3,5-Lutidine supplier | CasNO.591-22-0

Name
3,5-Lutidine
EINECS 209-708-6
CAS No. 591-22-0
Article Data67
CAS DataBase
Density 0.93 g/cm³
Solubility 33 g/L (20 °C) in water
Melting Point -9 °C
Formula C₇H₉N
Boiling Point 170.7 °C at 760 mmHg
Molecular Weight 107.155
Flash Point 53.3 °C
Transport Information UN 1993 3/PG 3
Appearance clear yellow liquid
Safety 16-26-36-36/37
Risk Codes 10-20/21/22-36/37/38-41
Molecular Structure
Hazard Symbols Xn, F, Xi
Synonyms Pyridine,3,5-dimethyl;3,5-dimethyl-pyridine;1,3-lutidine;3,5-lutidene;3,5-Lutidine;
PSA 12.89000
LogP 1.69840

Synthetic route

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

: 591-22-0
3,5-Lutidine

Conditions

Conditions	Yield
With pyridine hydrochloride for 10h; Heating;	95%

: 7182-09-4
N-(1-propenyl)piperidine

: 10560-39-1
1,3,5-tri-tert-butyl-1,3,5-triazacyclohexane

: 591-22-0
3,5-Lutidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene at 200℃; for 9h;	67%

: 50-00-0
formaldehyd

: 75-07-0
acetaldehyde

A: 110-86-1
pyridine

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

C: 536-78-7
3-ethylpyridine

D: 104-90-5
5-ethyl-2-methyl-pyridine

E: 108-99-6
3-Methylpyridine

F: 589-93-5
2,5-dimethylpyridine

Conditions

Conditions	Yield
With diammonium phosphate at 230℃; under 26252.1 - 27752.2 Torr; for 1.5h; Product distribution; investigation of the synthesis of pyridines from mixtures aldehydes;	A 1% B 1% C 22% D 2.5% E 61% F 4%

...Expand

: 3718-65-8
3,5-Dimethylpyridine N-oxide

: 16420-13-6
N,N-Dimethylthiocarbamoyl chloride

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

B: C10H14N2OS

Conditions

Conditions	Yield
In acetonitrile at 81℃; for 4h;	A 54% B 35%

...Expand

: 50-00-0
formaldehyd

: 123-38-6
propionaldehyde

A: 110-86-1
pyridine

B: 109-06-8
α-picoline

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

D: 108-99-6
3-Methylpyridine

Conditions

Conditions	Yield
With diammonium phosphate In ethanol; water at 234℃; under 25502 - 35252.8 Torr; for 0.6h; Yields of byproduct given;	A n/a B n/a C 47% D n/a

...Expand

: 13987-61-6
N-methylene-tert-butylamine

: 123-38-6
propionaldehyde

: 591-22-0
3,5-Lutidine

Conditions

Conditions	Yield
With piperidine; acetic acid In toluene at 200℃; for 2h; closed pipe;	47%

: 3718-65-8
3,5-Dimethylpyridine N-oxide

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

B: 70564-92-0
4-bromo-3,5-dimethyl-pyridine 1-oxide

Conditions

Conditions	Yield
With mercury(II) diacetate; bromine; acetic acid at 70℃; for 10h; Product distribution; Mechanism; effect of metal ions;	A 17.6% B 45.6%

: 3718-65-8
3,5-Dimethylpyridine N-oxide

: 591-22-0
3,5-Lutidine

Conditions

Conditions	Yield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In dichloromethane at 31℃; for 16h; Sealed tube; Irradiation;	42%
With triphenylphosphine; N-fused tetraphenylporphyrin rhenium(VII) trioxide In dichloromethane at 23℃; for 6h;	88 % Spectr.

