2,3,5-Collidine supplier | CasNO.695-98-7

Name
2,3,5-Collidine
EINECS 211-786-1
CAS No. 695-98-7
Article Data17
CAS DataBase
Density 0.921 g/cm³
Solubility slightly soluble in water
Melting Point -56.98°C (estimate)
Formula C₈H₁₁N
Boiling Point 187.3 °C at 760 mmHg
Molecular Weight 121.182
Flash Point 42.8 °C
Transport Information
Appearance clear colourless to very slightly yellow liquid
Safety 26-36-36/37
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi, T
Synonyms 2,3,5-Trimethylpyridine;
PSA 12.89000
LogP 2.00680

Synthetic route

: C8H12ClN

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran for 1h; Reflux;	91%

: 591-22-0
3,5-Lutidine

: 71-23-8
propan-1-ol

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With Raney nickel at 180℃; for 0.5h; Concentration; Flow reactor; Green chemistry; regioselective reaction;	90%

: 109371-17-7
2,4-dichloro-3,5,6-trimethylpyridine

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With ammonium hydroxide; hydrogen; palladium on activated charcoal In ethanol under 2250.2 Torr; for 3h; further reagent zinc powder, H2SO4;	83%

: 109371-17-7
2,4-dichloro-3,5,6-trimethylpyridine

A: 695-98-7
2,3,5-trimethyl-pyridine

B: 109371-18-8
4-chloro-2,3,5-trimethylpyridine

C: 121767-77-9
2-chloro-3,5,6-trimethylpyridine

Conditions

Conditions	Yield
With sulfuric acid; hydrogen; palladium on activated charcoal In ethanol at 20℃; under 1500.1 Torr;	A n/a B 78% C n/a

...Expand

: 503-17-3
dimethylacetylene

: 2878-14-0
2-methylallylamin

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With potassium hexafluorophosphate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper diacetate In tert-Amyl alcohol at 100℃; for 24h; Inert atmosphere; Schlenk technique; regioselective reaction;	45%

: 591-22-0
3,5-Lutidine

: 917-54-4
methyllithium

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With diethyl ether; toluene

: 856851-26-8
3-chloromethyl-2,5-dimethyl-pyridine

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With methanol; palladium on activated charcoal Hydrogenation;

: 22739-24-8
N-methyl-3,5-dimethylpyridinium iodide

A: 695-98-7
2,3,5-trimethyl-pyridine

B: 3748-84-3
2,3,5,6-tetramethylpyridine

Conditions

Conditions	Yield
at 300 - 320℃; im Rohr;
at 300 - 320℃; im Rohr;

: 75-07-0
acetaldehyde

: 123-38-6
propionaldehyde

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With aluminum oxide; ammonia at 330 - 340℃;

: 600-20-4
3-methyl-butan-2-one oxime

: 123-38-6
propionaldehyde

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With piperidine hydrochloride In toluene at 200℃; for 2h; autoclave;	6 % Chromat.

: 7664-41-7
ammonia

: 75-07-0
acetaldehyde

: 123-38-6
propionaldehyde

A: 583-58-4
3,4-Lutidin

B: 695-98-7
2,3,5-trimethyl-pyridine

...Expand

: 7664-41-7
ammonia

: 75-07-0
acetaldehyde

: 123-38-6
propionaldehyde

aluminium oxide: aluminium oxide

A: 583-58-4
3,4-Lutidin

B: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
at 330 - 340℃;

...Expand

: 462-95-3
formaldehyde diethyl acetal

: 7664-41-7
ammonia

: 123-38-6
propionaldehyde

aluminium oxide: aluminium oxide

A: 110-86-1
pyridine

B: 591-22-0
3,5-Lutidine

C: 583-58-4
3,4-Lutidin

D: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
at 330 - 375℃; aus technischem,acetaldehydhaltigem Propionaldehyd; Produkt 5: β-Picolin;

