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42019-78-3

Basic Information
CAS No.: 42019-78-3
Name: 4-Chloro-4'-hydroxybenzophenone
Molecular Structure:
Molecular Structure of 42019-78-3 (4-Chloro-4'-hydroxybenzophenone)
Formula: C13H9ClO2
Molecular Weight: 232.67
Synonyms: Benzophenone,4-chloro-4'-hydroxy- (6CI);(4-Chlorophenyl)(4-hydroxyphenyl)methanone;1-(4-Chlorophenyl)-1-(4-hydroxyphenyl)methanone;4-(4-Chlorobenzoyl)phenol;
EINECS: 255-627-4
Density: 1.307 g/cm3
Melting Point: 177-181 °C
Boiling Point: 404 ºC at 760 mmHg
Flash Point: 198.1ºC
Solubility:
Appearance: light grey to beige-brown powder
Hazard Symbols: IrritantXi,HarmfulXn
Risk Codes: 36/37/38-20/21/22
Safety: 24/25-37/39-26-36
Transport Information:
PSA: 37.30000
LogP: 3.27660
Synthetic route

C19H23ClO2Si

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Schlenk technique;97%
2069-48-9

4-chloro-4'-fluoro-benzophenone

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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;
10547-60-1

4-chloro-4'-methoxybenzophenone

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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%
873-73-4

4-n-chlorophenylacetylene

106-51-4

p-benzoquinone

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
With dipotassium peroxodisulfate; trifluoroacetic acid In water; acetonitrile at 25℃; for 6h; Irradiation;90%
623-03-0

4-Cyanochlorobenzene

108-95-2

phenol

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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%
873-73-4

4-n-chlorophenylacetylene

108-95-2

phenol

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
With oxygen; copper(l) chloride In acetonitrile at 25 - 28℃; for 20h; Irradiation; regioselective reaction;86%
164852-89-5

4-((4-chlorophenyl)(hydroxy)methyl)phenol

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
With oxygen; Langlois reagent In acetonitrile at 25℃; under 760.051 Torr; for 12h; Irradiation;76%
1871-38-1

phenyl 4-chlorobenzoate

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
With aluminium trichloride for 0.0833333h;41.3%
With aluminium trichloride
1871-38-1

phenyl 4-chlorobenzoate

A

42019-78-3

4-chloro-4'-hydroxybenzophenone

B

2985-79-7

4'-chloro-2-hydroxybenzophenone

Conditions
ConditionsYield
With aluminium trichloride
4913-77-3

4-amino-4'-chlorobenzophenone

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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
71783-49-8

4-ethoxy-4'-chloro-benzophenone

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
With hydrogen bromide; acetic acid
74-11-3

para-chlorobenzoic acid

108-95-2

phenol

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
With PPA
122-01-0

4-chloro-benzoyl chloride

100-66-3

methoxybenzene

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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;

fenofibric acid sodium salt

A

42019-78-3

4-chloro-4'-hydroxybenzophenone

B

(4-chlorophenyl)(4-isopropoxyphenyl)methanone

C

4-chloro-4'-(1-hydroxy-1-methylethyl)benzophenone

Conditions
ConditionsYield
With oxygen In methanol Product distribution; Further Variations:; Reagents; reagents conc.; photolysis; Irradiation;
122-01-0

4-chloro-benzoyl chloride

potassium hexacyanoferrate(II)

potassium hexacyanoferrate(II)

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: AlCl3 / nitrobenzene
2: aq. HBr; AcOH
View Scheme
100-66-3

methoxybenzene

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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
462-06-6

fluorobenzene

nitric acid sulfuric acid-water mixture

nitric acid sulfuric acid-water mixture

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 45 percent / trifluoromethylsulphonic acid / 144 h
2: KOH / H2O; dimethylsulfoxide / 18 h / 60 °C
View Scheme
122-01-0

4-chloro-benzoyl chloride

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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
108-95-2

phenol

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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
103-73-1

Phenetole

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminium chloride; carbon disulfide
2: glacial acetic acid; hydrobromic acid
View Scheme
122-01-0

4-chloro-benzoyl chloride

108-95-2

phenol

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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℃;
622-32-2

(Z)-benzaldehyde oxime

7497-60-1

(4-Chlorophenyl)(4-nitrophenyl)methanone

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
In dimethyl sulfoxide

C29H17Cl5NO6Pol

A

C17H9Cl4F3NO4Pol

B

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
With trifluoroacetic acid polystyrene ((aminomethyl)polystyrene); Product distribution / selectivity;
1765-93-1

4-fluoroboronic acid

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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
403-43-0

4-fluorobenzoyl chloride

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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
1679-18-1

4-Chlorophenylboronic acid

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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
159191-56-7

(4-((tert-butyldimethylsilyl)oxy)phenyl)boronic acid

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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'-methoxy-benzhydrylamine

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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-chlorophenyl)(4-methoxyphenyl)methanimine

42019-78-3

4-chloro-4'-hydroxybenzophenone

Conditions
ConditionsYield
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
42019-78-3

