Product Name

  • Name

    PHLOROBENZOPHENONE

  • EINECS 222-615-5
  • CAS No. 3555-86-0
  • Article Data39
  • CAS DataBase
  • Density 1.413 g/cm3
  • Solubility 3.1 mg/mL in water at 25 ºC
  • Melting Point 170–171°C
  • Formula C13H10O4
  • Boiling Point 406.4 °C at 760 mmHg
  • Molecular Weight 230.22
  • Flash Point 213.7 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 3555-86-0 (PHLOROBENZOPHENONE)
  • Hazard Symbols
  • Synonyms Benzophenone,2,4,6-trihydroxy- (6CI,7CI,8CI);2,4,6-Trihydroxybenzophenone;Phlorobenzophenone;Phenyl(2,4,6-trihydroxyphenyl)methanone;
  • PSA 77.76000
  • LogP 2.03440

Synthetic route

2,4,6-trimethoxybenzophenone
3770-80-7

2,4,6-trimethoxybenzophenone

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -78 - 20℃; for 74h; Inert atmosphere; Schlenk technique;100%
With boron tribromide In dichloromethane at -78 - 20℃; for 20h;99%
With boron tribromide In dichloromethane at -78 - 20℃;99%
3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

benzoyl chloride
98-88-4

benzoyl chloride

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With aluminum (III) chloride In nitrobenzene at 65℃; for 3h; Inert atmosphere;72%
With aluminum (III) chloride In nitrobenzene at 65℃; Friedel-Crafts Acylation;65.8%
Stage #1: 3,5-dihydroxyphenol With aluminum (III) chloride In carbon disulfide; nitrobenzene at 55℃; for 0.5h; Friedel-Crafts Acylation;
Stage #2: benzoyl chloride In carbon disulfide; nitrobenzene for 0.5h; Friedel-Crafts Acylation; Heating;
54%
2,4,6-trimethoxybenzophenone
3770-80-7

2,4,6-trimethoxybenzophenone

A

cotoin
479-21-0

cotoin

B

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
Stage #1: 2,4,6-trimethoxybenzophenone With boron tribromide In dichloromethane at -78 - 20℃; for 48h; Inert atmosphere;
Stage #2: With water In dichloromethane at 0 - 20℃; for 1.3h;
A 4%
B 52%
3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

1,4-dibenzoyloxybenzene
14210-97-0

1,4-dibenzoyloxybenzene

A

2,5-dihydroxybenzophenone
2050-37-5

2,5-dihydroxybenzophenone

B

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In benzene for 0.5h; cross Fries reaction; microwave irradiation;A 50%
B 40%
3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

benzoic acid phenyl ester
93-99-2

benzoic acid phenyl ester

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In benzene for 3h; crossover Friess rearrangement; Heating;25%
2-(α-phenylimino-benzyl)-phloroglucinol

2-(α-phenylimino-benzyl)-phloroglucinol

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With hydrogenchloride
3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

benzonitrile
100-47-0

benzonitrile

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether; zinc(II) chloride Erhitzen des Reaktionsprodukts mit Wasser;
With diethyl ether
With hydrogenchloride; diethyl ether; zinc(II) chloride Man verwandelt das ausgeschiedene Ketimidhydrochlorid in das Sulfat und kocht dieses mit der 20-fachen Menge Wasser; Ausbeute 65prozent der Theorie;
7-Phenyl-3,5,7-trioxoheptansaeuremethylester
15148-46-6

7-Phenyl-3,5,7-trioxoheptansaeuremethylester

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With sodium hydroxide at -5℃;
4-hydroxy-6-(2-oxo-2-phenylethyl)-2H-pyran-2-one
20851-38-1

4-hydroxy-6-(2-oxo-2-phenylethyl)-2H-pyran-2-one

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With lithium hydride
2,4,6-trihydroxy-benzophenone-imine; hydrochloride