: 71756-64-4
C14H17N2(1+)*ClH*Cl(1-)

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

B: C14H16N2Se

Conditions

Conditions	Yield
With sodium hydrogen selenide In methanol; ethanol	A n/a B 41%

: 3054-95-3
acrylaldehyde diethyl acetal

A: 110-86-1
pyridine

B: 109-06-8
α-picoline

C: 108-89-4
picoline

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

E: 108-99-6
3-Methylpyridine

Conditions

Conditions	Yield
With ammonia at 250 - 450℃; under 760.051 Torr; Reagent/catalyst; Inert atmosphere; Gas phase;	A 26.87% B n/a C n/a D n/a E 34.27%

...Expand

: 3054-95-3
acrylaldehyde diethyl acetal

A: 110-86-1
pyridine

B: 109-06-8
α-picoline

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

D: 108-99-6
3-Methylpyridine

Conditions

Conditions	Yield
With ammonia at 250 - 450℃; under 760.051 Torr; Reagent/catalyst; Inert atmosphere; Gas phase;	A 31.77% B n/a C n/a D 29.24%

...Expand

: 41711-38-0
3,5-bis(chloromethyl)pyridine

: 591-22-0
3,5-Lutidine

Conditions

Conditions	Yield
With methanol; palladium on activated charcoal; Lindlar's catalyst Hydrogenation;

: 98274-04-5
2,4,6-trichloro-3,5-dimethyl-pyridine

: 591-22-0
3,5-Lutidine

Conditions

Conditions	Yield
With methanol; potassium acetate; palladium Hydrogenation;

: 50-00-0
formaldehyd

: 123-38-6
propionaldehyde

: 591-22-0
3,5-Lutidine

Conditions

Conditions	Yield
With ammonium hydroxide at 230℃;
With ammonia; aluminum oxide; silica gel 1.) 80-100 deg C, 2.) 400 deg C.; Yield given. Multistep reaction;
With ammonia; aluminum oxide; silica gel Rate constant; Kinetics; Mechanism; different catalysts;
With ammonia; zeolite Gas phase;

: 462-95-3
formaldehyde diethyl acetal

: 123-38-6
propionaldehyde

: 591-22-0
3,5-Lutidine

Conditions

Conditions	Yield
With aluminum oxide; ammonia at 340 - 350℃;

: 107-18-6
allyl alcohol

: 591-22-0
3,5-Lutidine

Conditions

Conditions	Yield
With aluminum oxide; palladium/alumina; ammonia at 310℃;

: 110-86-1
pyridine

: 134904-02-2
3,5-dimethyl-N-(methoxycarbonyl)pyridinium ion

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

B: 35773-79-6
1-(methoxycarbonyl)pyridinium ion

Conditions

Conditions	Yield
In water at 25℃; Rate constant; pH 5.60, aqueous buffer;

...Expand

: 591-22-0
3,5-Lutidine

: 74-88-4
methyl iodide

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

Conditions

Conditions	Yield
In dimethylsulfoxide-d6 at 20℃; for 0.75h; Schlenk technique; Inert atmosphere;	100%
In acetone at 25℃; Rate constant; pKa value;
In acetonitrile at 25℃; Rate constant;

: 591-22-0
3,5-Lutidine

: 638-07-3
ethyl (2-chloroaceto)acetate

: 1-ethoxycarbonylacetonyl-3,5-dimethylpyridinium chloride

Conditions

Conditions	Yield
at 20℃; for 24h;	100%

: 591-22-0
3,5-Lutidine

: 957188-75-9
[N-(trifluoromethylsulfonyl)imino][4-(trifluoromethyl)phenyl]-λ3-bromane

: 1099795-83-1
3,5-dimethylpyridinium (trifluoromethanesulfonyl)imide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 0.166667h; Inert atmosphere;	100%

: 591-22-0
3,5-Lutidine

: 105-36-2
ethyl bromoacetate

: 64995-40-0
1-(2-ethoxy-2-oxoethyl)-3,5-dimethylpyridin-1-ium bromide

Conditions

Conditions	Yield
In dimethylsulfoxide-d6 at 20℃; for 8h; Schlenk technique; Inert atmosphere;	100%

: 591-22-0
3,5-Lutidine

: 52462-29-0
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

: [Ru(p-cymene)Cl2(3,5-dimethyl pyridine)]

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24h;	100%

: 591-22-0
3,5-Lutidine

: 321665-87-6
3,5-dimethylpyridine hydrogen bromide

Conditions

Conditions	Yield
With hydrogen bromide In diethyl ether at 2 - 5℃;	100%
With hydrogen bromide In acetic acid

