Product Name

  • Name

    4,4'-Dihydroxybenzophenone

  • EINECS 210-288-1
  • CAS No. 611-99-4
  • Article Data65
  • CAS DataBase
  • Density 1.302 g/cm3
  • Solubility insoluble in water
  • Melting Point 213-215 °C(lit.)
  • Formula C13H10O3
  • Boiling Point 444.8 °C at 760 mmHg
  • Molecular Weight 214.221
  • Flash Point 237 °C
  • Transport Information
  • Appearance off-white to beige fine crystalline powder
  • Safety 26-36/37-37/39-36
  • Risk Codes 36/37/38-43
  • Molecular Structure Molecular Structure of 611-99-4 (4,4'-Dihydroxybenzophenone)
  • Hazard Symbols IrritantXi
  • Synonyms Benzophenone,4,4'-dihydroxy- (7CI,8CI);4,4'-Dihydroxydiphenylketone;4,4'-Hydroxybenzophenone;Bis(4-hydroxyphenyl) ketone;Bis(4-hydroxyphenyl)methanone;Bis(p-hydroxy)benzophenone;HBP (ketone);NSC 2831;p,p'-Dihydroxybenzophenone;4,4-dihydoxy-benzophenone;
  • PSA 57.53000
  • LogP 2.32880

Synthetic route

Phenyl 4-hydroxybenzoate
17696-62-7

Phenyl 4-hydroxybenzoate

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With aluminum (III) chloride In carbon disulfide for 6h; Concentration; Fries Phenol Ester Rearrangement; Reflux;97%
bis(p-methoxyphenyl)methanone
90-96-0

bis(p-methoxyphenyl)methanone

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With 2-(diethylamino)ethanethiol hydrochloride; sodium t-butanolate In N,N-dimethyl-formamide for 2h; Heating;92%
With potassium carbonate; 3-mercaptopropionic acid In ISOPROPYLAMIDE at 150℃; for 18h;89%
Stage #1: bis(p-methoxyphenyl)methanone With potassium carbonate; 3-mercaptopropionic acid In ISOPROPYLAMIDE at 150℃; for 18h;
Stage #2: With hydrogenchloride In water
89%
With aluminum tri-bromide; benzene
carbon monoxide
201230-82-2

carbon monoxide

(p-hydroxyphenyl)boronic acid
71597-85-8

(p-hydroxyphenyl)boronic acid

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; oxygen; copper(l) chloride In N,N-dimethyl-formamide at 80℃; for 24h; Schlenk technique;91%
4-amino-5-chloro-1-phenylpyridazin-6-one (chloridazon)

4-amino-5-chloro-1-phenylpyridazin-6-one (chloridazon)

4,5-dichloro-1-phenylpyridazin-6-one
1698-53-9

4,5-dichloro-1-phenylpyridazin-6-one

A

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

B

chloridazon
1698-60-8

chloridazon

Conditions
ConditionsYield
In waterA n/a
B 89.5%
bis(4-hydroxyphenyl)methanol
69552-26-7

bis(4-hydroxyphenyl)methanol

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With C6H4MoNO7(1-)*C19H42N(1+); oxygen In water at 100℃; for 20h; Green chemistry; chemoselective reaction;79%
methane sulfonic acid

methane sulfonic acid

phenol
108-95-2

phenol

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
In cyclohexane70%
In cyclohexane
4-hydroxybenzoyl chloride
28141-24-4

4-hydroxybenzoyl chloride

phenol
108-95-2

phenol

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With titanium(IV) oxide for 0.00694444h; Friedel Crafts acylation; Microwave irradiation;70%
phenol
108-95-2

phenol

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With methanesulfonic acid In toluene at 120℃; for 12h;67%
With PPA
With tin(IV) chloride
2,2′‐[(carbonylbis(4,1‐phenylene))bis(oxy)]diacetic acid
124678-79-1

