2-Picoline supplier | CasNO.109-06-8

Name
2-Picoline
EINECS 203-643-7
CAS No. 109-06-8
Article Data276
CAS DataBase
Density 0.94 g/cm³
Solubility miscible with water
Melting Point -70 °C(lit.)
Formula C₆H₇N
Boiling Point 127.544 °C at 760 mmHg
Molecular Weight 93.1283
Flash Point 26.111 °C
Transport Information UN 2313 3/PG 3
Appearance colourless to yellow liquid with an unpleasant smell
Safety 26-36
Risk Codes 10-20/21/22-36/37
Molecular Structure
Hazard Symbols Xn
Synonyms RCRA waste number U191;CCRIS 1721;AI3-24109;AI3-2409;alpha-Methylpyridine;o-Picoline;
PSA 12.89000
LogP 1.39000

Synthetic route

: (C5H5)2Zr(NC5H3CH3)(NC5H4CH3)(1+)*B(C6H5)4(1-)=(C5H5)2Zr(NC5H3CH3)(NC5H4CH3)B(C6H5)4

: 187737-37-7
propene

A: 109-06-8
α-picoline

B: (C5H5)2ZrCH2CH(CH3)NC5H3CH3(1+)*B(C6H5)4(1-)=(C5H5)2ZrCH2CH(CH3)NC5H3CH3B(C6H5)4

Conditions

Conditions	Yield
<10 min, 23°C, 1 atm.; monitored by NMR;	A n/a B 100%

...Expand

: 931-19-1
2-methylpyridine N-oxide

: 109-06-8
α-picoline

Conditions

Conditions	Yield
With benzyl alcohol at 120℃; for 6h; Inert atmosphere;	99%
With cis-Cyclooctene; trans-dioxo(5,10,15,20-tetramesitylporphirinato)ruthenium(VI) In benzene at 80℃; for 15h;	96%
With diphosphorus tetraiodide In dichloromethane Heating; 10-20 min;	95%

: 75-05-8
acetonitrile

: 74-86-2
acetylene

: 109-06-8
α-picoline

Conditions

Conditions	Yield
at 150℃; for 22h; Autoclave;	94.3%
With decaethylene glycol mono n-hexadecyl ether; cyclopentadienyl-cyclooctadienyl-cobalt(I) In water for 4h; Ambient temperature; Irradiation;	18%
(η5-cyclopentadienyl)-η4-cycloocta-1,5-dienecobalt(I) at 40℃; for 2h; Irradiation; Yield given;
trimethylsilyl modified Cp-CO catalyst at 130 - 152℃; under 15001.2 Torr; for 2h;
η5-cyclopentadienylbis(ethene)cobalt at 40℃; for 3h; Product distribution; in the dark; variation of reaction time, temperature, catalyst. The influence of light and irradiation was investigated.;

: 5315-25-3
2-bromo-6-methylpyridine

A: 109-06-8
α-picoline

B: 4411-80-7
6,6'-dimethyl-2,2'-bipyridine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride In 2-pentanol at 100℃; for 18h; Inert atmosphere;	A 93.1% B 6.9%

: 110-86-1
pyridine

A: 110-89-4
piperidine

B: 109-06-8
α-picoline

C: 24362-44-5
1,5-di-(1-piperidyl)pentane

Conditions

Conditions	Yield
With hydrogen; Ni-Cr catalyst at 160℃; under 30400 Torr; for 8h; Product distribution; temperatures from 140 to 192 deg C, pressure 20 to 65 atm, reaction time 5 - 8 h;	A 91.8% B n/a C 0.1%

...Expand

: 110-86-1
pyridine

: 67-56-1
methanol

: 109-06-8
α-picoline

Conditions

Conditions	Yield
With Fe-MnOx-Yb at 475℃; Gas phase;	89.5%
nickel(II) nitrate for 8h; Ambient temperature; Irradiation;	37.1%
With nano-diatomite modified magnesium aluminum hydrotalcite at 140 - 500℃; Temperature;

: 1452-77-3
pyridine-2-carboxylic acid amide

: 109-06-8
α-picoline

Conditions

Conditions	Yield
With samarium diiodide; phosphoric acid In tetrahydrofuran for 0.000555556h; Ambient temperature;	88%