2,4,6-trihydroxy-benzophenone-imine; hydrochloride

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With water for 1.5h; Heating;
1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / AlCl3 / CH2Cl2 / 12 h / 0 - 20 °C
2: 92 percent / boron tribromide / CH2Cl2 / -78 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 7.5 g / AlCl3 / diethyl ether / 15 h / Ambient temperature
2: 5.1 g / HI / acetic anhydride / 4 h / 115 - 120 °C
View Scheme
Multi-step reaction with 2 steps
1.1: aluminum (III) chloride / dichloromethane / 1 h / 0 °C / Inert atmosphere
1.2: 48 h / 20 °C / Inert atmosphere
2.1: boron tribromide / dichloromethane / 48 h / -78 - 20 °C / Inert atmosphere
2.2: 1.3 h / 0 - 20 °C
View Scheme
benzoyl chloride
98-88-4

benzoyl chloride

(η-2,5-Ph2C4H2N)(Ph3P)2ReH2

(η-2,5-Ph2C4H2N)(Ph3P)2ReH2

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / AlCl3 / CH2Cl2 / 12 h / 0 - 20 °C
2: 92 percent / boron tribromide / CH2Cl2 / -78 - 20 °C
View Scheme
3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ZnCl2; HCl / diethyl ether
2: H2O / 1.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: AlCl3; diethyl ether
2: ethanolic HCl
View Scheme
benzoyl chloride
98-88-4

benzoyl chloride

O5-benzoyl-O1,O2-isopropyliden-β-D-arabinofuranose

O5-benzoyl-O1,O2-isopropyliden-β-D-arabinofuranose

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 7.5 g / AlCl3 / diethyl ether / 15 h / Ambient temperature
2: 5.1 g / HI / acetic anhydride / 4 h / 115 - 120 °C
View Scheme
N-phenyl-benzimidoyl chloride
4903-36-0

N-phenyl-benzimidoyl chloride

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: AlCl3; diethyl ether
2: ethanolic HCl
View Scheme
1-phenylhexane-1,3,5-trione
1469-95-0

1-phenylhexane-1,3,5-trione

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) NaNH2, liq. NH3, Et2O, (ii) /BRN= 1900390/
2: diethyl ether
3: aq. NaOH / -5 °C
View Scheme
7-Phenyl-3,5,7-trioxo-heptansaeure
4809-02-3

7-Phenyl-3,5,7-trioxo-heptansaeure

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether
2: aq. NaOH / -5 °C
View Scheme
acide 2,4,6-trihydroxybenzoique
83-30-7

acide 2,4,6-trihydroxybenzoique

benzene
71-43-2

benzene

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With zinc(II) chloride; trichlorophosphate at 70℃; for 2.5h; Friedel-Crafts reaction;
Stage #1: acide 2,4,6-trihydroxybenzoique; benzene With zinc(II) chloride; trichlorophosphate at 70℃; for 2.5h;
Stage #2: With water at 4℃; for 24h; Cooling with ice;
benzoyl chloride
98-88-4

benzoyl chloride

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: aluminum (III) chloride / dichloromethane / 1 h / 0 °C / Inert atmosphere
1.2: 48 h / 20 °C / Inert atmosphere
2.1: boron tribromide / dichloromethane / 48 h / -78 - 20 °C / Inert atmosphere
2.2: 1.3 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: aluminum (III) chloride / dichloromethane / 1 h / 0 °C
1.2: 12 h / 0 - 20 °C
2.1: boron tribromide / dichloromethane / 20 h / -78 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: aluminum (III) chloride / dichloromethane / 1 h / 0 °C / Inert atmosphere; Schlenk technique
1.2: 16 h / 0 - 20 °C / Inert atmosphere; Schlenk technique
2.1: boron tribromide / dichloromethane / 74 h / -78 - 20 °C / Inert atmosphere; Schlenk technique
View Scheme
Multi-step reaction with 2 steps
1.1: aluminum (III) chloride / dichloromethane / 1 h / 0 °C
1.2: 0 - 20 °C
2.1: boron tribromide / dichloromethane / -78 - 20 °C
View Scheme
<2-14C>malonyl-CoA