2,2′‐[(carbonylbis(4,1‐phenylene))bis(oxy)]diacetic acid

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
Stage #1: 2,2′‐[(carbonylbis(4,1‐phenylene))bis(oxy)]diacetic acid With triethylamine In N,N-dimethyl-formamide; toluene for 3h; Curtius rearrangement; Heating;
Stage #2: With potassium hydroxide; glycerol In ethanol; N,N-dimethyl-formamide; toluene for 2h; Heating; Further stages.;
51%
C27H24FeO3

C27H24FeO3

A

4-hydroxy-1-ferrocenylbutan-1-one
153125-32-7

4-hydroxy-1-ferrocenylbutan-1-one

B

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

C

4,4'-(3-ferrocenyl-5,6-dihydro-2H-pyran-2,2-diyl)diphenol

4,4'-(3-ferrocenyl-5,6-dihydro-2H-pyran-2,2-diyl)diphenol

D

5-hydroxy-1,1-bis(4-hydroxyphenyl)-1-ferrocenylpentan-2-one

5-hydroxy-1,1-bis(4-hydroxyphenyl)-1-ferrocenylpentan-2-one

Conditions
ConditionsYield
With silver(l) oxide In acetone at 20℃; for 0.166667h;A n/a
B 34%
C 15%
D 30%
2-ferrocenyl-1,1-bis-(4-hydroxyphenyl)-5-hydroxy-pent-1-ene

2-ferrocenyl-1,1-bis-(4-hydroxyphenyl)-5-hydroxy-pent-1-ene

A

4-hydroxy-1-ferrocenylbutan-1-one
153125-32-7

4-hydroxy-1-ferrocenylbutan-1-one

B

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

C

4,4'-(3-ferrocenyl-5,6-dihydro-2H-pyran-2,2-diyl)diphenol

4,4'-(3-ferrocenyl-5,6-dihydro-2H-pyran-2,2-diyl)diphenol

D

5-hydroxy-1,1-bis(4-hydroxyphenyl)-1-ferrocenylpentan-2-one

5-hydroxy-1,1-bis(4-hydroxyphenyl)-1-ferrocenylpentan-2-one

E

C27H24FeO3

C27H24FeO3

F

C27H26FeO4

C27H26FeO4

G

C27H24FeO3

C27H24FeO3

Conditions
ConditionsYield
Stage #1: 2-ferrocenyl-1,1-bis-(4-hydroxyphenyl)-5-hydroxy-pent-1-ene With silver(l) oxide In acetone
Stage #2: With hydrogenchloride In acetone
A 25%
B 23%
C 10%
D 28%
E 1%
F 18%
G 18%
4-hydroxy-4'-nitrobenzophenone
18920-70-2

4-hydroxy-4'-nitrobenzophenone

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
aufeinanderfolgende Reduktion, Diazotierung und Verkochung der Diazoniumsalzloesung;
phenyl 4-methoxybenzoate
4181-97-9

phenyl 4-methoxybenzoate

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With aluminium trichloride at 140℃;
aurin
603-45-2

aurin

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With sodium hydroxide; air
aurin
603-45-2

aurin

A

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
With water at 220 - 250℃;
pararosaniline
467-62-9

pararosaniline

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With water at 270℃;
4,4'-diaminobenzophenone
611-98-3

4,4'-diaminobenzophenone

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With cis-nitrous acid
phenolphthalin
81-90-3

phenolphthalin

A

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

B

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With potassium hydroxide
(4-Amino-3-methyl-phenyl)-bis-(4-amino-phenyl)-methanol
76-82-4

(4-Amino-3-methyl-phenyl)-bis-(4-amino-phenyl)-methanol

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With water at 270℃;
phenol red
143-74-8

phenol red

A

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
bei der Kalischmelze;
2-hydroxy-5-(4-hydroxy-benzoyl)-benzoic acid
874501-10-7

2-hydroxy-5-(4-hydroxy-benzoyl)-benzoic acid

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With quinoline; copper
2,2'-dihydroxy-5,5'-carbonyl-di-isophthalic acid
859963-85-2