: 591-22-0
3,5-Lutidine

: 199588-27-7
cis-[Pd(COD)(o-bromotetrafluorophenyl)2]

: 227088-13-3
cis-[Pd(2-C6BrF4)2(3,5-Me2py)2]

Conditions

Conditions	Yield
In dichloromethane stoich. amts., stirring for 20 min; evapn., hexane addn., washing (hexane), drying in air; elem. anal.;	99%

: 591-22-0
3,5-Lutidine

: silver hexafluoroantimonate

: (4S,5S)-1,3-di(2-methylphenyl)-4,5-diphenylimidazolin-2-ylidene(1,5-cyclooctadiene)chlororhodium*1/2(CH3)2O

: [(4S,5S)-1,3-di(2-methylphenyl)-4,5-diphenylimidazolin-2-ylidene(1,5-cyclooctadiene)(3,5-lutidine)rhodium] hexafluoroantimonate

Conditions

Conditions	Yield
In dichloromethane (N2, Schlenk) CH2Cl2 was added followed by AgSbF6 to Rh-complex under a stream of N2, the amine was added to the mixt. by syringe, stirred for 1h; filtered, the solvent was removed under vac., the residue was washed with pentane and dried under vac.; elem. anal.;	99%

...Expand

: 591-22-0
3,5-Lutidine

: (CH2)18(O(C6H4)2C5H2N(C5H4N)2)Ru(C5H5N)(NC5H2(C6H4O)CHCHC5H2(C6H2(CH3)3)N)(2+)*2PF6(1-)=C77H80N6O2RuP2F12

: (CH2)18(O(C6H4)2C5H2N(C5H4N)2)Ru(C7H9N)(NC5H2(C6H4O)CHCHC5H2(C6H2(CH3)3)N)(2+)*2PF6(1-)=C79H84N6O2RuP2F12

Conditions

Conditions	Yield
In further solvent(s) soln. of Ru complex in 3,5-dimethylpyridine was heated at 140°C for 2 h in dark under Ar; heptane added; filtered; washed (heptane); recovered with acetone;	99%

: 591-22-0
3,5-Lutidine

: 35815-10-2
bis(allyl)calcium

: 2C10H14N(1-)*Ca(2+)

Conditions

Conditions	Yield
for 24h; Inert atmosphere; regioselective reaction;	99%

: 591-22-0
3,5-Lutidine

: 77-78-1
dimethyl sulfate

: 1,3,5-trimethylpyridin-1-ium methyl sulfate

Conditions

Conditions	Yield
at -10 - 60℃;	99%

: 591-22-0
3,5-Lutidine

: 368-39-8
triethyloxonium fluoroborate

: C9H14N(1+)*BF4(1-)

Conditions

Conditions	Yield
In dichloromethane at 0℃; Inert atmosphere;	99%

: 591-22-0
3,5-Lutidine

: copper(II) chloride hydrate

: Cu(3,5-dimethylpyridine)2Cl2

Conditions

Conditions	Yield
In ethanol byproducts: H2O; addn. of ligand to satd. soln. of metal halide, room temp., stirring (2 h, pptn.); filtration, washing (Et2O), drying; elem. anal.;	98.5%
With triethyl orthoformate In ethanol mixing CuCl2 with slightly less than 2 equiv. of pyridine derivative, addn. of excess of triethyl orthoformate (pptn.); filtration, washing (EtOH, Et2O), drying (vac., room temp.); elem. anal.;

: 591-22-0
3,5-Lutidine

: 3718-65-8
3,5-Dimethylpyridine N-oxide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In Isopropyl acetate at 10 - 35℃; for 5.83333h; Green chemistry;	98.3%
With peracetic acid at 85℃; for 2h;	97.5%
With dihydrogen peroxide; acetic acid at 80℃; for 18h;	95%

