2,6-Dimethoxypyridine supplier

Name
2,6-Dimethoxypyridine
EINECS 228-334-4
CAS No. 6231-18-1
Article Data8
CAS DataBase
Density 1.064 g/cm³
Solubility
Melting Point
Formula C₇H₉NO₂
Boiling Point 178.7 °C at 760 mmHg
Molecular Weight 139.154
Flash Point 61.7 °C
Transport Information UN 1993
Appearance clear colorless to light yellow liquid
Safety 26-39-36/37/39-36
Risk Codes 22-37/38-41-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn， Xi
Synonyms 2,6-Dimethoxypyridin;
PSA 31.35000
LogP 1.09880

Synthetic route

: 626-05-1
2,6-Dibromopyridine

: 67-56-1
methanol

: 6231-18-1
2,6-dimethoxypyridine

Conditions

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;

: 2402-78-0
2,6-dichloropyridine

: 67-56-1
methanol

: 6231-18-1
2,6-dimethoxypyridine

Conditions

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

: 626-05-1
2,6-Dibromopyridine

: 124-41-4
sodium methylate

: 6231-18-1
2,6-dimethoxypyridine

Conditions

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

: 626-05-1
2,6-Dibromopyridine

: 6231-18-1
2,6-dimethoxypyridine

Conditions

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

: 2402-78-0
2,6-dichloropyridine

: 124-41-4
sodium methylate

A: 17228-64-7
6-chloro-2-methoxypyridine

B: 6231-18-1
2,6-dimethoxypyridine

Conditions

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

...Expand

: 6231-18-1
2,6-dimethoxypyridine

: 74-88-4
methyl iodide

: 6231-16-9
N-methyl-6-methoxy-2-(1H)-pyridone

Conditions

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

: 6231-18-1
2,6-dimethoxypyridine

: 214360-56-2
3-iodo-2,6-dimethoxypyridine

Conditions

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;

: 6231-18-1
2,6-dimethoxypyridine

: 13445-16-4
3-bromo-2,6-dimethoxypyridine

Conditions

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%

: 6231-18-1
2,6-dimethoxypyridine

: 423-62-1
1-Iodo-perfluorodecane

: C17H8F21NO2

Conditions

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

: 6231-18-1
2,6-dimethoxypyridine

: 73183-34-3
bis(pinacol)diborane

: C13H20BNO4

Conditions

Conditions	Yield
With C25H36O2P2Ru In tetrahydrofuran at 120℃; for 12h; Inert atmosphere; Sealed tube;	96%

: 6231-18-1
2,6-dimethoxypyridine

: zinc dibromide

: 497233-01-9
[Zn(2,6-dimethoxypyridine)4][Zn2Br6]

Conditions

Conditions	Yield
In dichloromethane under Ar atm. to suspn. ZnBr2 in CH2Cl2 2 equiv. 2,6-dimethoxypyridine was added and stirred at room temp. for 12 h; solvent was removed under vac. at 40°C; elem. anal.;	95%
In diethyl ether under Ar atm. to soln. ZnBr2 in ether 2,6-dimethoxypyridine was added; ppt. was washed with ether; elem. anal.;

: 6231-18-1
2,6-dimethoxypyridine

: 4294-57-9
para-methylphenylmagnesium bromide

: 14435-88-2
2,6-di-p-tolylpyridine

Conditions

Conditions	Yield
With C68H72Cl2N6NiP2 In tetrahydrofuran at 25℃; for 24h; Inert atmosphere;	95%

: 6231-18-1
2,6-dimethoxypyridine

: 121-45-9
phosphorous acid trimethyl ester

: dimethyl (2,6-dimethoxypyridin-3-yl)phosphonate

Conditions

Conditions	Yield
With ammonium peroxydisulfate; tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In acetonitrile at 25℃; for 20h; Inert atmosphere; Irradiation;	93%

: 6231-18-1
2,6-dimethoxypyridine

: 609-65-4
o-chlorobenzoyl chloride

: 1335212-81-1
2-chlorophenyl(2,6-dimethoxypyridin-3-yl)ketone

Conditions

Conditions	Yield
Stage #1: 2,6-dimethoxypyridine With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; 2,2,6,6-tetramethylpiperidinyl-lithium; copper(l) chloride In tetrahydrofuran; hexanes at 20℃; for 2h; Inert atmosphere; Stage #2: o-chlorobenzoyl chloride In tetrahydrofuran; hexanes at 0 - 20℃; for 16h; Inert atmosphere;	91%
Stage #1: 2,6-dimethoxypyridine With N,N,N,N,-tetramethylethylenediamine; 2,2,6,6-tetramethylpiperidinyl-lithium; copper(l) chloride In tetrahydrofuran at 20℃; for 2h; Schlenk technique; Inert atmosphere; Stage #2: o-chlorobenzoyl chloride In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere;	91%