2,2'-dihydroxy-5,5'-carbonyl-di-isophthalic acid

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With quinoline
phenyl Salicylate
118-55-8

phenyl Salicylate

A

4-[(2-hydroxyphenyl)carbonyl]phenol
606-12-2

4-[(2-hydroxyphenyl)carbonyl]phenol

B

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With tin(IV) chloride
4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

methoxybenzene
100-66-3

methoxybenzene

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With carbon disulfide; aluminium trichloride und Erhitzen des nach der Hydrolyse erhaltenen Reaktionsprodukts mit AlCl3 in Toluol auf 120grad;
4,4'-Dichlorobenzophenone
90-98-2

4,4'-Dichlorobenzophenone

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With sodium hydroxide; water; copper(II) oxide at 150 - 250℃; im Kupfer-Autoklaven;
salicylic acid
69-72-7

salicylic acid

phenol
108-95-2

phenol

A

4-[(2-hydroxyphenyl)carbonyl]phenol
606-12-2

4-[(2-hydroxyphenyl)carbonyl]phenol

B

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With tin(IV) chloride
tetrachloromethane
56-23-5

tetrachloromethane

(E)-3-Ureido-but-2-enoic acid ethyl ester
5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

phenol
108-95-2

phenol

A

bis(phenyl) carbonate
102-09-0

bis(phenyl) carbonate

B

4-[(2-hydroxyphenyl)carbonyl]phenol
606-12-2

4-[(2-hydroxyphenyl)carbonyl]phenol

C

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

tetrachloromethane
56-23-5

tetrachloromethane

phenol
108-95-2

phenol

A

4-[(2-hydroxyphenyl)carbonyl]phenol
606-12-2

4-[(2-hydroxyphenyl)carbonyl]phenol

B

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With zinc(II) chloride at 120℃;
4,4'-diacetoxy-benzophenone
6290-82-0

4,4'-diacetoxy-benzophenone

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With acetic acid at 160 - 170℃;
phenolphthalein
77-09-8

phenolphthalein

potassium hydroxide

potassium hydroxide

A

benzophenone
119-61-9

benzophenone

B

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
beim Schmelzen;
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

benzyl chloride
100-44-7

benzyl chloride

4,4'-bis(benzyloxy)benzophenone
40076-84-4

4,4'-bis(benzyloxy)benzophenone

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 50℃; for 3.5h;100%
With sodium hydroxide
4-bromoethylbutanoate
2969-81-5

4-bromoethylbutanoate

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

4-{4-[4-(3-ethoxycarbonyl-propoxy)-benzoyl]-phenoxy}-butyric acid ethyl ester
928663-94-9

4-{4-[4-(3-ethoxycarbonyl-propoxy)-benzoyl]-phenoxy}-butyric acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 12h; Heating;100%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

bis(4-((tert-butyldimethylsilyl)oxy)phenyl)methanone
111983-37-0

bis(4-((tert-butyldimethylsilyl)oxy)phenyl)methanone

Conditions
ConditionsYield
With 1H-imidazole; dmap In dichloromethane; N,N-dimethyl-formamide for 3h;99%
Stage #1: tert-butyldimethylsilyl chloride With 1H-imidazole In dichloromethane at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 4,4'-Dihydroxybenzophenone In dichloromethane at 20℃; for 3h; Inert atmosphere;
98%
With 1H-imidazole In N,N-dimethyl-formamide for 3h;97%
With 1H-imidazole In dichloromethane at 20℃;95%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

cycloheptanone
502-42-1

cycloheptanone

4,4'-(cycloheptylidenemethanediyl)diphenol
14303-48-1

4,4'-(cycloheptylidenemethanediyl)diphenol

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran at 20℃; for 3h; McMurry Reaction; Heating / reflux;99%
With titanium tetrachloride; zinc In tetrahydrofuran at 20℃; for 3h; Heating / reflux;99%
With titanium tetrachloride; zinc In tetrahydrofuran for 2h; McMurry coupling; Heating;83%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

ethyl bromoacetate
105-36-2

ethyl bromoacetate

4,4’-bis(ethoxycarbonylmethoxy)benzophenone
1032106-36-7

4,4’-bis(ethoxycarbonylmethoxy)benzophenone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 18h;99%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

allyl bromide
106-95-6

allyl bromide

bis(4-(allyloxy)phenyl)methanone
136074-26-5

bis(4-(allyloxy)phenyl)methanone

Conditions
ConditionsYield
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 24h;99%
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 24h;99%
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 24h;99%
Stage #1: 4,4'-Dihydroxybenzophenone With potassium carbonate In acetone for 6h;
Stage #2: allyl bromide In acetone for 24h; Reflux;
75%
With potassium carbonate In tetrahydrofuran; tetrachloromethane at 60℃; for 24h; Inert atmosphere;5.78 g
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

