Product Name

  • Name

    4-Hydroxy-2,6-dimethylpyridine

  • EINECS 237-089-2
  • CAS No. 13603-44-6
  • Article Data24
  • CAS DataBase
  • Density 1.013 g/cm3
  • Solubility
  • Melting Point 230-232 °C
  • Formula C7H9NO
  • Boiling Point 205.4 °C at 760 mm
  • Molecular Weight 123.155
  • Flash Point 93.1 °C
  • Transport Information
  • Appearance yellow to brown cryst
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 13603-44-6 (4-Hydroxy-2,6-dimethylpyridine)
  • Hazard Symbols IrritantXi
  • Synonyms 2,6-Dimethyl-4-pyridinol;4-Hydroxy-2,6-dimethylpyridine;4-Hydroxy-2,6-lutidine;NSC 111932;
  • PSA 33.12000
  • LogP 1.40400

Synthetic route

Dehydracetic acid
520-45-6

Dehydracetic acid

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With ammonia In water at 120℃; for 0.333333h; Microwave irradiation;100%
With ammonia In water at 120℃; for 0.333333h; Microwave irradiation;100%
With ammonia In water at 120℃; for 0.333333h; microwave irradiation;100%
4-bromo-2,6-dimethylpyridine
5093-70-9

4-bromo-2,6-dimethylpyridine

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With syn-benzaldehyde oxime; N1,N2-bis(thiophen-2-ylmethyl)oxalamide; caesium carbonate; copper(l) chloride In dimethyl sulfoxide at 80℃; for 20h; Reagent/catalyst; Temperature; Glovebox; Schlenk technique; Sealed tube; Inert atmosphere;50%
2,6-dimethylpyrone
1004-36-0

2,6-dimethylpyrone

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With ammonium hydroxide at 100℃;
With ammonia at 25℃;
With ammonium hydroxide
4-chloro-2,6-lutidine
3512-75-2

4-chloro-2,6-lutidine

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With sodium acetate; acetic acid at 200℃; Erhitzen des Reaktionsprodukts mit wss.Salzsaeure;
4-amino-2,6-lutidine
3512-80-9

4-amino-2,6-lutidine

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With sulfuric acid; water; sodium nitrite
ethyl 4-chloro-2,6-dimethylnicotinate
70271-80-6

ethyl 4-chloro-2,6-dimethylnicotinate

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With hydrogenchloride at 150℃;
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

trifluoromethanesulfonic acid 2,6-dimethylpyridin-4-yl ester
129558-60-7

trifluoromethanesulfonic acid 2,6-dimethylpyridin-4-yl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2.08333h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 2.08333h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 2.08333h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 2.08333h;100%
Stage #1: 2,6-dimethylpyridin-4-ol With triethylamine In dichloromethane at 0℃; for 0.166667h;
Stage #2: trifluoromethylsulfonic anhydride; dmap In dichloromethane at 20℃; for 6h;
79%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

3,5-dibromo-2,6-dimethylpyridin-4-ol hydrobromide

3,5-dibromo-2,6-dimethylpyridin-4-ol hydrobromide

Conditions
ConditionsYield
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Temperature; Reagent/catalyst;96%
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h;96%
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Reagent/catalyst; Temperature;96%
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Concentration; Reagent/catalyst; Temperature;96%
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Concentration; Reagent/catalyst; Temperature;96%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

3,5-dibromo-2,6-dimethylpyridin-4-ol hydrobromide

3,5-dibromo-2,6-dimethylpyridin-4-ol hydrobromide

Conditions
ConditionsYield
With bromine; tert-butylamine In methanol; dichloromethane at 20℃; for 2.66667h;96%
With diisobutylamine; bromine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Reagent/catalyst;96%
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h;96%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

3,5-dibromo-2,6-dimethylpyridin-4-ol
4563-28-4

3,5-dibromo-2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Temperature;96%
With 4-methyl-morpholine; bromine In methanol; dichloromethane at 20℃; for 2h;88%
With 4-methyl-morpholine; bromine In methanol; dichloromethane at 20℃; for 2h; Reagent/catalyst; Temperature; Cooling with ice;88%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

3-(perfluorooctyl)propyl iodide
200112-75-0

3-(perfluorooctyl)propyl iodide

C18H14F17NO

C18H14F17NO

Conditions
ConditionsYield
Stage #1: 2,6-dimethylpyridin-4-ol With 18-crown-6 ether; potassium carbonate In acetone at 20℃; for 0.666667h; Inert atmosphere;
Stage #2: 3-(perfluorooctyl)propyl iodide In acetone at 20℃; for 10.08h; Inert atmosphere; Reflux;
95%
4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

