Product Name

  • Name

    Magnolol

  • EINECS 610-903-7
  • CAS No. 528-43-8
  • Article Data16
  • CAS DataBase
  • Density 1.107 g/cm3
  • Solubility
  • Melting Point 99 - 101oC
  • Formula C18H18O2
  • Boiling Point 401 °C at 760 mmHg
  • Molecular Weight 266.34
  • Flash Point 184.5 °C
  • Transport Information UN 3077
  • Appearance A bioactive compound found in the bark of the Houpu magnolia.
  • Safety 26-39-61
  • Risk Codes 37/38-41-51/53
  • Molecular Structure Molecular Structure of 528-43-8 (Magnolol)
  • Hazard Symbols DangerousN
  • Synonyms 2,2'-Bichavicol(6CI);2,2'-Biphenyldiol, 5,5'-diallyl- (8CI);[1,1'-Biphenyl]-2,2'-diol,5,5'-di-2-propenyl- (9CI);
  • PSA 40.46000
  • LogP 4.22180

Synthetic route

5,5'-Diallyl-2,2'-bis(methoxymethoxy)biphenyl

5,5'-Diallyl-2,2'-bis(methoxymethoxy)biphenyl

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
With chloro-trimethyl-silane In methanol at 0 - 25℃; for 1h;90%
With chloro-trimethyl-silane In methanol at 0 - 25℃; for 1h;90%
With hydrogenchloride In tetrahydrofuran; isopropyl alcohol for 18h; Ambient temperature;70%
2,2′-di(allyloxy)-biphenyl
73429-23-9

2,2′-di(allyloxy)-biphenyl

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
With antimonypentachloride In dichloromethane at -78℃;81%
4-(prop-2-enyl)phenol
501-92-8

4-(prop-2-enyl)phenol

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
With aluminium trichloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone In nitromethane for 1.5h; Ambient temperature;77%
With air; ethanol; iron(III) chloride
5,5'-diallyl-2,2'-dimethoxy-1,1'-biphenyl
68592-16-5

5,5'-diallyl-2,2'-dimethoxy-1,1'-biphenyl

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -78℃; for 1h;75%
With aluminum (III) chloride; thiourea In 1,2-dichloro-ethane at 50℃;
With aluminum (III) chloride; thiourea In 1,2-dichloro-ethane at 50℃;
4-(prop-2-enyl)phenol
501-92-8

4-(prop-2-enyl)phenol

A

Magnolol
528-43-8

Magnolol

B

isomagnolol

isomagnolol

Conditions
ConditionsYield
With horseradish peroxidase type-1; dihydrogen peroxide In methanol at 20℃; for 0.3h; pH=6.0;A 28%
B 5%
4-(prop-2-enyl)phenol
501-92-8

4-(prop-2-enyl)phenol

A

Magnolol
528-43-8

Magnolol

B

dunnianol
139726-29-7

dunnianol

C

isomagnolol

isomagnolol

Conditions
ConditionsYield
With air; iron(III) chloride In ethanol for 48h;A 15%
B 2%
C 1%
4-(prop-2-enyl)phenol
501-92-8

4-(prop-2-enyl)phenol

A

Magnolol
528-43-8

Magnolol

B

dunnianol
139726-29-7

dunnianol

C

8,9b-diallyl-4a,9b-dihydro-4H-dibenzofuran-3-one

8,9b-diallyl-4a,9b-dihydro-4H-dibenzofuran-3-one

D

isomagnolol

isomagnolol

Conditions
ConditionsYield
With sodium carbonate; potassium hexacyanoferrate(III) at 0℃; for 3h; Further byproducts given;A 8%
B 11%
C 12%
D 5%
4-(prop-2-enyl)phenol
501-92-8

4-(prop-2-enyl)phenol

A

Magnolol
528-43-8

Magnolol

B

dunnianol
139726-29-7

dunnianol

C

8,9b-diallyl-4a,9b-dihydro-4H-dibenzofuran-3-one

8,9b-diallyl-4a,9b-dihydro-4H-dibenzofuran-3-one

D

8,9b-diallyl-2-(4-allyl-phenoxy)-4a,9b-dihydro-4H-dibenzofuran-3-one

8,9b-diallyl-2-(4-allyl-phenoxy)-4a,9b-dihydro-4H-dibenzofuran-3-one

Conditions
ConditionsYield
With sodium carbonate; potassium hexacyanoferrate(III) at 0℃; for 3h; Further byproducts given;A 8%
B 11%
C 12%
D 5%
4-(prop-2-enyl)phenol
501-92-8