O-isobutylhydroxylamine hydrochloride
6084-58-8

O-isobutylhydroxylamine hydrochloride

bis(4-hydroxyphenyl)methanone O-isobutyl oxime

bis(4-hydroxyphenyl)methanone O-isobutyl oxime

Conditions
ConditionsYield
In ethanol at 20℃; Inert atmosphere;99%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

4-(4'-diphenoxy)diphosphite benzophenone

4-(4'-diphenoxy)diphosphite benzophenone

Conditions
ConditionsYield
With triethylamine In benzene at 20 - 30℃; for 1h; Inert atmosphere;99%
Stage #1: 4,4'-Dihydroxybenzophenone With triethylamine at 20 - 30℃; for 0.5h; Inert atmosphere;
Stage #2: chlorophosphoric acid diphenyl ester at 20 - 30℃; for 1h;
Stage #1: 4,4'-Dihydroxybenzophenone With triethylamine In 5,5-dimethyl-1,3-cyclohexadiene for 0.5h; Inert atmosphere;
Stage #2: chlorophosphoric acid diphenyl ester In 5,5-dimethyl-1,3-cyclohexadiene at 20 - 30℃; for 1h;
Stage #1: 4,4'-Dihydroxybenzophenone With triethylamine In 5,5-dimethyl-1,3-cyclohexadiene at 20 - 30℃; for 0.5h; Inert atmosphere;
Stage #2: chlorophosphoric acid diphenyl ester In 5,5-dimethyl-1,3-cyclohexadiene at 20 - 30℃; for 1h;
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

4,4'-bisdiphenylphosphinyloxyl benzophenone

4,4'-bisdiphenylphosphinyloxyl benzophenone

Conditions
ConditionsYield
Stage #1: 4,4'-Dihydroxybenzophenone With triethylamine In tetrahydrofuran at 0℃; for 0.333333h;
Stage #2: Diphenylphosphinic chloride In tetrahydrofuran at 0 - 20℃; for 2h;
99%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

ethylene dibromide
106-93-4

ethylene dibromide

4,4’-bis(2-bromoethoxy)benzophenone
288248-52-2

4,4’-bis(2-bromoethoxy)benzophenone

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In acetone for 96h; Inert atmosphere;98%
With potassium carbonate In acetone Reflux;87%
With potassium carbonate In acetone for 24h; Reflux;70%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

4,4'-carbonylbis(4,1-phenylene) disulfofluoridate

4,4'-carbonylbis(4,1-phenylene) disulfofluoridate

Conditions
ConditionsYield
With fluorosulfonyl fluoride; triethylamine In dichloromethane at 20℃; for 12h;98%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

benzyl bromide
100-39-0

benzyl bromide

4,4'-bis(benzyloxy)benzophenone
40076-84-4

4,4'-bis(benzyloxy)benzophenone

Conditions
ConditionsYield
With potassium carbonate In methanol; chloroform for 48h; Heating;97%
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 1h;96.9%
With ethanol; sodium ethanolate
1-bromo-hexane
111-25-1

1-bromo-hexane

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

4,4’-bis(hexylphenyl)benzophenone
1108157-34-1

4,4’-bis(hexylphenyl)benzophenone

Conditions
ConditionsYield
With potassium carbonate In acetone for 48h; Williamson ether synthesis; Reflux;97%
With tetrabutylammomium bromide; potassium carbonate In acetone for 48h; Concentration; Williamson Ether Synthesis; Reflux;92%
With potassium carbonate In N,N-dimethyl-formamide for 48h; Reflux;75%
With potassium carbonate In N,N-dimethyl-formamide Heating;
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