: 126963-92-6
benzyltri(2-(6-methylpyridyl))phosphonium bromide

A: 109-06-8
α-picoline

B: 4411-80-7
6,6'-dimethyl-2,2'-bipyridine

C: C19H19N2OP

Conditions

Conditions	Yield
With hydrogenchloride In water for 10h; Heating;	A 68% B 87% C n/a
With hydrogenchloride In water for 10h; Product distribution; Heating; variation of pH, temp. and time;	A 68% B 87% C n/a
With hydrogenchloride In water for 10h; Heating;	A 68% B 68% C n/a

...Expand

: 14402-20-1
N-cetyl-α-methylpyridinium iodide

: 109-06-8
α-picoline

Conditions

Conditions	Yield
With triethylammonium hydrogensulfite at 150℃; for 30h; Mechanism;	86%

: 38700-15-1
triphenyl-(2-pyridylmethyl)phosphonium chloride

: 109-06-8
α-picoline

Conditions

Conditions	Yield
With potassium tert-butylate; benzyl alcohol In tetrahydrofuran at 40℃; for 6h; Inert atmosphere;	80%

: 13115-43-0
2-pyridineacetic acid

: 109-06-8
α-picoline

Conditions

Conditions	Yield
With potassium carbonate In chloroform at 20℃; for 24h; Irradiation; Inert atmosphere;	79%

: 110-86-1
pyridine

: 71-23-8
propan-1-ol

: 109-06-8
α-picoline

Conditions

Conditions	Yield
With Raney nickel at 180℃; under 51716.2 Torr; for 0.5h; Concentration; Flow reactor; Green chemistry; regioselective reaction;	78%

: 110-86-1
pyridine

: 112-30-1
1-Decanol

: 109-06-8
α-picoline

Conditions

Conditions	Yield
With Ra-Ni for 212h; Reflux; regioselective reaction;	71%

: C21H18N6O3

: 109-06-8
α-picoline

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); sodium isopropylate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In 2-methyltetrahydrofuran at 80℃; for 12h; Green chemistry;	71%
With bis(tricyclohexylphosphine)nickel(II) dichloride; potassium iodide; zinc In 1,4-dioxane; methanol at 60℃; for 20h; Inert atmosphere; chemoselective reaction;

: 5029-67-4
2-iodopyridine

: 31729-70-1
bis(iodozinc)methane

: 109-06-8
α-picoline

Conditions

Conditions	Yield
Stage #1: 2-iodopyridine; bis(iodozinc)methane With triphenylphosphine; nickel dichloride In tetrahydrofuran at 40℃; Stage #2: With hydrogenchloride In tetrahydrofuran; water Reagent/catalyst; chemoselective reaction;	71%

: 1121-60-4
pyridine-2-carbaldehyde

: 109-06-8
α-picoline

Conditions

Conditions	Yield
With hydrogen In para-xylene at 120℃; under 750.075 Torr; for 24h; Glovebox; Sealed tube; chemoselective reaction;	71%

: {C6H6NCr(H2O)5}(2+)

A: 109-06-8
α-picoline

B: 4916-40-9
1,2-bis(pyridin-2-yl)ethane

Conditions

Conditions	Yield
In perchloric acid addn. of Na2CO3;;	A 70% B 30%
In perchloric acid

: 1121-60-4
pyridine-2-carbaldehyde

A: 109-06-8
α-picoline

B: 586-98-1
2-Hydroxymethylpyridine

Conditions

Conditions	Yield
With hydrogen; GIPKh-105 copper-chromium catalyst at 200℃; Product distribution; Mechanism; other isomeric pyridinecarboxaldehydes; var. temp.;	A 14% B 66%

: 4377-33-7
2-chloromethylpyridine

: 100-52-7
benzaldehyde

A: 109-06-8
α-picoline

B: 2294-74-8
1-phenyl-2-pyridin-2-yl-ethanol

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; silver nitrate; zinc In water at 30℃; for 1h;	A 51% B 66%

...Expand

: 586-98-1
2-Hydroxymethylpyridine

: 109-06-8
α-picoline

Conditions

Conditions	Yield
With [IrCl(CO)(PPh3)2]; hydrazine hydrate; potassium hydroxide In methanol at 160℃; for 3h; Wolff-Kishner Reduction; Sealed tube;	62%
With [IrCl(CO)(PPh3)2]; hydrazine hydrate; potassium hydroxide In methanol at 160℃; for 3h; Sealed tube;	62%
With hydrazine hydrate; C23H40MnNO2P2; potassium tert-butylate In tert-butyl alcohol at 115℃; for 48h; Wolff-Kishner Reduction; Green chemistry;	26%