: 591-22-0
3,5-Lutidine

: aqueous cadmium chloride

: Cd(3,5-dimethylpyridine)2Cl2

Conditions

Conditions	Yield
In ethanol byproducts: H2O; addn. of ligand to satd. soln. of metal halide, room temp., stirring (2 h, pptn.); filtration, washing (Et2O), drying; elem. anal.;	98.2%

: 591-22-0
3,5-Lutidine

: C7H8(2)HN

Conditions

Conditions	Yield
Stage #1: 3,5-Lutidine With n-butyllithium; lithium 2-(dimethylamino)ethanolate In hexane at 0℃; for 1h; Stage #2: With deuteromethanol In hexane at -78℃; for 1h;	98%

: 591-22-0
3,5-Lutidine

: trimethylamine-iodoborane

: {(3,5-(CH3)2-C5H3N)2BH2}I

Conditions

Conditions	Yield
In not given	98%

: 591-22-0
3,5-Lutidine

: triethylammonium cis-dichlorobis(1,3-diphenyltriazenido)indate(III)

: 143672-23-5
cis-dichloro-trans-bis(3,5-dimethylpyridine)(1,3-diphenyltriazenido)indium(III)

Conditions

Conditions	Yield
In acetonitrile byproducts: C6H5NHNNC6H5; addn. of pyridine via syringe to In complex soln. under N2; immediate pptn.; stirring suspension, 1h; evapn.; washing (pentane); drying (vac.); crystn. (CH2Cl2 layered with pentane, -24°C); elem. anal.;	98%

: 591-22-0
3,5-Lutidine

: gallium(III) chloride

: 634900-22-4
3,5-dimethyl-pyridine-gallium-trichloride

Conditions

Conditions	Yield
In diethyl ether (N2); neat ligand (1 equiv.) was added dropwise to soln. of Ga compd. inEt2O at -30°C; soln. was stirred for 2 h; concd.; cooled to -78°C overnight; filtered; dried (vac.); elem. anal.;	98%

: 591-22-0
3,5-Lutidine

: 1307746-75-3
zinc(II)(pivalate)2(H2O)2

: [trizinc(II)(μ3-OH)(pivalate)(μ2-κ1O:κ1O'-O2C(t-Bu))4(3,5-lutidine)3]

Conditions

Conditions	Yield
In methanol soln. of C5H3NMe2 in MeOH added to soln. of Zn complex in MeOH, stirred at room temp. for 12 h; volatiles removed under vac., crystd. from n-hexane at room temp. for 3 d; elem. anal.;	98%

: 591-22-0
3,5-Lutidine

: 102349-56-4
MoI2(CO)3(MeCN)2

: 117199-12-9
MoI2(CO)3(3,5-Me2py)(PPh3)

Conditions

Conditions	Yield
With triphenylphosphine In dichloromethane PPh3 added to a soln. of Mo-complex under a stream of N2 with stirring; after 1 min 3,5-Me2-py was added, mixture stirred for 30 min;; filtered, solvent removed in vacuo, recrystd. from CH2Cl2, elem. anal.;	97%

: 591-22-0
3,5-Lutidine

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 1345455-89-1
1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,5-dimethyl-1,2-dihydropyridine

Conditions

Conditions	Yield
With [La(η5-C5(CH3)5)H]2 at 25 - 35℃; for 3.3h;	97%
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tricyclohexylphosphine In toluene at 50℃; for 24h; Inert atmosphere;	96%
With P(C6H11)3; chloro(1,5-cyclooctadiene)rhodium(I) dimer In toluene ligand reacted with pinacolborane in toluene at 50°C for 24 h in presence of (Rh(C8H12)Cl)2 and P(C6H11)3; treated with activated charcoal, filtered under N2, concd. in vacuo;	96%
With [La(η5-C5(CH3)5)H]2 In Cyclohexane-d12 at 35℃; for 3.3h; regiospecific reaction;	97 %Spectr.
With [Cp*(Ph2PC6H4S)Fe]2(μ-N2) In benzene-d6 at 50℃; for 24h; Inert atmosphere; regioselective reaction;	61 %Spectr.