1-bromo-3,7R,11R,15-tetramethylhexadecane
199484-75-8

1-bromo-3,7R,11R,15-tetramethylhexadecane

4,4'-bis(2,3-dihydrophytyloxy)benzophenone

4,4'-bis(2,3-dihydrophytyloxy)benzophenone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 5h;97%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 5h;
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 5h;
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

Bis(4-(tert-butyldiphenylsilyloxy)phenyl)methanone

Bis(4-(tert-butyldiphenylsilyloxy)phenyl)methanone

Conditions
ConditionsYield
Stage #1: tert-butylchlorodiphenylsilane With 1H-imidazole In dichloromethane at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 4,4'-Dihydroxybenzophenone In dichloromethane at 20℃; for 3h; Inert atmosphere;
97%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

1,1-bis(4-hydroxyphenyl)-2-phenyl-1-butene
91221-46-4

1,1-bis(4-hydroxyphenyl)-2-phenyl-1-butene

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran at 0℃; for 2h; McMurry reaction; Inert atmosphere; Reflux; Darkness;96%
With titanium tetrachloride; zinc In tetrahydrofuran McMurry Reaction; Inert atmosphere;94%
With titanium tetrachloride; zinc In tetrahydrofuran for 2h; Heating;91%
(S)-2-butanol
4221-99-2

(S)-2-butanol

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

4,4’-bis[(R)-sec-butyloxy]benzophenone
851133-26-1

4,4’-bis[(R)-sec-butyloxy]benzophenone

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu coupling;96%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran; toluene at 0 - 20℃; for 27.5h; Inert atmosphere;93%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

1-(3-bromophenyl)-1-propanone
19829-31-3

1-(3-bromophenyl)-1-propanone

4,4'-(2-(3-bromophenyl)-1-butene-1,1-diyl)diphenol
938073-85-9

4,4'-(2-(3-bromophenyl)-1-butene-1,1-diyl)diphenol

Conditions
ConditionsYield
Stage #1: 4,4'-Dihydroxybenzophenone; 1-(3-bromophenyl)-1-propanone In tetrahydrofuran at 20℃; for 3h; Heating / reflux;
Stage #2: McMurry Reaction;
96%
4'-Bromopropiophenone
10342-83-3

4'-Bromopropiophenone

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

4,4'-[2-(4-bromophenyl)-1-butene-1,1-diyl]diphenol
938070-41-8

4,4'-[2-(4-bromophenyl)-1-butene-1,1-diyl]diphenol

Conditions
ConditionsYield
With zinc; titanium tetrachloride In tetrahydrofuran at 20℃; for 3h; McMurry Reaction; Heating / reflux;96%
(Propionylcyclopentadienyl)tricarbonylmanganese
62010-78-0

(Propionylcyclopentadienyl)tricarbonylmanganese

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

1,1-di(4-hydroxyphenyl)-2-cymantrenylbut-1-ene
933445-72-8

1,1-di(4-hydroxyphenyl)-2-cymantrenylbut-1-ene

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran (Ar); using Schlenk techniques; addn. dropwise of TiCl4 to suspn. of Zn in THF at 0°C; reflux for 2 h; addn. dropwise soln. of 4,4'-dihydroxybenzophenone and (CO)3Mn(C5H4COC2H5) in THF; reflux for 2 h; cooling to room temp., stirring with H2O and CH2Cl2; treatment with diluted HCl; decanting, extn. of aq. layer with CH2Cl2; drying of combined org. layers over MgSO4, concn. under reduced pressure, chromy. on silica gel with CH2Cl2; elem. anal.;96%
propionyl ruthenocene

propionyl ruthenocene

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

1,1-di(4-hydroxyphenyl)-2-ruthenocenylbut-1-ene
933445-70-6

1,1-di(4-hydroxyphenyl)-2-ruthenocenylbut-1-ene

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran (Ar); using Schlenk techniques; addn. dropwise of TiCl4 to suspn. of Zn in THF at 0°C; reflux for 2 h; addn. dropwise soln. of 4,4'-dihydroxybenzophenone and (C5H5)Ru(C5H4COC2H5) in THF; reflux for 2 h; cooling to room temp., stirring with H2O and CH2Cl2; treatment with diluted HCl; decanting, extn. of aq. layer with CH2Cl2; drying of combined org. layers over MgSO4, concn. under reduced pressure, chromy. on silica gel with CH2Cl2; elem. anal.;96%
(S)-2-Octanol
6169-06-8