...Expand

: 563-80-4
3-methyl-butan-2-one

MeMgX: MeMgX

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 74 percent / NaOH, NH2OHHCl / H2O; ethanol / 1 h / 6 °C 2: 6 percent Chromat. / piperidineHCl / toluene / 2 h / 200 °C / autoclave View Scheme

: 109371-16-6
4-hydroxy-3,5,6-trimethyl-2(1H)-pyridone

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / phosphoryl chloride / 4 h / 150 °C 2: 83 percent / hydrogen, conc. NH3 / 10percent Pd/C / ethanol / 3 h / 2250.2 Torr / further reagent zinc powder, H2SO4 View Scheme
Multi-step reaction with 2 steps 1: 95 percent / phosphoryl chloride / 4 h / 150 °C 2: hydrogen, conc. H2SO4 / 10percent Pd/C / ethanol / 20 °C / 1500.1 Torr View Scheme

: 194342-46-6
(2,5-Dimethyl-[3]pyridyl)-methanol

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride 2: palladium/charcoal; methanol / Hydrogenation View Scheme

: 31931-53-0
3-(ethoxycarbonyl)-2,5-dimethylpyridine

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: lithium alanate; diethyl ether / und anschliessendes Erwaermen. 2: thionyl chloride 3: palladium/charcoal; methanol / Hydrogenation View Scheme

: 57180-01-5
6-hydroxy-2,5-dimethyl-nicotinic acid ethyl ester

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: PCl5 / 160 - 170 °C 2: palladium/charcoal; methanol / Hydrogenation 3: lithium alanate; diethyl ether / und anschliessendes Erwaermen. 4: thionyl chloride 5: palladium/charcoal; methanol / Hydrogenation View Scheme

: 846541-99-9
6-chloro-2,5-dimethyl-nicotinic acid ethyl ester

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: palladium/charcoal; methanol / Hydrogenation 2: lithium alanate; diethyl ether / und anschliessendes Erwaermen. 3: thionyl chloride 4: palladium/charcoal; methanol / Hydrogenation View Scheme

: 78-85-3
2-methylpropenal

: 78-93-3
butanone

A: 591-22-0
3,5-Lutidine

B: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With ammonia; zeolite Gas phase;

...Expand

: 7664-93-9
sulfuric acid

: 109371-17-7
2,4-dichloro-3,5,6-trimethylpyridine

: 7440-66-6
zinc

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With sodium hydroxide

...Expand

conc. aqueous ammonia: conc. aqueous ammonia

: 109371-17-7
2,4-dichloro-3,5,6-trimethylpyridine

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
palladium-carbon In ethanol

: 591-22-0
3,5-Lutidine

: 112-30-1
1-Decanol

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With Ra-Ni for 68h; Reflux; regioselective reaction;

: 107-93-7
(E)-but-2-enoic acid

: C10H17NO2

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; (pentamethylcyclopentadienyl)*Rh(OAc)2; silver(I) 4-methylbenzenesulfonate at 80℃; Reagent/catalyst;	80 %Spectr.

: 107-93-7
(E)-but-2-enoic acid

: C10H17NO2

A: 695-98-7
2,3,5-trimethyl-pyridine

B: 1087730-24-2
C9H11NO2

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; (pentamethylcyclopentadienyl)*Rh(OAc)2 at 80℃;	A 15 %Spectr. B 15 %Spectr.

...Expand

: 814-78-8
3-Methyl-3-buten-2-one

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydroxylamine hydrochloride; sodium carbonate / methanol / 1 h / 65 °C / Inert atmosphere 2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere 3: dipotassium peroxodisulfate; (pentamethylcyclopentadienyl)*Rh(OAc)2 / 80 °C View Scheme

: 20963-51-3, 28051-69-6, 39847-77-3
3-methyl-3-buten-2-one oxime

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere 2: dipotassium peroxodisulfate; (pentamethylcyclopentadienyl)*Rh(OAc)2 / 80 °C View Scheme