: 75-07-0
acetaldehyde

A: 110-86-1
pyridine

B: 109-06-8
α-picoline

C: 108-89-4
picoline

Conditions

Conditions	Yield
With ammonia; Pb(5.3percent)/borotitano silicate at 420℃; for 1h; Product distribution / selectivity; Molecular sieve;	A 2.4% B 61.3% C 21.6%
With ammonia; Pb/SnS-1B at 395℃; Product distribution / selectivity;	A 1% B 53.4% C 22.3%
With ammonia; titanium-silicate catalyst (sample C) at 250 - 400℃; Conversion of starting material;	A 0.88% B 53.44% C 20.55%

...Expand

: 50-00-0
formaldehyd

: 75-07-0
acetaldehyde

A: 110-86-1
pyridine

B: 109-06-8
α-picoline

C: 108-89-4
picoline

D: 108-99-6
3-Methylpyridine

Conditions

Conditions	Yield
With Pb-ZSM-5 zeolite; ammonia In gas	A 60% B 7% C 4% D 8%
With Co-ZSM-5 zeolite; ammonia In gas	A 57% B 6% C 8% D 7%
With Ag-ZSM-5 zeolite; ammonia In gas	A 42% B 3% C 6% D 11%
With pentasil zeolite H-ZSM-5; ammonia In gas at 450℃; Product distribution; synthesis of pyridine bases over ion-exchanged pentasil zeolite; var. zeolites, var. Si/Al atomic ratio;	A 42% B 3% C 5% D 11%

...Expand

: 1452-77-3
pyridine-2-carboxylic acid amide

A: 109-06-8
α-picoline

B: 109-05-7, 3000-79-1
2-Methylpiperidin

Conditions

Conditions	Yield
With hydrogenchloride; samarium for 0.166667h; Ambient temperature;	A 13% B 60%

: 110-86-1
pyridine

: 74-88-4
methyl iodide

A: 109-06-8
α-picoline

B: 100-71-0
2-Ethylpyridine

Conditions

Conditions	Yield
With n-butyllithium; 2-(N,N-dimethylamino)ethanol 1.) hexane, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h;	A 60% B 16 % Chromat.

...Expand

: 67-64-1
acetone

: 74-86-2
acetylene

A: 109-06-8
α-picoline

B: 108-48-5
2,6-dimethylpyridine

C: 108-75-8
2,4,6-trimethyl-pyridine

D: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
With ammonia; MG-4 at 375℃; under 760 Torr;	A 6.3% B 7.3% C 58.3% D 5.9%
With ammonia; MG-4 at 375℃; under 760 Torr; Product distribution; other catalysts;	A 6.3% B 7.3% C 58.3% D 5.9%
With ammonia; MG-4 at 350℃; under 760 Torr;	A 6.2% B 15.6% C 36.4% D 6.8%

...Expand

: α-pyridylmethylenetriphenylphosphorane

: 100-51-6
benzyl alcohol

A: 109-06-8
α-picoline

B: 538-49-8, 714-08-9, 1519-59-1
2-styrylpyridine

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 40℃; for 6h;	A 58% B 26%

...Expand

: 3678-63-5
4-chIoro-2-methylpyridine

: 73183-34-3
bis(pinacol)diborane

A: 109-06-8
α-picoline

B: 660867-80-1
2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Conditions

Conditions	Yield
With bis(1,3-dimesityl-1H-imidazol-2(3H)-ylidene)nickel(0); potassium methanolate In hexane at 25℃; for 6h; Inert atmosphere; Irradiation;	A 10 %Chromat. B 55%

...Expand

: 931-19-1
2-methylpyridine N-oxide

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

A: 109-06-8
α-picoline

B: C9H12N2OS

C: C9H12N2OS

Conditions

Conditions	Yield
In acetonitrile at 81℃; for 4h;	A 52% B 3% C 5%

...Expand

: {C6H6NCr(H2O)5}(2+)

A: 109-06-8
α-picoline

B: 2-{α-D1}-methylpyridine

Conditions

Conditions	Yield
With water-d2 In water-d2	A 50% B 50%
With D2O In water-d2

: 109-06-8
α-picoline

: 100-44-7
benzyl chloride

: 13686-87-8
1-benzyl-2-methylpyridinium chloride

Conditions

Conditions	Yield
In toluene at 110℃; for 19h;	100%
In acetone for 8h; Heating;	51%