(S)-2-Octanol

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

4,4’-bis[(R)-2-octyloxy]benzophenone

4,4’-bis[(R)-2-octyloxy]benzophenone

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran; toluene at 0 - 20℃; for 17.5h; Inert atmosphere;96%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile
244768-32-9

4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile

4-{4-[4-(4-hydroxybenzoyl)phenoxy]pyrimidin-2-ylamino}benzonitrile

4-{4-[4-(4-hydroxybenzoyl)phenoxy]pyrimidin-2-ylamino}benzonitrile

Conditions
ConditionsYield
Stage #1: 4,4'-Dihydroxybenzophenone With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;
96%
1-(4-fluorophenyl)propan-1-one
456-03-1

1-(4-fluorophenyl)propan-1-one

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

4,4'-(2-(4-fluorophenyl)but-1-ene-1,1-diyl)diphenol

4,4'-(2-(4-fluorophenyl)but-1-ene-1,1-diyl)diphenol

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 20℃; for 5h; McMurry Reaction; Inert atmosphere; Reflux;96%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

3-chloropropiophenone
936-59-4

3-chloropropiophenone

4,4'-(4"-chloro-2"-phenylbut-1"-ene-1",1"-diyl)diphenol

4,4'-(4"-chloro-2"-phenylbut-1"-ene-1",1"-diyl)diphenol

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 20℃; for 5h; McMurry Reaction; Inert atmosphere; Reflux;96%
With titanium tetrachloride; zinc In tetrahydrofuran for 2.5h; McMurry Reaction; Inert atmosphere; Reflux;70%
With titanium tetrachloride; zinc In tetrahydrofuran McMurry Reaction;
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

1-((12-bromododecyl)oxy)-4-((4-(4-pentylcyclohexyl)phenyl)ethynyl)benzene

1-((12-bromododecyl)oxy)-4-((4-(4-pentylcyclohexyl)phenyl)ethynyl)benzene

C87H114O5

C87H114O5

Conditions
ConditionsYield
With potassium carbonate In methanol Reflux;95.3%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

propargyl bromide
106-96-7

propargyl bromide

(4,4'-bis(prop-2-yn-1-yloxy))benzophenone
18296-80-5

(4,4'-bis(prop-2-yn-1-yloxy))benzophenone

Conditions
ConditionsYield
With potassium carbonate In acetone for 3h; Heating;95%
With potassium carbonate In acetone for 24h; Heating;95%
With potassium carbonate In acetone for 24h; Reflux;83%
With potassium carbonate In acetone for 24h; Reflux;83%
Stage #1: 4,4'-Dihydroxybenzophenone With potassium carbonate In acetone for 0.5h; Reflux;
Stage #2: propargyl bromide for 20h; Reflux;
72%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

phenyl isopropyl ketone
611-70-1

phenyl isopropyl ketone

1,1-bis (4-hydroxyphenyl)-2-phenylbut-3-methyl-1-ene

1,1-bis (4-hydroxyphenyl)-2-phenylbut-3-methyl-1-ene

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 20℃; for 5h; McMurry Reaction; Inert atmosphere; Reflux;95%
With titanium tetrachloride; zinc In tetrahydrofuran at -10 - 20℃; for 5.5h; McMurry Reaction; Heating / reflux; dark;89%
With titanium tetrachloride; zinc In tetrahydrofuran for 2.5h; McMurry Reaction; Inert atmosphere; Reflux;89%
With titanium tetrachloride; zinc In tetrahydrofuran at -10 - 0℃; for 2.5h; Inert atmosphere; Reflux;89%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