<2-14C>malonyl-CoA

S-benzoyl coenzyme A
6756-74-7

S-benzoyl coenzyme A

A

4-hydroxy-6-(2-oxo-2-phenylethyl)-2H-pyran-2-one
20851-38-1

4-hydroxy-6-(2-oxo-2-phenylethyl)-2H-pyran-2-one

B

4-hydroxy-6-phenyl-2H-pyran-2-one
5526-38-5

4-hydroxy-6-phenyl-2H-pyran-2-one

C

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With acridone synthase from Citrus Microcarpa pH=6.5 - 8.5; Enzymatic reaction;
S-benzoyl coenzyme A
6756-74-7

S-benzoyl coenzyme A

S-(hydrogen malonyl)coenzyme A
524-14-1

S-(hydrogen malonyl)coenzyme A

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

Conditions
ConditionsYield
With recombinant type III polyketide synthase from Aquilaria sinensis In aq. phosphate buffer at 37℃; for 12h; pH=7.0; Enzymatic reaction;
UDP-glucose
133-89-1

UDP-glucose

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

phlorobenzophenone 3-C-β-D-glucoside

phlorobenzophenone 3-C-β-D-glucoside

Conditions
ConditionsYield
With C-glycosyltransferase from Mangifera indica In methanol at 40℃; for 12h; pH=6.6; Enzymatic reaction;100%
With Mangifera indica C-glycosyltransferase for 12h; Enzymatic reaction; stereospecific reaction;4.5 mg
3,7-dimethyl-2,6-octadienal
141-27-5

3,7-dimethyl-2,6-octadienal

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

6-benzoyl-5-hydroxy-2,8-dimethyl-2,8-bis(4-methylpent-3-enyl)-2H,8H-benzo(1,2-b:3',4'-b')dipyran

6-benzoyl-5-hydroxy-2,8-dimethyl-2,8-bis(4-methylpent-3-enyl)-2H,8H-benzo(1,2-b:3',4'-b')dipyran

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol at 20℃; for 36h;95%
3,3-dimethyl acrylaldehyde
107-86-8

3,3-dimethyl acrylaldehyde

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

6-benzoyl-5-hydroxy-2,2,8,8-tetramethyl-2H,8H-benzo(1,2-b:3',4'-b')dipyran
88662-01-5

6-benzoyl-5-hydroxy-2,2,8,8-tetramethyl-2H,8H-benzo(1,2-b:3',4'-b')dipyran

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol at 20℃; for 36h;94%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

2-benzylidene-indan-1,3-dione
5381-33-9

2-benzylidene-indan-1,3-dione

2-((3-benzoyl-2,4,6-trihydroxy-5-((3-hydroxy-1-oxo-1H-inden-2-yl)(phenyl)methyl)phenyl)(phenyl)methyl)-3-hydroxy-1H-inden-1-one

2-((3-benzoyl-2,4,6-trihydroxy-5-((3-hydroxy-1-oxo-1H-inden-2-yl)(phenyl)methyl)phenyl)(phenyl)methyl)-3-hydroxy-1H-inden-1-one

Conditions
ConditionsYield
Stage #1: 2-benzoylphloroglucinol With sodium hydride In tetrahydrofuran for 0.166667h; Inert atmosphere;
Stage #2: 2-benzylidene-indan-1,3-dione In tetrahydrofuran for 1h;
92%
With sodium hydride In tetrahydrofuran at 20℃; Michael Addition;643 mg
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

3-benzoyl-2,4,6-trihydroxy-benzaldehyde

3-benzoyl-2,4,6-trihydroxy-benzaldehyde

Conditions
ConditionsYield
With trichlorophosphate In ethyl acetate at 20℃; Inert atmosphere;91%
With trichlorophosphate In ethyl acetate79%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