: C19H27ClNO2Rh

: 695-98-7
2,3,5-trimethyl-pyridine

Conditions

Conditions	Yield
With silver(I) 4-methylbenzenesulfonate at 58℃; Inert atmosphere;

: 695-98-7
2,3,5-trimethyl-pyridine

: 638-45-9
1-Iodohexane

: 1345623-07-5
1-hexyl-2,3,5-trimethylpyridinium iodide

Conditions

Conditions	Yield
In toluene at 110℃; for 96h;	99%

: 695-98-7
2,3,5-trimethyl-pyridine

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 3,5,6-trimethylpicolinamide

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; oxygen; sodium formate; silver nitrate In water at 80℃; for 4h; Schlenk technique; regioselective reaction;	96%

: 60-35-5
acetamide

: 695-98-7
2,3,5-trimethyl-pyridine

: 3,5,6-trimethylpicolinamide

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; oxygen; sodium acetate; iron(II) chloride In water at 80℃; for 4h; Green chemistry;	96%

: 695-98-7
2,3,5-trimethyl-pyridine

: 75-09-2
dichloromethane

: 7722-84-1
dihydrogen peroxide

: 74409-42-0
2,3,5-trimethylpyridine 1-oxide

Conditions

Conditions	Yield
With sodium hydroxide; acetic acid	94%

...Expand

: 695-98-7
2,3,5-trimethyl-pyridine

: 87-90-1
trichloroisocyanuric acid

: 55-21-0
benzamide

: 142885-89-0
2-chloromethyl-3,5-dimethyl-4-nitro-pyridine N-oxide

Conditions

Conditions	Yield
With sodium hydroxide In water	93%

...Expand

: 695-98-7
2,3,5-trimethyl-pyridine

: 74409-42-0
2,3,5-trimethylpyridine 1-oxide

Conditions

Conditions	Yield
With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane; water at 20℃; for 3h;	91%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 1 - 20℃; for 13.5h; Product distribution / selectivity;	88.3%
With dihydrogen peroxide In acetic acid at 90 - 95℃; for 9h;	85%

: 695-98-7
2,3,5-trimethyl-pyridine

: 1403873-31-3
1-cyanoethyl trifluoromethanesulfonate

: 1-(1-cyanoethyl)-2,3,5-trimethylpyridinium triflate

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 48h; Inert atmosphere;	91%

: 695-98-7
2,3,5-trimethyl-pyridine

: 74-88-4
methyl iodide

A: 3748-84-3
2,3,5,6-tetramethylpyridine

B: 1123-96-2
2-ethyl-3,5-dimethylpyridine

Conditions

Conditions	Yield
Stage #1: 2,3,5-trimethyl-pyridine With n-butyllithium In diethyl ether; hexane for 1.16667h; Inert atmosphere; Stage #2: methyl iodide In diethyl ether; hexane at -78 - 20℃; Inert atmosphere;	A 8% B 85%

...Expand

: 695-98-7
2,3,5-trimethyl-pyridine

: 109-65-9
1-bromo-butane

: 1345623-05-3
2-pentyl-3,5-dimethylpyridine

Conditions

Conditions	Yield
Stage #1: 2,3,5-trimethyl-pyridine With n-butyllithium In diethyl ether; hexane for 1.16667h; Inert atmosphere; Stage #2: 1-bromo-butane In diethyl ether; hexane at -78 - 20℃; Inert atmosphere;	84%

: 695-98-7
2,3,5-trimethyl-pyridine

: 24424-99-5
di-tert-butyl dicarbonate

: 1104643-33-5
tert-butyl (3,5-dimethylpyridin-2-yl)acetate

Conditions

Conditions	Yield
Stage #1: 2,3,5-trimethyl-pyridine With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; hexane at -78 - 20℃; for 2h;	83%