4-(prop-2-enyl)phenol

A

Magnolol
528-43-8

Magnolol

B

dunnianol
139726-29-7

dunnianol

C

8,9b-diallyl-4a,9b-dihydro-4H-dibenzofuran-3-one

8,9b-diallyl-4a,9b-dihydro-4H-dibenzofuran-3-one

D

5,5',5'',5'''-tetraallyl-[1,3';1',1'';3'',1''']quaterphenyl-2,2',2'',2'''-tetraol

5,5',5'',5'''-tetraallyl-[1,3';1',1'';3'',1''']quaterphenyl-2,2',2'',2'''-tetraol

Conditions
ConditionsYield
With sodium carbonate; potassium hexacyanoferrate(III) at 0℃; for 3h; Further byproducts given;A 8%
B 11%
C 12%
D 4%
methyl magnesium iodide
917-64-6

methyl magnesium iodide

5,5'-diallyl-2,2'-dimethoxy-1,1'-biphenyl
68592-16-5

5,5'-diallyl-2,2'-dimethoxy-1,1'-biphenyl

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
at 180℃;
methanol
67-56-1

methanol

1-oxaspiro[4,5]deca-6,9-dien-2,8-dione
4572-26-3

1-oxaspiro[4,5]deca-6,9-dien-2,8-dione

p-cresol
106-44-5

p-cresol

A

Magnolol
528-43-8

Magnolol

B

2,2'-dihydroxy-5-methyl-5'-(2-methoxycarbonylethyl)biphenyl
112639-25-5

2,2'-dihydroxy-5-methyl-5'-(2-methoxycarbonylethyl)biphenyl

Conditions
ConditionsYield
With sulfuric acid; tin(IV) chloride 1.) MeNO2, 2 min; 2.) reflux, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
Conditions
ConditionsYield
With trifluoroacetic acid In benzene
Conditions
ConditionsYield
With trifluoroacetic acid In benzene for 10h; Ambient temperature;A 12 mg
B 3 mg
With trifluoroacetic acid In benzene for 10h; Ambient temperature;A 12 mg
B 2 mg
Estragole
140-67-0

Estragole

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / BBr3; Me2S / Heating
2: 28 percent / horseradish peroxidase type-1; aq. H2O2 / methanol / 0.3 h / 20 °C / pH 6.0
View Scheme
4-bromo-phenol
106-41-2

4-bromo-phenol

isobutyl halide

isobutyl halide

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 98 percent / K2CO3 / acetone / 2 h / Heating
2: 1.) Mg / 1.) THF, 2.) THF, reflux, 3 h
3: 3N aq. HCl / tetrahydrofuran / 3 h / Heating
4: 77 percent / AlCl3, DDQ / nitromethane / 1.5 h / Ambient temperature
View Scheme
p-methoxymethoxybromobenzene
25458-45-1

p-methoxymethoxybromobenzene

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) Mg / 1.) THF, 2.) THF, reflux, 3 h
2: 3N aq. HCl / tetrahydrofuran / 3 h / Heating
3: 77 percent / AlCl3, DDQ / nitromethane / 1.5 h / Ambient temperature
View Scheme
1-allyl-4-(methoxymethoxy)benzene
70482-71-2

1-allyl-4-(methoxymethoxy)benzene

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 3N aq. HCl / tetrahydrofuran / 3 h / Heating
2: 77 percent / AlCl3, DDQ / nitromethane / 1.5 h / Ambient temperature
View Scheme
2,2'-dimethoxy-5,5'-dibromo-biphenyl
100542-54-9

2,2'-dimethoxy-5,5'-dibromo-biphenyl

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: THF / anschliessend Erwaermen mit Allylbromid
2: 180 °C
View Scheme
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: bromine / chloroform / 2 h / 20 °C
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 °C
2.2: 0 °C
3.1: ethyl bromide; magnesium / tetrahydrofuran / Inert atmosphere; Cooling with ice
3.2: 3 h / 0 - 20 °C
4.1: chloro-trimethyl-silane / methanol / 1 h / 0 - 25 °C
View Scheme
Multi-step reaction with 4 steps
1: sodium hydroxide
2: bromine
3: tetrahydrofuran
4: thiourea; aluminum (III) chloride / 1,2-dichloro-ethane / 50 °C
View Scheme
Multi-step reaction with 4 steps
1.1: bromine / chloroform / 2 h
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 °C
2.2: 0 °C
3.1: magnesium; ethyl bromide / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere
3.2: 3 h / 0 - 20 °C / Inert atmosphere
4.1: chloro-trimethyl-silane / methanol / 1 h / 0 - 25 °C
View Scheme
5,5'-dibromo-2,2'-dihydroxybiphenyl
34261-55-7