2-(2-methylpropylidene)-1H-indene-1,3(2H)-dione
22123-54-2

2-(2-methylpropylidene)-1H-indene-1,3(2H)-dione

2-(1-(3-benzoyl-2,4,6-trihydroxy-5-(1-(3-hydroxy-1-oxo-1H-inden-2-yl)-2-methylpropyl)phenyl)-2-methylpropyl)-3-hydroxy-1H-inden-1-one

2-(1-(3-benzoyl-2,4,6-trihydroxy-5-(1-(3-hydroxy-1-oxo-1H-inden-2-yl)-2-methylpropyl)phenyl)-2-methylpropyl)-3-hydroxy-1H-inden-1-one

Conditions
ConditionsYield
Stage #1: 2-benzoylphloroglucinol With sodium hydride In tetrahydrofuran for 0.166667h; Inert atmosphere;
Stage #2: 2-(2-methylpropylidene)-1H-indene-1,3(2H)-dione In tetrahydrofuran for 1h;
77%
With sodium hydride In tetrahydrofuran at 20℃; Michael Addition;486 mg
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

acetic acid
64-19-7

acetic acid

2-acetyl-4-benzoylphloroglucinol
31188-65-5

2-acetyl-4-benzoylphloroglucinol

Conditions
ConditionsYield
With boron trifluoride76%
trans-geranyl bromide
6138-90-5

trans-geranyl bromide

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

(E)-(3-(3,7-dimethylocta-2,6-dienyl)-2,4,6-trihydroxyphenyl)(phenyl)methanone
70219-87-3

(E)-(3-(3,7-dimethylocta-2,6-dienyl)-2,4,6-trihydroxyphenyl)(phenyl)methanone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 24h;63%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

prenyl bromide
870-63-3

prenyl bromide

phenyl[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]methanone
93796-20-4

phenyl[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]methanone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 24h;63%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 24h;62%
bromethyl methyl ether
13057-17-5

bromethyl methyl ether

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

(2-hydroxy-4,6-bis(methoxymethoxy)phenyl)(phenyl)methanone

(2-hydroxy-4,6-bis(methoxymethoxy)phenyl)(phenyl)methanone

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 12h; Inert atmosphere;60%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-phen-1-one

1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-phen-1-one

Conditions
ConditionsYield
Stage #1: 2-benzoylphloroglucinol With 1H-imidazole In acetone for 0.0833333h;
Stage #2: tert-butyldimethylsilyl chloride In acetone at 20℃; for 2h; regioselective reaction;
58%
geranyl diphosphate
763-10-0

geranyl diphosphate

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

A

(E)-(3-(3,7-dimethylocta-2,6-dienyl)-2,4,6-trihydroxyphenyl)(phenyl)methanone
70219-87-3

(E)-(3-(3,7-dimethylocta-2,6-dienyl)-2,4,6-trihydroxyphenyl)(phenyl)methanone

B

(E)-4-(3,7-dimethylocta-2,6-dienyloxy)-2,6-dihydroxybenzophenone

(E)-4-(3,7-dimethylocta-2,6-dienyloxy)-2,6-dihydroxybenzophenone

Conditions
ConditionsYield
With Aspergillus terreus aromatic prenyltransferase; calcium chloride In dimethyl sulfoxide; glycerol at 37℃; for 2h; pH=7.5; Enzymatic reaction;A 54.72%
B 0.62%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

(2-hydroxy-4,6-bis(methoxymethoxy)phenyl)(phenyl)methanone

(2-hydroxy-4,6-bis(methoxymethoxy)phenyl)(phenyl)methanone

Conditions
ConditionsYield
Stage #1: 2-benzoylphloroglucinol With potassium carbonate In acetone at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: chloromethyl methyl ether In acetone at 20℃; for 1h; Inert atmosphere; Schlenk technique;
50%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

2-chloro-4-nitrophenyl β-D-xylopyranoside

2-chloro-4-nitrophenyl β-D-xylopyranoside

C18H18O8

C18H18O8

Conditions
ConditionsYield
With recombinant Streptomyces venezuelae ISP5230 GT1 Sv0189 glycosyltransferase; UDP In aq. phosphate buffer at 20℃; pH=7.0; Enzymatic reaction;50%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

isoprene
78-79-5

isoprene

A

8-Benzoyl-5,7-dihydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran
63565-07-1