: 695-98-7
2,3,5-trimethyl-pyridine

: 1666-13-3
diphenyl diselenide

: 70-11-1
α-bromoacetophenone

: 6,8-dimethyl-2-phenyl-1,3-bis(phenylselanyl)indolizine

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In water; N,N-dimethyl-formamide at 50℃; for 8h; Electrolysis;	80%

...Expand

: 695-98-7
2,3,5-trimethyl-pyridine

: 321681-28-1
2-bromo-1-(2-bromo-4,5-dimethoxyphenyl)-ethanone

: 1268015-48-0
1-[2-(2-bromo-4,5-dimethoxyphenyl)-2-oxoethyl]-2,3,5-trimethylpyridinium bromide

Conditions

Conditions	Yield
In acetone at 50℃; for 48h;	79%

: 695-98-7
2,3,5-trimethyl-pyridine

: 49851-55-0
2,2'-dibromoacetophenone

: 1268015-29-7
1-[2-(2-bromophenyl)-2-oxoethyl]-2,3,5-trimethylpyridinium bromide

Conditions

Conditions	Yield
In acetone at 50℃; for 48h;	77%

: 695-98-7
2,3,5-trimethyl-pyridine

: 109-72-8, 29786-93-4
n-butyllithium

: 74-88-4
methyl iodide

A: 3748-84-3
2,3,5,6-tetramethylpyridine

B: 1123-96-2
2-ethyl-3,5-dimethylpyridine

C: 1345623-05-3
2-pentyl-3,5-dimethylpyridine

Conditions

Conditions	Yield
Stage #1: 2,3,5-trimethyl-pyridine; n-butyllithium In diethyl ether; hexane for 1.16667h; Inert atmosphere; Stage #2: methyl iodide In diethyl ether; hexane at -78 - 20℃; Inert atmosphere;	A 13% B 13% C 69%

...Expand

: 695-98-7
2,3,5-trimethyl-pyridine

: 109-72-8, 29786-93-4
n-butyllithium

: 74-88-4
methyl iodide

A: 1123-96-2
2-ethyl-3,5-dimethylpyridine

B: 1345623-05-3
2-pentyl-3,5-dimethylpyridine

Conditions

Conditions	Yield
Stage #1: 2,3,5-trimethyl-pyridine; n-butyllithium In diethyl ether; hexane for 1.16667h; Inert atmosphere; Stage #2: methyl iodide In diethyl ether; hexane at -78 - 20℃; Inert atmosphere;	A 27% B 69%

...Expand

: 695-98-7
2,3,5-trimethyl-pyridine

: 274-76-0
imidazo[1,2-a]pyridine

: (3,5-dimethylpyridin-2-yl)(imidazo[1,2-a]pyridin-3-yl)methanone

Conditions

Conditions	Yield
With oxygen; copper diacetate; trifluoroacetic acid In toluene at 130℃; Schlenk technique; Sealed tube; regioselective reaction;	63%

: 695-98-7
2,3,5-trimethyl-pyridine

: 37052-78-1
2-Mercapto-5-methoxybenzimidazole

: 407-25-0
trifluoroacetic anhydride

: 73590-58-6
omeprazole

Conditions

Conditions	Yield
Stage #1: 2,3,5-trimethyl-pyridine With phosphotungstic acid; dihydrogen peroxide In acetonitrile; benzene at 95℃; for 1.5h; Molecular sieve; Stage #2: trifluoroacetic anhydride In chloroform; acetonitrile; benzene for 4.5h; Reflux; Molecular sieve; Stage #3: 2-Mercapto-5-methoxybenzimidazole With sodium hydroxide In ethanol; chloroform; acetonitrile; benzene at 25 - 29℃; for 3h; Temperature; Molecular sieve;	55.6%

Yield

Stage #1: 2,3,5-trimethyl-pyridine With phosphotungstic acid; dihydrogen peroxide In acetonitrile; benzene at 95℃; for 1.5h; Molecular sieve;
Stage #2: trifluoroacetic anhydride In chloroform; acetonitrile; benzene for 4.5h; Reflux; Molecular sieve;
Stage #3: 2-Mercapto-5-methoxybenzimidazole With sodium hydroxide In ethanol; chloroform; acetonitrile; benzene at 25 - 29℃; for 3h; Temperature; Molecular sieve;