5,5'-dibromo-2,2'-dihydroxybiphenyl

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 °C
1.2: 0 °C
2.1: ethyl bromide; magnesium / tetrahydrofuran / Inert atmosphere; Cooling with ice
2.2: 3 h / 0 - 20 °C
3.1: chloro-trimethyl-silane / methanol / 1 h / 0 - 25 °C
View Scheme
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 °C
1.2: 0 °C
2.1: magnesium; ethyl bromide / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere
2.2: 3 h / 0 - 20 °C / Inert atmosphere
3.1: chloro-trimethyl-silane / methanol / 1 h / 0 - 25 °C
View Scheme
2,2'-Dimethoxybiphenyl
4877-93-4

2,2'-Dimethoxybiphenyl

Magnolol
528-43-8

Magnolol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: bromine
2: tetrahydrofuran
3: thiourea; aluminum (III) chloride / 1,2-dichloro-ethane / 50 °C
View Scheme
ethyl bromide
74-96-4

ethyl bromide

Magnolol
528-43-8

Magnolol

2’-ethoxy-5,5’-di(prop-2-en-1-yl)biphenyl-2-ol
1356708-23-0

2’-ethoxy-5,5’-di(prop-2-en-1-yl)biphenyl-2-ol

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In acetone for 48h;98%
Magnolol
528-43-8

Magnolol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

5,5'-diallyl-2′-((tert-butyldimethylsilyl)oxy)-[1,1′-biphenyl]-2-ol

5,5'-diallyl-2′-((tert-butyldimethylsilyl)oxy)-[1,1′-biphenyl]-2-ol

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 22℃; for 1h; Inert atmosphere;98%
With 1H-imidazole In dichloromethane at 20℃; for 3h;96%
Magnolol
528-43-8

Magnolol

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid
22204-53-1

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

(S)-5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(6-methoxynaphthalen-2-yl)propanoate

(S)-5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(6-methoxynaphthalen-2-yl)propanoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;97%
Magnolol
528-43-8

Magnolol

naproxen
23981-80-8

naproxen

C32H30O4

C32H30O4

Conditions
ConditionsYield
With dmap In dichloromethane at 25 - 30℃;97%
Magnolol
528-43-8

Magnolol

methyl iodide
74-88-4

methyl iodide

2-O-methylmagnolol
87980-21-0

2-O-methylmagnolol

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In acetone for 17h;96%
With 18-crown-6 ether; potassium carbonate In acetone for 17h; Product distribution / selectivity;
Magnolol
528-43-8

Magnolol

2-O-methylmagnolol
87980-21-0

2-O-methylmagnolol

Conditions
ConditionsYield
In diethyl ether for 24h;95%
In diethyl ether for 24h; Product distribution / selectivity;95%
In diethyl ether Ambient temperature;
Magnolol
528-43-8

Magnolol

2',4'-difluoro-4-hydroxybiphenyl-3-carboxylic acid
22494-42-4

2',4'-difluoro-4-hydroxybiphenyl-3-carboxylic acid

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2',4'-difluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylate

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2',4'-difluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;95%
2',4'-difluoro-3-hydroxybiphenyl-4-carboxylic acid
615557-17-0

2',4'-difluoro-3-hydroxybiphenyl-4-carboxylic acid

Magnolol
528-43-8

Magnolol

C31H24F2O4

C31H24F2O4

Conditions
ConditionsYield
With dmap In dichloromethane at 25 - 30℃;95%
formaldehyd
50-00-0

formaldehyd

Magnolol
528-43-8

Magnolol

N-butylamine
109-73-9

N-butylamine

C30H40N2O2

C30H40N2O2

Conditions
ConditionsYield
In 1,4-dioxane; toluene at 90℃; for 72h;94.5%
Magnolol
528-43-8

Magnolol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

C20H22O3

C20H22O3

Conditions
ConditionsYield
With triethylamine In dichloromethane at 22℃; for 2h;94%
Magnolol
528-43-8