8-Benzoyl-5,7-dihydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran

B

6-Benzoyl-5,7-dihydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran
86606-14-6

6-Benzoyl-5,7-dihydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran

C

6-Benzoyl-5-hydroxy-2,2,8,8-tetramethyl-3,4,9,10-tetrahydro-2H,8H-benzo<1,2-b:3,4-b'>dipyran
83611-02-3

6-Benzoyl-5-hydroxy-2,2,8,8-tetramethyl-3,4,9,10-tetrahydro-2H,8H-benzo<1,2-b:3,4-b'>dipyran

Conditions
ConditionsYield
With phosphoric acid In xylene at 30 - 35℃; for 12h;A 30%
B 48%
C 7%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

prenyl bromide
870-63-3

prenyl bromide

A

phenyl(2,4,6-trihydroxy-3,5-bis(3-methylbut-2-en-1-yl)-phenyl)methanone
70219-84-0

phenyl(2,4,6-trihydroxy-3,5-bis(3-methylbut-2-en-1-yl)-phenyl)methanone

B

phenyl[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]methanone
93796-20-4

phenyl[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]methanone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 45℃; for 24h;A 48%
B 13%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

prenyl bromide
870-63-3

prenyl bromide

phenyl(2,4,6-trihydroxy-3,5-bis(3-methylbut-2-en-1-yl)-phenyl)methanone
70219-84-0

phenyl(2,4,6-trihydroxy-3,5-bis(3-methylbut-2-en-1-yl)-phenyl)methanone

Conditions
ConditionsYield
With potassium hydroxide at 0℃; for 2h;45%
With potassium hydroxide In water at 0℃; for 1.33h;34%
With potassium hydroxide In water at 0℃; for 1.33333h; Inert atmosphere;34%
C17H35S(1+)*BF4(1-)

C17H35S(1+)*BF4(1-)

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

A

2,6-dihydroxy-4-prenyloxybenzophenone
70219-83-9

2,6-dihydroxy-4-prenyloxybenzophenone

B

phenyl[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]methanone
93796-20-4

phenyl[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]methanone

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 7h;A 10%
B 42%
geranyl bromide
6138-90-5

geranyl bromide

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

phenyl[3-(3,7-dimethyl-2,6-octadienyl)-2,4,6-trihydroxyphenyl]methanone
70219-87-3, 76015-48-0

phenyl[3-(3,7-dimethyl-2,6-octadienyl)-2,4,6-trihydroxyphenyl]methanone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 24h;42%
allyl iodid
556-56-9

allyl iodid

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

(3,5-diallyl-2,4,6-trihydroxyphenyl)(phenyl)methanone
1570098-55-3

(3,5-diallyl-2,4,6-trihydroxyphenyl)(phenyl)methanone

Conditions
ConditionsYield
Stage #1: 2-benzoylphloroglucinol With potassium hydroxide In water at 20℃; Inert atmosphere;
Stage #2: allyl iodid In water at 20 - 60℃; for 0.666667h; Inert atmosphere;
Stage #3: With 1.3-propanedithiol In water at 60℃; for 0.0833333h; Inert atmosphere;
36%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

ethyl propanoylacetate
4949-44-4

ethyl propanoylacetate

6-benzoyl-4-ethyl-5,7-dihydroxy-2H-chromen-2-one
1313524-58-1

6-benzoyl-4-ethyl-5,7-dihydroxy-2H-chromen-2-one

Conditions
ConditionsYield
With sulfuric acid; acetic acid at 20℃; for 2h; Pechmann reaction;27%
3,7-dimethyl-2,6-octadienal
141-27-5

3,7-dimethyl-2,6-octadienal

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

A

[5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-2H-1-benzopyran-6-yl]phenylmethanone
933983-29-0

[5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-2H-1-benzopyran-6-yl]phenylmethanone