55.6%

...Expand

: 695-98-7
2,3,5-trimethyl-pyridine

: 98-59-9
p-toluenesulfonyl chloride

: 1361106-69-5
C15H18N2O2S

Conditions

Conditions	Yield
Stage #1: 2,3,5-trimethyl-pyridine With O-(2,4-dinitrophenyl)hydroxylamine In tetrahydrofuran; water at 40℃; for 12h; Stage #2: p-toluenesulfonyl chloride With sodium hydroxide In tetrahydrofuran; water at 20℃; for 4h;	26%

: 695-98-7
2,3,5-trimethyl-pyridine

A: 757903-81-4
5,6-dimethylpyridine-3-carboxylic acid

B: 129477-22-1
2,5-dimethyl-nicotinic acid

Conditions

Conditions	Yield
With permanganate(VII) ion at 20℃;

: 695-98-7
2,3,5-trimethyl-pyridine

: (3,5-dimethyl-[2]pyridyl)-acetic acid ethyl ester

Conditions

Conditions	Yield
With diethyl ether; phenyllithium Behandeln des Reaktionsgemisches mit Kohlensaeure-diaethylester;

: 695-98-7
2,3,5-trimethyl-pyridine

: 116668-76-9
pyridine-2,3,5-tricarboxylic acid

Conditions

Conditions	Yield
With potassium permanganate
With potassium permanganate
Stage #1: 2,3,5-trimethyl-pyridine With potassium permanganate In water at 20 - 70℃; for 14h; Stage #2: With hydrogenchloride In water pH=3;

2,3,5-Collidine Chemical Properties

MF: C₈H₁₁N

MW: 121.18
bp of 2,3,5-Trimethyl Pyridine (695-98-7): 184 ^°C(lit.)
density of 2,3,5-Trimethyl Pyridine (695-98-7): 0.931 g/mL at 25 ^°C(lit.)
refractive index: n20/D 1.508(lit.)
Fp of 2,3,5-Trimethyl Pyridine (695-98-7): 165 ^°F
Water Solubility: SLIGHTLY SOLUBLE
PHYSICAL STATE: clear to light yellow liquid

2,3,5-Collidine Uses

2,3,5-Trimethyl Pyridine (695-98-7) is used as an intermediate for the synthesis of pharmaceuticals especially for drugs of the proton pump inhibitors to block the production of stomach acid (such as omeprazole). It is also used as a good solvent.

2,3,5-Collidine Toxicity Data With Reference

Harmful by inhalation and in contact with skin.
Acute Toxicity: LD₅₀ : Not available

2,3,5-Collidine Safety Profile

Hazard Codes: Xi,T,Xn (Irritant; Toxic; Harmful)
Risk Statements: 36/37/38-20/21/22 (Irritating to eyes, respiratory system and skin; Harmful by inhalation, in contact with skin and if swallowed)
Safety Statements: 26-36-36/37 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing; Wear suitable protective clothing and gloves)
WGK Germany: 3
Hazard Note: Toxic

2,3,5-Collidine Standards and Recommendations

ASSAY: 99.0% min
LOSS ON DRYING: 0.5% max
MOISTURE: 0.5% max

2,3,5-Collidine Specification

Storage of 2,3,5-Trimethyl Pyridine (695-98-7): Protect from moisture. Store in tightly sealed containers in a cool place.

Product Name

2,3,5-Collidine

Synthetic route

2,3,5-Collidine Chemical Properties

2,3,5-Collidine Uses

2,3,5-Collidine Toxicity Data With Reference

2,3,5-Collidine Safety Profile

2,3,5-Collidine Standards and Recommendations

2,3,5-Collidine Specification

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