Magnolol

salicylic acid
69-72-7

salicylic acid

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-hydroxybenzoate

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-hydroxybenzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;93%
With dmap In dichloromethane at 25 - 30℃;92%
Magnolol
528-43-8

Magnolol

tolfenamic Acid
13710-19-5

tolfenamic Acid

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-((3-chloro-2-methylphenyl)amino)benzoate

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-((3-chloro-2-methylphenyl)amino)benzoate

Conditions
ConditionsYield
With dmap In dichloromethane at 25 - 30℃;93%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;92%
Magnolol
528-43-8

Magnolol

mefenamic Acid
61-68-7

mefenamic Acid

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-((2,3-dimethylphenyl)amino)benzoate

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-((2,3-dimethylphenyl)amino)benzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;92%
With dmap In dichloromethane at 25 - 30℃;92%
Magnolol
528-43-8

Magnolol

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(2-((2,6-dichlorophenyl)amino)phenyl) acetate

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(2-((2,6-dichlorophenyl)amino)phenyl) acetate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;92%
With dmap In dichloromethane at 25 - 30℃;92%
Magnolol
528-43-8

Magnolol

butyryl chloride
141-75-3

butyryl chloride

A

C26H30O4

C26H30O4

B

C22H24O3

C22H24O3

Conditions
ConditionsYield
Stage #1: Magnolol With potassium carbonate In acetone for 0.5h; Inert atmosphere; Reflux;
Stage #2: butyryl chloride In acetone for 24h; Reflux;
A 92%
B 8%
formaldehyd
50-00-0

formaldehyd

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Magnolol
528-43-8

Magnolol

C32H32N2O4

C32H32N2O4

Conditions
ConditionsYield
In 1,4-dioxane; toluene at 90℃; for 32h;91.5%
Magnolol
528-43-8

Magnolol

flufenamic acid
530-78-9

flufenamic acid

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-((3-(trifluoromethyl)phenyl)amino)benzoate

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-((3-(trifluoromethyl)phenyl)amino)benzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;91%
With dmap In dichloromethane at 25 - 30℃;91%
Magnolol
528-43-8

Magnolol

ibuprofen
15687-27-1

ibuprofen

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(4-isobutylphenyl)propanoate

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(4-isobutylphenyl)propanoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;91%
With dmap In dichloromethane at 25 - 30℃;91%
Magnolol
528-43-8

Magnolol

acetic anhydride
108-24-7

acetic anhydride

magnolol monoacetate

magnolol monoacetate

Conditions
ConditionsYield
Stage #1: Magnolol With potassium carbonate In acetone at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: acetic anhydride In acetone at 20℃; for 1h;
90%
In pyridine
Magnolol
528-43-8

Magnolol

etodolac
41340-25-4

etodolac

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetate

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;90%
With dmap In dichloromethane at 25 - 30℃;90%
Magnolol
528-43-8

Magnolol

ethylene dibromide
106-93-4

ethylene dibromide

5,5'-diallyl-2’-(2-bromoethoxy)-[1,1'-biphenyl]-2-ol

5,5'-diallyl-2’-(2-bromoethoxy)-[1,1'-biphenyl]-2-ol

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In water at 80℃; for 6h;90%
With sodium hydride In tetrahydrofuran; mineral oil at 60℃; for 3h;65%
Magnolol
528-43-8

Magnolol

C18H21N

C18H21N

Conditions
ConditionsYield
With ammonium hydroxide; 10 wt% Pd(OH)2 on carbon; sodium formate; trifluoroacetic acid In m-xylene at 140℃; for 24h; Inert atmosphere;90%
4-Nitrophthalonitrile
31643-49-9

4-Nitrophthalonitrile

Magnolol
528-43-8

Magnolol

C34H22N4O2

C34H22N4O2

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 40℃; for 48h; Inert atmosphere;90%
Magnolol
528-43-8

Magnolol

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

C42H36O6P2

C42H36O6P2

Conditions
ConditionsYield
Stage #1: Magnolol With sodium hydride In tetrahydrofuran for 0.25h; Cooling with ice; Inert atmosphere;
Stage #2: Diphenylphosphinic chloride In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
Stage #3: With 3-chloro-benzenecarboperoxoic acid In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
89%
Magnolol
528-43-8