B

[5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-2H-1-benzopyran-8-yl]phenylmethanone
933997-22-9, 163634-65-9

[5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-2H-1-benzopyran-8-yl]phenylmethanone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol at 0℃; for 6h;A 11%
B 26%
dimethylallyl diphosphate
358-72-5

dimethylallyl diphosphate

2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

A

C23H26O4

C23H26O4

B

phenyl[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]methanone
93796-20-4

phenyl[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]methanone

Conditions
ConditionsYield
With Aspergillus terreus aromatic prenyltransferase; calcium chloride In dimethyl sulfoxide; glycerol at 37℃; for 2h; pH=7.5; Enzymatic reaction;A 5.29%
B 22.06%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

allyl bromide
106-95-6

allyl bromide

(3,5-diallyl-2,4,6-trihydroxyphenyl)(phenyl)methanone
1570098-55-3

(3,5-diallyl-2,4,6-trihydroxyphenyl)(phenyl)methanone

Conditions
ConditionsYield
With potassium hydroxide In water at 0 - 20℃; for 1.33333h; Inert atmosphere;22%
2-benzoylphloroglucinol
3555-86-0

2-benzoylphloroglucinol

ethyl 3-oxo-3-phenylpropionate
94-02-0

ethyl 3-oxo-3-phenylpropionate

6-benzoyl-5,7-dihydroxy-4-phenyl-2H-chromen-2-one
213834-81-2

6-benzoyl-5,7-dihydroxy-4-phenyl-2H-chromen-2-one

Conditions
ConditionsYield
With sulfuric acid; acetic acid In nitrobenzene at 20℃; for 2h; Pechmann reaction;15%

Methanone,phenyl(2,4,6-trihydroxyphenyl)- Specification

The Methanone,phenyl(2,4,6-trihydroxyphenyl)-, with the CAS registry number 3555-86-0, is also known as 2,4,6-trihydroxybenzophenone. It belongs to the product category of Aromatic Benzophenones & Derivatives (substituted). Its EINECS number is 222-615-5. This chemical's molecular formula is C13H10O4 and molecular weight is 230.22. What's more, its systematic name is phenyl(2,4,6-trihydroxyphenyl)methanone.

Physical properties of Methanone,phenyl(2,4,6-trihydroxyphenyl)- are: (1)ACD/LogP: 3.49; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.48; (4)ACD/LogD (pH 7.4): 2.97; (5)ACD/BCF (pH 5.5): 259.39; (6)ACD/BCF (pH 7.4): 80.58; (7)ACD/KOC (pH 5.5): 1846.03; (8)ACD/KOC (pH 7.4): 573.46; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 44.76 Å2; (13)Index of Refraction: 1.682; (14)Molar Refractivity: 61.69 cm3; (15)Molar Volume: 162.8 cm3; (16)Surface Tension: 70.5 dyne/cm; (17)Density: 1.413 g/cm3; (18)Flash Point: 213.7 °C; (19)Enthalpy of Vaporization: 68.37 kJ/mol; (20)Boiling Point: 406.4 °C at 760 mmHg; (21)Vapour Pressure: 3.48E-07 mmHg at 25°C.

Preparation: this chemical can be prepared by benzene-1,3,5-triol, 1,4-bis-benzoyloxy-benzene by microwave irradiation. This reaction will need reagent BF3-etherate and solvent benzene with the reaction time of 30 min. It's a reaction of cross Fries reaction. The yield is about 40%.

Uses of Methanone,phenyl(2,4,6-trihydroxyphenyl)-: it can be used to produce 1-(3-benzoyl-2,4,6-trihydroxy-phenyl)-ethanone. It will need reagent BF3. The yield is about 76%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1c(O)cc(O)cc1O)c2ccccc2
(2)InChI: InChI=1S/C13H10O4/c14-9-6-10(15)12(11(16)7-9)13(17)8-4-2-1-3-5-8/h1-7,14-16H
(3)InChIKey: CPEXFJVZFNYXGU-UHFFFAOYSA-N

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