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| CAS No.: | 28343-22-8 |
|---|---|
| Name: | Phenol, 4-ethenyl-2,6-dimethoxy- |
| Molecular Structure: | |
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| Formula: | C10H12 O3 |
| Molecular Weight: | 180.203 |
| Synonyms: | Phenol,2,6-dimethoxy-4-vinyl- (8CI); 2,6-Dimethoxy-4-ethenylphenol;2,6-Dimethoxy-4-vinylphenol; 3,5-Dimethoxy-4-hydroxystyrene;4-Vinyl-2,6-dimethoxyphenol; 4-Vinylsyringol; Canolol; Syringlyethene;Vinylsyringol |
| Density: | 1.113g/cm3 |
| Boiling Point: | 285.4°Cat760mmHg |
| Flash Point: | 126.4°C |
| PSA: | 38.69000 |
| LogP: | 2.05240 |

sinapinic acid


canolol

| Conditions | Yield |
|---|---|
| With Cocos nucifera juice at 20℃; for 48h; Inert atmosphere; | 94% |
| With aluminum oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinone In methanol for 0.25h; microwave irradiation; | 84% |
| With 1,10-Phenanthroline; copper hydroxide In 1-methyl-pyrrolidin-2-one at 130℃; for 1.1h; Inert atmosphere; Green chemistry; | 31% |

1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanol


canolol

| Conditions | Yield |
|---|---|
| With MoO2Cl2(DMSO)2; dimethyl sulfoxide for 0.166667h; Microwave irradiation; | 90% |
| With MoO2(2+)*C2H6OS*2Cl(1-) In dimethyl sulfoxide for 0.166667h; Microwave irradiation; | 90% |
| With 1-hexyl-3-methyl-1-imidazolium bromide at 150℃; for 0.25h; Microwave irradiation; |

| Conditions | Yield |
|---|---|
| With pyridine; acetic acid at 130℃; for 0.116667h; microwave irradiation; | 67% |
| With piperidine In 1-methyl-pyrrolidin-2-one for 3h; Reflux; | 67.5% |
| With piperidine In toluene at 115℃; Knoevenagel-Doebner-Stobbe Reaction; | 47% |

syringic aldehyde


canolol

| Conditions | Yield |
|---|---|
| With Methyltriphenylphosphonium bromide; sodium hexamethyldisilazane In tetrahydrofuran for 5.5h; Cooling; | 59% |

| Conditions | Yield |
|---|---|
| Stage #1: Methyltriphenylphosphonium bromide With sodium hexamethyldisilazane In tetrahydrofuran for 1.5h; Cooling; Stage #2: syringic aldehyde In tetrahydrofuran for 4h; | 18% |

A

1,3-dimethoxy-2-hydroxy-benzene

B

2,6-dimethoxy-4-methylphenol

C

4-ethylsyringol

D

canolol

| Conditions | Yield |
|---|---|
| With air Oxidation; Formation of xenobiotics; Further byproducts given; |


| Conditions | Yield |
|---|---|
| In acetonitrile for 24h; UV-irradiation; | A 51 %Spectr. B 5 %Spectr. |

| Conditions | Yield |
|---|---|
| In acetonitrile for 24h; UV-irradiation; | A 50 %Spectr. B 5 %Spectr. |

| Conditions | Yield |
|---|---|
| In acetonitrile for 24h; UV-irradiation; | A 15 %Spectr. B 7 %Spectr. |

| Conditions | Yield |
|---|---|
| In acetonitrile for 24h; UV-irradiation; | A 67 %Spectr. B 4 %Spectr. |