2,2,2-trifluoroethyl trifluoromethanesulphonate
6226-25-1

2,2,2-trifluoroethyl trifluoromethanesulphonate

4,4'-bis(2,2,2-trifluoroethoxy)benzophenone

4,4'-bis(2,2,2-trifluoroethoxy)benzophenone

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide95%

4,4'-Dihydroxybenzophenone Chemical Properties

IUPAC Name: bis(4-hydroxyphenyl)methanone 
Empirical Formula: C13H10O3
Molecular Weight: 214.2167g/mol
EINECS: 210-288-1 
Structure of Methanone,bis(4-hydroxyphenyl)- (CAS NO.611-99-4):

Index of Refraction: 1.647
Molar Refractivity: 59.8 cm3
Molar Volume: 164.4 cm3
Polarizability: 23.71×10-24cm3
Surface Tension: 59.6 dyne/cm
Density: 1.302 g/cm3
Flash Point: 237 °C
Enthalpy of Vaporization: 72.98 kJ/mol 
Melting Point: 213-215 °C(lit.)
Boiling Point: 444.8 °C at 760 mmHg
Vapour Pressure: 1.58E-08 mmHg at 25°C 
Water Solubility: insoluble 
Product Categories: Aromatic Benzophenones & Derivatives (substituted);Benzophenones (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;C13 to C14;Carbonyl Compounds;Ketones;AlcoholsPolymerization Initiators;Benzophenone;Monomers;Organic Photoinitiators;Polymer Science 
Canonical SMILES: C1=CC(=CC=C1C(=O)C2=CC=C(C=C2)O)O
InChI: InChI=1S/C13H10O3/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8,14-15H
InChIKey: RXNYJUSEXLAVNQ-UHFFFAOYSA-N

4,4'-Dihydroxybenzophenone Uses

The main application of Methanone,bis(4-hydroxyphenyl)- is used as a UV light stabalizer. It is used extensively in cosmetics, plastics, films, adhesives and coatings, optical fiber, and printed circuit boards. Methanone,bis(4-hydroxyphenyl)- works by absorbing the Ultraviolet RADIATION and preventing the formation of free radicals.

4,4'-Dihydroxybenzophenone Production

Ph(CO2)Ph → (HOC6H4)2CO
The preparation method of 4,4`dihydroxybenzophenone includes rearranging Ph p-hydroxybenzoate in the presence of catalyst at a molar ratio of 1:(0.1-1) in organic solvent at 70-170?C for 3-20 h; separating; and recrystalizing. to obtain 4,4'-dihydroxybenzophenone, wherein Ph p-hydroxybenzoate is prepared. by acetylating p-hydroxybenzoic acid to generate p-acetoxybenzoic acid; chlorinating to generate p-acetoxybenzoyl chloride; and reacting with PHENOL and deacetylating to obtain Ph p-hydroxybenzoate.

4,4'-Dihydroxybenzophenone Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD intraperitoneal > 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 376, 1952.

4,4'-Dihydroxybenzophenone Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38-43
R36/37/38:Irritating to eyes, respiratory system and skin. 
R43:May cause sensitization by skin contact.
Safety Statements: 26-36/37-37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37:Wear suitable protective clothing and gloves. 
S37/39:Wear suitable gloves and eye/face protection. 
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: DJ0880000
HS Code: 29145000

4,4'-Dihydroxybenzophenone Specification

  Methanone,bis(4-hydroxyphenyl)- , its cas register number is 611-99-4. It also can be called 4,4'-Dihydroxybenzophenone
4,4'-Dihydroxydiphenyl ketone ; 4-08-00-02452 (Beilstein Handbook Reference) ; AI3-00127 ; Bis(4-hydroxyphenyl) ketone ; Bis(p-hydroxy)benzophenone ; HBP (ketone) ; NSC 2831 ; p,p'-Dihydroxybenzophenone . Methanone,bis(4-hydroxyphenyl)- (CAS NO.611-99-4) is a off-white to beige fine crystalline powder.

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