6-chloro-N-(2,6-dimethylpyridin-4-yl)pyrimidin-4-amine
1231749-84-0

6-chloro-N-(2,6-dimethylpyridin-4-yl)pyrimidin-4-amine

Conditions
ConditionsYield
Stage #1: 2,6-dimethylpyridin-4-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil for 0.25h;
Stage #2: 4,6-dichloropyrimidine In N,N-dimethyl-formamide; mineral oil at 20℃;
46%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

cinnamyl methyl carbonate
85217-69-2, 87802-71-9

cinnamyl methyl carbonate

A

C14H13NS

C14H13NS

B

C16H17NO

C16H17NO

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine In tetrahydrofuran at 50℃; for 8h; Inert atmosphere; stereoselective reaction;A 44%
B 46%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

(S)-tritylglycidol
129940-50-7

(S)-tritylglycidol

(S)-1-((2,6-dimethylpyridin-4-yl)oxy)-3-(trityloxy)propan-2-ol

(S)-1-((2,6-dimethylpyridin-4-yl)oxy)-3-(trityloxy)propan-2-ol

Conditions
ConditionsYield
With potassium carbonate In ethanol Reflux;45%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

methyl 2-(2,6-dimethylpyridin-4-yloxy)acetate
1572184-94-1

methyl 2-(2,6-dimethylpyridin-4-yloxy)acetate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 80℃; for 1h;42%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

3-iodo-2,6-dimethylpyridin-4-ol

3-iodo-2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With iodine; sodium carbonate In water at 20℃;40%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

benzaldehyde
100-52-7

benzaldehyde

2,6-distyrylpyridin-4-ol
856969-42-1

2,6-distyrylpyridin-4-ol

Conditions
ConditionsYield
With acetic anhydride for 288h; Inert atmosphere; Reflux;38%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

C16H29ClN2O5

C16H29ClN2O5

C23H37N3O6

C23H37N3O6

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 25℃; for 1h;24.24%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

1-benzyl 4-(tert-butyl) (2S,5S)-2-(bromomethyl)-5-methylpiperazine-1,4-dicarboxylate

1-benzyl 4-(tert-butyl) (2S,5S)-2-(bromomethyl)-5-methylpiperazine-1,4-dicarboxylate

1-benzyl 4-(tert-butyl) (2S,5S)-2-(((2,6-dimethylpyridin-4-yl)oxy)methyl)-5-methylpiperazine-1,4-dicarboxylate

1-benzyl 4-(tert-butyl) (2S,5S)-2-(((2,6-dimethylpyridin-4-yl)oxy)methyl)-5-methylpiperazine-1,4-dicarboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h;12%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

phenyl isocyanate
103-71-9

phenyl isocyanate

benzene
71-43-2

benzene

(2,6-dimethyl-pyridin-4-yl)-phenyl-amine
86775-90-8

(2,6-dimethyl-pyridin-4-yl)-phenyl-amine

Conditions
ConditionsYield
at 100 - 150℃;
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

2,6-dimethyl-4-mercaptopyridine
90000-67-2

2,6-dimethyl-4-mercaptopyridine

Conditions
ConditionsYield
With pyridine; phosphorous (V) sulfide

2,6-Dimethyl-4-hydroxypyridine Chemical Properties

Molecular Formula: C7H9NO
Formula Weight: 123.15
mp of 2,6-Dimethyl-4-hydroxypyridine (13603-44-6): 230-232°C
bp of 2,6-Dimethyl-4-hydroxypyridine (13603-44-6): 351 °C
Flash Point: 93.1 °
density of 2,6-Dimethyl-4-hydroxypyridine (13603-44-6): 1,053g/cm3
Vapour Pressure: 0.251 mmHg at 25°
refractive index : 1,501-1,503
Appearence of 2,6-Dimethyl-4-hydroxypyridine (13603-44-6): Yellow to Brown Crystal

2,6-Dimethyl-4-hydroxypyridine Toxicity Data With Reference

To the best of our knowledge, the toxicological properties of 2,6-Dimethyl-4-hydroxypyridine (13603-44-6) have not been fully determined.
ACUTE EFFECTS: Irritant; May be harmful by ingestion and inhalation; Material is irritating to mucous membranes and upper respiratory tract.

2,6-Dimethyl-4-hydroxypyridine Safety Profile

Hazard Codes : Xi (Irritant)
Risk Statements : 36/37/38 (Irritating to eyes, respiratory system and skin)
Safety Statements : 26-36 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing)
Hazard Note : Irritant

2,6-Dimethyl-4-hydroxypyridine Specification

HANDLING AND STORAGE: Keep container tightly closed. Store in a cool, dry, well-ventilated area. Avoid sources of ignition. Do not breathe dust or vapor. Do not get in eyes, on skin, on clothing. Have safety shower and eye wash available. Ensure adequate ventilation during use. Use only in a chemical fume hood.
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