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528-43-8

Basic Information
CAS No.: 528-43-8
Name: 5,5'-Diallyl-2,2'-biphenyldiol
Article Data: 16
Cas Database
Molecular Structure:
Molecular Structure of 528-43-8 (5,5'-Diallyl-2,2'-biphenyldiol)
Formula: C18H18O2
Molecular Weight: 266.34
Synonyms: 2,2'-Bichavicol(6CI);2,2'-Biphenyldiol, 5,5'-diallyl- (8CI);[1,1'-Biphenyl]-2,2'-diol,5,5'-di-2-propenyl- (9CI);
EINECS: 610-903-7
Density: 1.107 g/cm3
Melting Point: 99 - 101oC
Boiling Point: 401 °C at 760 mmHg
Flash Point: 184.5 °C
Solubility: N/A
Appearance: A bioactive compound found in the bark of the Houpu magnolia.
Hazard Symbols: DangerousN
Risk Codes: 37/38-41-51/53
Safety: 26-39-61
Transport Information: UN 3077
PSA: 40.46000
LogP: 4.22180
Synthetic route

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

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%
73429-23-9

2,2′-di(allyloxy)-biphenyl

528-43-8

Magnolol

Conditions
ConditionsYield
With antimonypentachloride In dichloromethane at -78℃;81%
501-92-8

4-(prop-2-enyl)phenol

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
68592-16-5

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

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℃;
501-92-8

4-(prop-2-enyl)phenol

A

528-43-8

Magnolol

B

isomagnolol

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

4-(prop-2-enyl)phenol

A

528-43-8

Magnolol

B

139726-29-7

dunnianol

C

isomagnolol

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

4-(prop-2-enyl)phenol

A

528-43-8

Magnolol

B

139726-29-7

dunnianol

C

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

D

isomagnolol

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

4-(prop-2-enyl)phenol

A

528-43-8

Magnolol

B

139726-29-7

dunnianol

C

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

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

4-(prop-2-enyl)phenol

A

528-43-8

Magnolol

B

139726-29-7

dunnianol

C

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

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

methyl magnesium iodide

68592-16-5

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

528-43-8

Magnolol

Conditions
ConditionsYield
at 180℃;
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Chemistry

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

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 .

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

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.