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| CAS No.: | 1126-61-0 |
|---|---|
| Name: | 3,4-DIHYDROXY-ALLYLBENZENE |
| Molecular Structure: | |
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| Formula: | C9H10O2 |
| Molecular Weight: | 150.177 |
| Synonyms: | 1,2-Benzenediol,4-(2-propenyl)- (9CI);Pyrocatechol, 4-allyl- (6CI,7CI,8CI);1,2-Dihydroxy-4-allylbenzene;1-Allyl-3,4-dihydroxybenzene;4-(2'-Propenyl)-1,2-benzenediol;4-Allyl-1,2-dihydroxybenzene;4-Allylcatechol;4-Allylpyrocatechol;Hydroxychavicol; |
| Density: | 1.148 g/cm3 |
| Melting Point: | 42.0 to 46.0 °C |
| Boiling Point: | 289.2 °C at 760 mmHg |
| Flash Point: | 141.7 °C |
| PSA: | 40.46000 |
| LogP: | 1.82630 |
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- 1126-61-0
4-allylpyrocatechol
| Conditions | Yield |
|---|---|
| With water | 100% |
| Conditions | Yield |
|---|---|
| With pyridine; aluminium(III) iodide In acetonitrile at 80℃; for 18h; Reagent/catalyst; Solvent; | 99% |
| Stage #1: 4-allylguaiacol With pyridine; iodine; aluminium In acetonitrile for 18h; Reflux; Stage #2: With hydrogenchloride In water; acetonitrile at 20℃; Reagent/catalyst; | 99% |
| With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h; Reagent/catalyst; | 99% |
| Conditions | Yield |
|---|---|
| With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h; | 99% |
| With aluminium(III) iodide In dimethyl sulfoxide; acetonitrile at 80℃; for 18h; | 96% |
| With aluminium(III) iodide; dimethyl sulfoxide In acetonitrile at 80℃; for 18h; | 96% |
| Conditions | Yield |
|---|---|
| With boron trichloride; tetra-(n-butyl)ammonium iodide In dichloromethane at -78℃; for 1h; dealkylation; | 88% |
| With boron trifluoride diethyl etherate In 1,4-dioxane at 20℃; for 24h; Inert atmosphere; | 55.1% |
| With boron tribromide In dichloromethane at -78 - 0℃; for 1h; | 27% |
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((4-allyl-1,2-phenylene)bis(oxy))bis(triethylsilane)
- 1126-61-0
4-allylpyrocatechol
| Conditions | Yield |
|---|---|
| With hydrogenchloride In tetrahydrofuran; water Inert atmosphere; | 70% |
| With hydrogenchloride In tetrahydrofuran; water at 20℃; Inert atmosphere; | 54% |
| Conditions | Yield |
|---|---|
| With boron trifluoride diethyl etherate In dichloromethane at -78℃; | 62% |
| Conditions | Yield |
|---|---|
| at 170℃; Inert atmosphere; Neat (no solvent); | A 18% B 54% |
| at 170℃; for 2h; Inert atmosphere; | A 18% B 54% |
| In neat (no solvent) at 170℃; for 3h; Claisen Rearrangement; Inert atmosphere; Sealed tube; | A 27% B 40% |
| Conditions | Yield |
|---|---|
| With sodium carbonate; copper(l) chloride In water at 20℃; for 0.5h; | 54% |
| Conditions | Yield |
|---|---|
| With caesium carbonate In 2,2,2-trifluoroethanol for 24h; Irradiation; | 47% |
| Conditions | Yield |
|---|---|
| With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h; | 27% |
| With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h; | 27% |
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Specification
The 2-Hydroxychavicol, with the CAS registry number 1126-61-0, is also known as 1,2-Benzenediol, 4-(2-propenyl)-. This chemical's molecular formula is C9H10O2 and molecular weight is 150.1745. Its systematic name is called 4-(prop-2-en-1-yl)benzene-1,2-diol.
Physical properties of 2-Hydroxychavicol: (1)ACD/LogP: 1.90; (2)ACD/LogD (pH 5.5): 1.9; (3)ACD/LogD (pH 7.4): 1.9; (4)ACD/BCF (pH 5.5): 16.3; (5)ACD/BCF (pH 7.4): 16.21; (6)ACD/KOC (pH 5.5): 256.64; (7)ACD/KOC (pH 7.4): 255.22; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.586; (12)Molar Refractivity: 43.92 cm3; (13)Molar Volume: 130.7 cm3; (14)Surface Tension: 47.2 dyne/cm; (15)Density: 1.148 g/cm3; (16)Flash Point: 141.7 °C; (17)Enthalpy of Vaporization: 54.97 kJ/mol; (18)Boiling Point: 289.2 °C at 760 mmHg; (19)Vapour Pressure: 0.00128 mmHg at 25°C.
Preparation of 2-Hydroxychavicol: this chemical can be prepared by 4-allyl-2-methoxy-phenol. This reaction will need reagents sodium iodide, silicon tetrachloride and solvents acetonitrile, toluene. The reaction time is 20 hours. The yield is about 62%.
Uses of 2-Hydroxychavicol: it can be used to produce 6-allyl-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-1,4-benzodioxan at ambient temperature. This reaction will need solvents benzene and acetone with reaction time of 20 hours. The yield is about 50%.
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You can still convert the following datas into molecular structure:
(1)SMILES: Oc1ccc(cc1O)C\C=C
(2)InChI: InChI=1/C9H10O2/c1-2-3-7-4-5-8(10)9(11)6-7/h2,4-6,10-11H,1,3H2
(3)InChIKey: FHEHIXJLCWUPCZ-UHFFFAOYAL