: 591-22-0
3,5-Lutidine

: 1-[2-oxo-2-(4-methoxyphenyl)ethyl]-4-methoxypyridinium bromide

: 1-[2-oxo-2-(4-methoxyphenyl)ethyl]-3,5-dimethylpyridinium bromide

Conditions

Conditions	Yield
for 24h; Reflux;	97%

: 591-22-0
3,5-Lutidine

: 3140-73-6
2-chloro-4,6-dimethoxy-1 ,3,5-triazine

: 1-(4,6-dimethoxy-1,3,5-triazin-2-yl)-3,5-dimethylpyridin-1-ium chloride

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 4h;	97%

: 591-22-0
3,5-Lutidine

: 960604-34-6
1,3-bis-(5-bromo-pentyl)-benzene

: 1,3-bis-[5-(3,5-dimethyl-pyridinium)-pentyl]-benzene dibromide

Conditions

Conditions	Yield
In water	96%
at 60 - 70℃; for 12h;	96%

: 591-22-0
3,5-Lutidine

: 99-73-0
para-bromophenacyl bromide

: 1-[2-(4-bromophenyl)-2-oxoethyl]-3,5-dimethylpyridinium bromide

Conditions

Conditions	Yield
In ethyl acetate for 24h; Reflux;	96%
In ethyl acetate for 24h; Reflux;	96%
In ethyl acetate for 24h; Reflux;	96%

: 591-22-0
3,5-Lutidine

: 475981-53-4
3'-bromomethyl-1',2'-dihydro-4'-prop-2"-ynylnaphthalene

: 1-[(3",4"-dihydro-1"-prop-2"'-ynylnaphthalen-2"-yl)methyl]-3,5-dimethylpyridinium bromide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 72h;	95%

: 591-22-0
3,5-Lutidine

: 56252-55-2
bis(2,6-di-tert-butyl-4-methylphenoxide)methylaluminum

: AlCH3(OC6H2(C(CH3)3)2CH3)2(C5H3N(CH3)2)

Conditions

Conditions	Yield
In pentane addn. of 3,5-dimethylpyridine to the Al compd. in pentane and stirring for 8 h; evapn. to dryness (vac.) and recrystn. from pentane/benzene; elem. anal.;	95%

3,5-Lutidine Specification

3,5-Lutidine(591-22-0) is a pyridines derivate. It is a odorous compound, insoluble in water, soluble in alcohol and ether. 3,5-Lutidine is also named as 35L; 3,5-LUTIDINE; 3,5-DIMETHYLPYRIDINE; 3,5-dimethyl-pyridin; pyridine,3,5-dimethyl-; Lutidine,98%; 3 5-LUTIDINE STANDARD FOR GC; 3,5-LUTIDINE, 98+%. 3,5-Lutidine is mainly used in organic synthesis. 3,5-Lutidine(591-22-0) is also used as an intermediate in fine chemistry and pharmaceutical industry.

Physical properties about 3,5-Lutidine are: (1)ACD/LogP: 1.852; (2)ACD/LogD (pH 5.5): 1.37; (3)ACD/LogD (pH 7.4): 1.84; (4)ACD/BCF (pH 5.5): 4.96; (5)ACD/BCF (pH 7.4): 14.68; (6)ACD/KOC (pH 5.5): 79.89; (7)ACD/KOC (pH 7.4): 236.40; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.502; (10)Molar Refractivity: 33.994 cm³; (11)Molar Volume: 115.208 cm³; (12)Polarizability: 13.476 10-24cm³; (13)Surface Tension: 33.2799987792969 dyne/cm; (14)Density: 0.93 g/cm³; (15)Flash Point: 53.333 °C; (16)Enthalpy of Vaporization: 39.46 kJ/mol; (17)Boiling Point: 170.732 °C at 760 mmHg; (18)Vapour Pressure: 1.92400002479553 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
Keep away from sources of ignition - No smoking
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

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H9N/c1-6-3-7(2)5-8-4-6/h3-5H,1-2H3;
(2)InChIKey=HWWYDZCSSYKIAD-UHFFFAOYSA-N;
(3)Smilesc1c(cncc1C)C

Product Name

3,5-Lutidine

Synthetic route

3,5-Lutidine Specification

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