4-chloro-4'-hydroxybenzophenone

540-63-6

ethane-1,2-dithiol

4-(2-(4-chlorophenyl)-1,3-dithiolan-2-yl)phenol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; Inert atmosphere;99%
109-80-8

1.3-propanedithiol

42019-78-3

4-chloro-4'-hydroxybenzophenone

4-(2-(4-chlorophenyl)-1,3-dithian-2-yl)phenol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; Inert atmosphere;99%
345-83-5

4-fluorobenzophenone

42019-78-3

4-chloro-4'-hydroxybenzophenone

poly(ether ketone)

poly(ether ketone)

Conditions
ConditionsYield
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%
42019-78-3

4-chloro-4'-hydroxybenzophenone

164852-89-5

4-((4-chlorophenyl)(hydroxy)methyl)phenol

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 0 - 20℃;95%
1214-24-0

3,6-dihydroxy-xanthen-9-one

42019-78-3

4-chloro-4'-hydroxybenzophenone

123853-75-8

3,6-bis-(4'-(4''-chlorobenzoyl)phenoxy)xanthone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl acetamide; toluene Heating;81.2%
1008-89-5

2-phenylpyridine

42019-78-3

4-chloro-4'-hydroxybenzophenone

(4-hydroxyphenyl)(2'-(pyridin-2-yl)biphenyl-4-yl)methanone

Conditions
ConditionsYield
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%
1478-61-1

4,4'-(hexafluoroisopropylidene)diphenol

42019-78-3

4-chloro-4'-hydroxybenzophenone

389634-34-8

4,4'-bis[4''-(4'''-chlorobenzoyl)phenoxy](hexafluoroisopropylidene)dibenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl acetamide; toluene for 3.5h; Heating;80%
700-58-3

2-Adamantanone

42019-78-3

4-chloro-4'-hydroxybenzophenone

4-((Z)-((5S,7S)-adamantan-2-ylidene)(4-chlorophenyl)methyl)phenol

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran at -78 - 20℃; for 5h; Cooling with acetone-dry ice; Reflux;80%
42019-78-3

4-chloro-4'-hydroxybenzophenone

75-36-5

acetyl chloride

4-acetoxy-4'-chlorobenzophenone

Conditions
ConditionsYield
With triethylamine In dichloromethane at 60℃; for 15h; Inert atmosphere; Schlenk technique;78%
With triethylamine In benzene Heating;
42019-78-3

4-chloro-4'-hydroxybenzophenone

106-93-4

ethylene dibromide

160412-57-7

[4-(2-bromoethoxy)phenyl]-(4-chlorophenyl)methanone

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;75%
42019-78-3

4-chloro-4'-hydroxybenzophenone

120-92-3

cyclopentanone

4-((4-chlorophenyl)(cyclopentylidene)methyl)phenol

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran for 2h; Inert atmosphere; Reflux;74%
67-66-3

chloroform

42019-78-3

4-chloro-4'-hydroxybenzophenone

67-64-1

acetone

42017-89-0

fenofibric acid

Conditions
ConditionsYield
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
42019-78-3

4-chloro-4'-hydroxybenzophenone

25333-24-8

3-benzoylpropionic acid methyl ester

(E)-methyl 5-(4-chlorophenyl)-5-(4-hydroxyphenyl)-4-phenylpent-4-enoate

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 60℃; for 3h; McMurry Reaction;73%
42019-78-3

4-chloro-4'-hydroxybenzophenone

3068-31-3

1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose

99482-83-4

4-(4-chlorobenzoyl)phenyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside

Conditions
ConditionsYield
With silver(l) oxide In acetonitrile for 0.5h; Ambient temperature;72%
42019-78-3

4-chloro-4'-hydroxybenzophenone

572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-chloro-benzoyl)-phenoxy]-tetrahydro-pyran-4-yl ester

Conditions
ConditionsYield
With silver(l) oxide In acetonitrile for 0.5h; Ambient temperature;71%
600-00-0

ethyl 2-bromoisobutyrate

42019-78-3

4-chloro-4'-hydroxybenzophenone

123-41-1

cholin hydroxide

856676-23-8

choline fenofibrate

Conditions
ConditionsYield
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%
75-61-6

dibromodifluoromethane

42019-78-3

4-chloro-4'-hydroxybenzophenone

229027-51-4

[4-(bromo-difluoro-methoxy)-phenyl]-(4-chloro-phenyl)-methanone

Conditions
ConditionsYield
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;
42019-78-3

4-chloro-4'-hydroxybenzophenone

814-68-6

acryloyl chloride

(4-(acryloyloxy)phenyl)-(4-chlorophenyl)methanone

Conditions
ConditionsYield
With sodium hydroxide; tetrabutyl-ammonium chloride In dichloromethane; water at 0 - 5℃;68.8%
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    4-Chloro-4'-hydroxybenzophenone

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Chemistry

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)

Safety Profile

Hazard Codes: HarmfulXnIrritantXi
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