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| CAS No.: | 6231-18-1 |
|---|---|
| Name: | 2,6-Dimethoxypyridine |
| Molecular Structure: | |
|
|
|
| Formula: | C7H9NO2 |
| Molecular Weight: | 139.154 |
| Synonyms: | 2,6-Dimethoxypyridin; |
| EINECS: | 228-334-4 |
| Density: | 1.064 g/cm3 |
| Boiling Point: | 178.7 °C at 760 mmHg |
| Flash Point: | 61.7 °C |
| Appearance: | clear colorless to light yellow liquid |
| Hazard Symbols: |
Xn, Xi
|
| Risk Codes: | 22-37/38-41-36/37/38-20/21/22 |
| Safety: | 26-39-36/37/39-36 |
| Transport Information: | UN 1993 |
| PSA: | 31.35000 |
| LogP: | 1.09880 |

| Conditions | Yield |
|---|---|
| With sodium hydroxide | 94% |
| With 5-(di(adamantan-1-yl)phosphino)-1′,3′,5′-triphenyl-1′H-1,4′-bipyrazole; palladium diacetate; caesium carbonate In toluene at 80℃; for 24h; | 77% |
| With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; tris-(dibenzylideneacetone)dipalladium(0); potassium hydroxide at 0.1℃; for 3h; Inert atmosphere; |

| Conditions | Yield |
|---|---|
| With sodium hydroxide for 8h; Reflux; | 94% |

| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide at 80℃; | 65% |

| Conditions | Yield |
|---|---|
| With sodium methylate In N,N-dimethyl-formamide at 80℃; for 2h; | 65% |

2,6-dichloropyridine


sodium methylate

A

6-chloro-2-methoxypyridine

B

2,6-dimethoxypyridine

| Conditions | Yield |
|---|---|
| In methanol for 25h; Heating; | A 80 % Spectr. B 20 % Spectr. |


| Conditions | Yield |
|---|---|
| at 40℃; under 4500450 Torr; for 24h; Hilbert-Johnson reaction; | 100% |
| at 80℃; for 24h; | 72% |

2,6-dimethoxypyridine


3-iodo-2,6-dimethoxypyridine

| Conditions | Yield |
|---|---|
| Stage #1: 2,6-dimethoxypyridine With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; zinc dichloro(N,N,N′,N′-tetramethylethylenediamine) In tetrahydrofuran; hexane at 20℃; for 2h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran; hexane at 20℃; Concentration; Time; Inert atmosphere; regioselective reaction; | 98% |
| With iodine; silver(I) acetate In acetonitrile at 23℃; for 0.5h; | 80% |
| With iodine; sodium hydrogencarbonate at 20℃; | 41% |
| With dichloro(N,N,N’,N‘-tetramethylethylenediamine)zinc; 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran at 20℃; for 2h; |

2,6-dimethoxypyridine


3-bromo-2,6-dimethoxypyridine

| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In acetonitrile at 80℃; for 18h; | 97% |
| With N-Bromosuccinimide In acetonitrile for 10h; Reflux; | 89% |
| With N-Bromosuccinimide In acetonitrile for 10h; Heating; | 85% |

| Conditions | Yield |
|---|---|
| With (dppf)Ni(o-tol)Cl; caesium carbonate In neat (no solvent) at 130℃; for 16h; Inert atmosphere; Sealed tube; | 96% |

| Conditions | Yield |
|---|---|
| With C25H36O2P2Ru In tetrahydrofuran at 120℃; for 12h; Inert atmosphere; Sealed tube; | 96% |
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Hazard Codes Xn,Xi
Risk Statements 22-37/38-41-36/37/38-20/21/22
Safety Statements 26-39-36/37/39-36
RIDADR 1993
WGK Germany 3
HazardClass 3.2
PackingGroup III