloro-4'-hydroxybenzophenone
acryloyl chloride
Conditions | Yield |
---|---|
With sodium hydroxide; tetrabutyl-ammonium chloride In dichloromethane; water at 0 - 5℃; | 68.8% |
The Molecular Structure of 4-Chloro-4'-hydroxybenzophenone (CAS NO.42019-78-3):
Empirical Formula: C13H9ClO2
Molecular Weight: 232.6624
IUPAC Name: (4-chlorophenyl)-(4-hydroxyphenyl)methanone
Appearance: light grey to beige-brown powder
Nominal Mass: 232 Da
Average Mass: 232.6624 Da
Monoisotopic Mass: 232.029107 Da
Index of Refraction: 1.623
Molar Refractivity: 62.82 cm3
Molar Volume: 177.9 cm3
Surface Tension: 51.9 dyne/cm
Density: 1.307 g/cm3
Flash Point: 198.1 °C
Enthalpy of Vaporization: 68.09 kJ/mol
Boiling Point: 404 °C at 760 mmHg
Vapour Pressure: 4.17E-07 mmHg at 25°C
Synonyms: 4-p-Chlorobenzoylphenol ; EINECS 255-627-4 ; 4-Chloro-4'-hydroxybenzophenone ; Methanone, (4-chlorophenyl)(4-hydroxyphenyl)-
Product Categories: FINE Chemical & INTERMEDIATES;Aromatic Benzophenones & Derivatives (substituted)
Hazard Codes: XnXi
Risk Statements: 36/37/38-20/21/22
R36/37/38: Irritating to eyes, respiratory system and skin
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 24/25-37/39-26-36
S24/25: Avoid contact with skin and eyes
S37/39: Wear suitable gloves and eye/face protection
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
Hazard Note: Irritant
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