: 6231-18-1
2,6-dimethoxypyridine

: 100-39-0
benzyl bromide

: C14H16NO2(1+)*Br(1-)

Conditions

Conditions	Yield
In acetonitrile Reflux;	90%

: 6231-18-1
2,6-dimethoxypyridine

: 62-53-3
aniline

: 1282585-58-3
6‐methoxy‐N‐phenylpyridin‐2‐amine

Conditions

Conditions	Yield
With potassium hexamethylsilazane In tetrahydrofuran at 100℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry;	86%

: 6231-18-1
2,6-dimethoxypyridine

: 122-52-1
triethyl phosphite

: diethyl (2,6-dimethoxypyridin-3-yl)phosphonate

Conditions

Conditions	Yield
With ammonium peroxydisulfate; tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In acetonitrile at 25℃; for 20h; Inert atmosphere; Irradiation;	84%

: 6231-18-1
2,6-dimethoxypyridine

: 75-03-6
ethyl iodide

: C8H11NO2

Conditions

Conditions	Yield
at 100℃; under 6000600 Torr; for 48h; Hilbert-Johnson reaction;	83%

: 6231-18-1
2,6-dimethoxypyridine

: 1352918-92-3
N-((4-chlorobenzyl)oxy)-N-methylacetamide

: 1352918-69-4
3-(4-chlorobenzyl)-2,6-dimethoxypyridine

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 45℃; for 24h; Friedel Crafts alkylation; Inert atmosphere;	83%

: 6231-18-1
2,6-dimethoxypyridine

: 3-chloro-2,6-dimethoxypyridine

Conditions

Conditions	Yield
With N-chloro-succinimide; dimethyl sulfoxide In chloroform at 25℃; for 2h; Reagent/catalyst; Schlenk technique;	83%
Multi-step reaction with 2 steps 1.1: N-Bromosuccinimide / acetonitrile / 10 h / Reflux 2.1: n-butyllithium; isopropylmagnesium chloride / tetrahydrofuran; hexane / 0.75 h / -2 - 0 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere View Scheme

: 6231-18-1
2,6-dimethoxypyridine

: 65094-22-6
diethyl (bromodifluoromethyl)phosphonate

: diethyl ((2,6-dimethoxypyridin-3-yl)difluoromethyl)phosphonate

Conditions

Conditions	Yield
With potassium phosphate; fac-tris(2-phenylpyridinato-N,C2')iridium(III) In dichloromethane at 20℃; for 36h; Inert atmosphere; Irradiation;	83%

: 530-48-3
1,1-Diphenylethylene

: 6231-18-1
2,6-dimethoxypyridine

: C21H19NO2

Conditions

Conditions	Yield
With CoIII(dimethylglyoximate)2(4-NMe2-C5H4N)Cl; 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate In 1,2-dichloro-ethane at 20℃; for 24h; Heck Reaction; Irradiation; Inert atmosphere; regioselective reaction;	83%

: 6231-18-1
2,6-dimethoxypyridine

: 221006-70-8
2,6-dimethoxypyridine-3-boronic acid

Conditions

Conditions	Yield
Stage #1: 2,6-dimethoxypyridine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 3h; Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -78℃; for 1h; Stage #3: With hydrogen bromide In water pH=6;	82%
With n-butyllithium; Triisopropyl borate; diisopropylamine In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	80%

: 6231-18-1
2,6-dimethoxypyridine

: 116-17-6
triisopropyl phosphite

: diisopropyl (2,6-dimethoxypyridin-3-yl)phosphonate

Conditions

Conditions	Yield
With ammonium peroxydisulfate; tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In acetonitrile at 25℃; for 20h; Inert atmosphere; Irradiation;	82%

: 6231-18-1
2,6-dimethoxypyridine

: N-(4-acetylphenyl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]methanesulfonamide

: 1365122-59-3
2,6-dimethoxy-3-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
In acetonitrile Solvent; Irradiation;	82%

: 6231-18-1
2,6-dimethoxypyridine

: 16727-44-9
2,6-dimethoxy-3,5-dibromopyridine

Conditions

Conditions	Yield
With bromine In chloroform at 20℃; for 4h;	80%

: 6231-18-1
2,6-dimethoxypyridine

: 5419-55-6
Triisopropyl borate

: 1219744-53-2
2,6-dimethoxy-3-pyridinyl-boronic acid

Conditions

Conditions	Yield
Stage #1: 2,6-dimethoxypyridine With n-butyllithium; diisopropylamine In tetrahydrofuran at -78℃; for 3h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	80%