Magnolol

benzoic acid
65-85-0

benzoic acid

4'-di-O-benzoyl-magnolol

4'-di-O-benzoyl-magnolol

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;88.15%
Magnolol
528-43-8

Magnolol

ketoprofen
22071-15-4

ketoprofen

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(3-benzoylphenyl)propanoate

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(3-benzoylphenyl)propanoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;88%
ethyl 2-phenyldiazoacetate
22065-57-2

ethyl 2-phenyldiazoacetate

Magnolol
528-43-8

Magnolol

ethyl 2-((5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl)oxy)-2-phenylacetate

ethyl 2-((5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl)oxy)-2-phenylacetate

Conditions
ConditionsYield
Stage #1: ethyl 2-phenyldiazoacetate; Magnolol In 1,2-dichloro-ethane at 20℃; for 0.0333333h; Schlenk technique; Green chemistry;
Stage #2: With trifluorormethanesulfonic acid In 1,2-dichloro-ethane for 0.333333h; Schlenk technique; Green chemistry;
88%
With sewage sludge-derived carbon material treated with perchloric acid In 1,2-dichloro-ethane at 70℃; for 24h;86%
With sewage sludge-derived carbonaceous materials treated by perchloric acid; air In 1,2-dichloro-ethane at 20 - 70℃; under 750.075 Torr; for 5h; Solvent; Schlenk technique;85%
Magnolol
528-43-8

Magnolol

Cinnamic acid
621-82-9

Cinnamic acid

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

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

magnolol-4-O-cinnamyl-4'-O- β-D-glucopyranoside

magnolol-4-O-cinnamyl-4'-O- β-D-glucopyranoside

Conditions
ConditionsYield
Stage #1: Magnolol With sodium hydroxide In water for 0.5h;
Stage #2: 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide With tetrabutylammomium bromide In dichloromethane; water at 20℃; for 3.5h;
Stage #3: Cinnamic acid Further stages;
87.2%
Magnolol
528-43-8

Magnolol

benzoic acid
65-85-0

benzoic acid

4'-O-benzoylmagnolol

4'-O-benzoylmagnolol

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;86.74%

Magnolol Chemical Properties

Molecular Structure of 5,5'-Diallyl-2,2'-biphenyldiol (CAS NO.528-43-8):

IUPAC Name: 2-(2-hydroxy-5-prop-2-enylphenyl)-4-prop-2-enylphenol 
Empirical Formula: C18H18O2
Molecular Weight: 266.3343
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 7
Polar Surface Area: 18.46Å2
Index of Refraction: 1.601
Molar Refractivity: 82.42 cm3
Molar Volume: 240.4 cm3
Surface Tension: 44.6 dyne/cm
Density: 1.107 g/cm3
Flash Point: 184.5 °C
Enthalpy of Vaporization: 67.74 kJ/mol
Boiling Point: 401 °C at 760 mmHg
Vapour Pressure: 5.25E-07 mmHg at 25°C
Storage temp: 2-8°C
Merck: 13,5721
InChI
InChI=1/C18H18O2/c1-3-5-13-7-9-17(19)15(11-13)16-12-14(6-4-2)8-10-18(16)20/h3-4,7-12,19-20H,1-2,5-6H2
Smiles
c1(c2c(ccc(c2)CC=C)O)c(ccc(c1)CC=C)O
Product Categories: Aromatic Phenols; The group of Magnolia; Antifungal; Nutritional Ingredients

Magnolol Toxicity Data With Reference

1.    

orl-mus LD50:2200 mg/kg

    BRXXAA    British Patent Document. (U.S. Patent Office, Science Library, 2021 Jefferson Davis Highway, Arlington, VA 22202) #5135746 .

Magnolol Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes: DangerousN
Risk Statements: 37/38-41-51/53
R37/38:Irritating to respiratory system and skin. 
R41:Risk of serious damage to the eyes. 
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 26-39-61
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S39:Wear eye / face protection. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3077
RTECS: DV5105500

Magnolol Specification

  5,5'-Diallyl-2,2'-biphenyldiol , with CAS number of 528-43-8, can be called 2,2'-Bichavicol(6CI) ; [1,1'-Biphenyl]-2,2'-diol,5,5'-di-2-propenyl- (9CI) ; 2,2'-Biphenyldiol, 5,5'-diallyl- (8CI) . 5,5'-Diallyl-2,2'-biphenyldiol (CAS NO.528-43-8) can be used in Pharmacological.

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