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| CAS No.: | 100-84-5 |
|---|---|
| Name: | 3-Methylanisole |
| Molecular Structure: | |
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| Formula: | C8H10O |
| Molecular Weight: | 122.167 |
| Synonyms: | Anisole,m-methyl- (8CI);1-Methoxy-3-methylbenzene;3-Cresol methyl ether;3-Methoxytoluene;3-Methyl-1-methoxybenzene;Methyl m-tolylether;NSC 6255;m-Cresol methyl ether;m-Cresyl methyl ether;m-Methoxytoluene;m-Methylanisole; |
| EINECS: | 202-893-4 |
| Density: | 0.941 g/cm3 |
| Melting Point: | -47oC |
| Boiling Point: | 172.2 °C at 760 mmHg |
| Flash Point: | 54.4 °C |
| Solubility: | Soluble in alcohol and insoluble in water. |
| Appearance: | colourless liquid |
| Hazard Symbols: |
Xn
|
| Risk Codes: | 10-22 |
| Safety: | 16-23-24/25 |
| Transport Information: | UN 1993 3/PG 3 |
| PSA: | 9.23000 |
| LogP: | 2.00360 |

| Conditions | Yield |
|---|---|
| With palladium dichloride In methanol at 40℃; for 18h; Inert atmosphere; Green chemistry; chemoselective reaction; | 99% |
| With [IrCl(CO)(PPh3)2]; hydrazine hydrate; potassium hydroxide In methanol at 160℃; for 3h; Wolff-Kishner Reduction; Sealed tube; | 86% |
| With [IrCl(CO)(PPh3)2]; hydrazine hydrate; potassium hydroxide In methanol at 160℃; for 3h; Sealed tube; | 86% |
| With carbon monoxide; hydrogen; benzene unter Zusatz von Octacarbonyldikobalt und CoCO3 auf 190grad/238 at; | |
| Multi-step reaction with 3 steps 1: 78 percent / sodium iodide; sodium hydride / tetrahydrofuran / 0 - 20 °C 2: sulfuryl chloride / CH2Cl2 / -78 °C 3: lithium; 4,4'-di-tert-butylbiphenyl / tetrahydrofuran / 1 h / 0 °C View Scheme |

4-bromo-3-methylanisole


1-methoxy-3-methyl-benzene

| Conditions | Yield |
|---|---|
| With potassium carbonate; butan-1-ol; palladium diacetate; triphenylphosphine at 100℃; for 14h; | 98% |

3-methoxyphenylacetonitrile


1-methoxy-3-methyl-benzene

| Conditions | Yield |
|---|---|
| Stage #1: 3-methoxyphenylacetonitrile With 15-crown-5; sodium In tetrahydrofuran; hexane at 0℃; for 0.333333h; Birch Reduction; Inert atmosphere; Stage #2: With water In tetrahydrofuran; hexane at 0℃; for 1h; Birch Reduction; Inert atmosphere; chemoselective reaction; | 98% |
| Stage #1: 3-methoxyphenylacetonitrile With dibenzo-18-crown-6; sodium In tetrahydrofuran; toluene at 0℃; for 0.333333h; Inert atmosphere; Stage #2: With propan-1-ol In tetrahydrofuran; toluene at 0℃; for 1h; | 78% |

| Conditions | Yield |
|---|---|
| Stage #1: 3-methoxy-benzaldehyde With iron(III) chloride In methanol at 20℃; for 0.05h; Stage #2: In methanol at 20℃; for 0.166667h; chemoselective reaction; | 95% |
| With borohydride exchange resin; nickel diacetate In methanol for 3h; Ambient temperature; | 93% |
| With triethylsilane; palladium dichloride In ethanol for 0.5h; Inert atmosphere; | 86.0 %Chromat. |
| With triethylsilane; palladium dichloride In ethanol at 20℃; for 0.5h; Inert atmosphere; | 86 %Chromat. |

1-iodo-4-methoxy-2-methylbenzene


1-methoxy-3-methyl-benzene

| Conditions | Yield |
|---|---|
| With potassium carbonate; butan-1-ol; palladium diacetate; triphenylphosphine at 100℃; for 1h; | 93% |

| Conditions | Yield |
|---|---|
| With benzyltrimethylammonium chloride; sodium hydroxide In water at 70℃; Concentration; Temperature; Autoclave; | 92.2% |

1-Methoxy-3-methyl-2-(2-methyl-propane-2-sulfonyl)-benzene


1-methoxy-3-methyl-benzene

| Conditions | Yield |
|---|---|
| With bis(acetylacetonate)nickel(II); isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 20h; | 92% |

| Conditions | Yield |
|---|---|
| In methanol for 1.6h; Methylation; | 92% |

| Conditions | Yield |
|---|---|
| With sodium hydroxide at 50℃; for 5h; | 91.8% |
| With sodium hydroxide |

| Conditions | Yield |
|---|---|
| With ethene; 5%-palladium/activated carbon at 130℃; under 760.051 Torr; | 88% |

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