: 6231-18-1
2,6-dimethoxypyridine

: [tungsten(trispyrazoylborate)(NO)(trimethylphosphine)(η2-benzene)]

: [TpW(NO)(PMe3)(3,4-η2-2,6-dimethoxypyridine)]

Conditions

Conditions	Yield
In hexane stirring a suspn. of tungsten complex and ligand in hexanes for 26 h; obtained as a mixt. of diastereomers;	79%
In pentane to a soln. of complex and pyridine-compound was added pentane, the mixt.was stirred for 26 h; the mixt. was added to pentane, ppt. was dried in vac.;	79%

: 5672-90-2
N-(trifluoromethyl)acyloxyphthalimide

: 6231-18-1
2,6-dimethoxypyridine

: 848827-76-9
2,6-dimethoxy-3-(N-phthalimido)pyridine

Conditions

Conditions	Yield
With tris[2-phenylpyridinato-C2,N]iridium(III) In acetonitrile at 20℃; for 24h; Sealed tube; Irradiation;	79%

: 123-75-1
pyrrolidine

: 6231-18-1
2,6-dimethoxypyridine

: 2-(piperidin-1-yl)-6-(pyrrolidin-1-yl)pyridine

Conditions

Conditions	Yield
With sodium hydride; lithium iodide In tetrahydrofuran at 0 - 60℃; for 5h; Inert atmosphere; Sealed tube;	79%

: 6231-18-1
2,6-dimethoxypyridine

: ((trispyrazol-1-yl)hydroborane)Mo(NO)(4-(dimethylamino)pyridine)(3,4-η2-α,α,α-trifluorotoluene)

: Mo(tris(pyrazolyl)borate)(NO)(4-(dimethylamino)pyridine)(3,4-η2-2,6-dimethoxypyridine)

Conditions

Conditions	Yield
In tetrahydrofuran for 3.5h; Glovebox; Inert atmosphere;	78.6%

: 6231-18-1
2,6-dimethoxypyridine

: 111-92-2
dibutylamine

: N,N-dibutyl-6-methoxypyridin-2-amine

Conditions

Conditions	Yield
Stage #1: dibutylamine With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: 2,6-dimethoxypyridine In tetrahydrofuran; hexane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;	78%

: 6231-18-1
2,6-dimethoxypyridine

A: 13445-16-4
3-bromo-2,6-dimethoxypyridine

B: 16727-44-9
2,6-dimethoxy-3,5-dibromopyridine

Conditions

Conditions	Yield
With bromine In tetrachloromethane at -40 - -30℃;	A 76% B n/a
With pyridinium hydrobromide perbromide In tetrachloromethane Rt, overnight, then reflux, 2 h;	A 30% B 15%
With potassium bromide In water; dimethyl sulfoxide at 25℃; Irradiation; Overall yield = 69 percent;

2,6-Dimethoxypyridine Chemical Properties

The molecular formula of 2,6-Dimethoxypyridine(6231-18-1) is C₇H₉NO₂ and its formula weight is 139.15.
The density of 2,6-Dimethoxypyridine(6231-18-1) is 1.053 g/mL at 25 °C(lit.) and it has a boiling point of 178-180 °C(lit.). The refractive index is about 1.503(lit.). Its flash point is 143 °F.
The chemical synonyms of 2,6-Dimethoxypyridine(6231-18-1) are 2,6-DIMETHOXYPYRIDINE;2,6-Dimethoxypyridine, 98+%;2,6-Dimethoxypyridine,99%
The molecular structure of 2,6-Dimethoxypyridine(6231-18-1):

2,6-Dimethoxypyridine Toxicity Data With Reference

RTECS#: CAS# 6231-18-1: None listed
LD50/LC50: RTECS: Not available.
Carcinogenicity: 2,6-Dimethoxypyridine - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Other: The toxicological properties have not been fully investigated.

2,6-Dimethoxypyridine Safety Profile

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

2,6-Dimethoxypyridine Specification

Chemical Stability: Not available
Conditions to Avoid: Incompatible materials.
Incompatibilities with Other Materials Strong oxidizing agents, strong acids.
Hazardous Decomposition Products Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization Will not occur.

Product Name

2,6-Dimethoxypyridine

Synthetic route

2,6-Dimethoxypyridine Chemical Properties

2,6-Dimethoxypyridine Toxicity Data With Reference

2,6-Dimethoxypyridine Safety Profile

2,6-Dimethoxypyridine Specification

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