: 109-06-8
α-picoline

: 931-19-1
2-methylpyridine N-oxide

Conditions

Conditions	Yield
With dihydrogen peroxide; Na12[WZn3(H2O)2(ZnW9O34)2] at 75℃; for 7h;	100%
With 2,2,2-Trifluoroacetophenone; dihydrogen peroxide; acetonitrile In tert-butyl alcohol at 20℃; for 18h; Green chemistry; chemoselective reaction;	99%
With dihydrogen peroxide In acetic acid at 70 - 75℃; for 24h; Oxidation;	98%

: 109-06-8
α-picoline

: 100-39-0
benzyl bromide

: 2654-66-2
1-Benzyl-6-methylpyridinium bromide

Conditions

Conditions	Yield
	100%
In acetone Reflux;	100%
In toluene for 14h; Inert atmosphere; Reflux;	72%

: 109-06-8
α-picoline

: 100-47-0
benzonitrile

: N-((E)-1-Phenyl-2-pyridin-2-yl-vinyl)-benzamide

Conditions

Conditions	Yield
With phenyllithium In diethyl ether for 2.5h; Heating;	100%

: 109-06-8
α-picoline

: 565-80-0
2,4-dimethylpentan-3-one

: 941279-81-8
2,4-dimethyl-3-(pyridin-2-ylmethyl)pentan-3-ol

Conditions

Conditions	Yield
Stage #1: α-picoline With tert.-butyl lithium In tetrahydrofuran; pentane at -30℃; Stage #2: 2,4-dimethylpentan-3-one In tetrahydrofuran; pentane at -30 - 20℃; Stage #3: With water In tetrahydrofuran; pentane	100%
Stage #1: α-picoline With n-butyllithium In tetrahydrofuran; hexane at -78 - -50℃; for 1h; Inert atmosphere; Stage #2: 2,4-dimethylpentan-3-one In tetrahydrofuran; hexane at -50℃; for 2h; Inert atmosphere;	91%
Stage #1: α-picoline With n-butyllithium In tetrahydrofuran; hexane at -78 - -50℃; for 1h; Inert atmosphere; Stage #2: 2,4-dimethylpentan-3-one In tetrahydrofuran; hexane at -50℃; for 2h; Inert atmosphere; Stage #3: With water In tetrahydrofuran; hexane Inert atmosphere;	90%

: 109-06-8
α-picoline

: 345298-30-8
di-μ-chloro-dichloro-bis[η5-(perfluorobutyl)tetramethylcyclopentadienyl]-dirhodium(III)

: 933802-63-2
dichloro-(perfluorohexyl)tetramethylcyclopentadienyl-(2-methylpyridine)-rhodium(III)

Conditions

Conditions	Yield
In chloroform (Ar); methylpyridine was added to soln. of Rh complex in CHCl3; mixt. was stirred for 2 h at room temp.; evapd.; dried (vac.);	100%

: 109-06-8
α-picoline

: 119-60-8
dicyclohexyl ketone

: 102658-00-4
1,1-dicyclohexyl-2-(pyridin-2-yl)ethanol

Conditions

Conditions	Yield
Stage #1: α-picoline With n-butyllithium In tetrahydrofuran; hexane at -78 - -20℃; Inert atmosphere; Stage #2: dicyclohexyl ketone In tetrahydrofuran; hexane at -20℃; Inert atmosphere; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane	100%

: 109-06-8
α-picoline

: 1765-40-8
(bromomethyl)pentafluorobenzene

: 1229616-85-6
N-(pentafluorobenzyl)-2-methylpyridinium bromide

Conditions

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

: 109-06-8
α-picoline

: 83766-52-3
4-heptadecafluorooctylaniline

: N-(4-heptadecafluoroctylphenyl)-2-pyridinethiocarbamide

Conditions

Conditions	Yield
With sodiumsulfide nonahydrate; sulfur for 72h; Reflux;	100%

: 109-06-8
α-picoline

: 627-32-7
1-iodopropan-3-ol

: 1-(3-hydroxypropyl)-2-methylpyridin-1-ium iodide

Conditions

Conditions	Yield
In 1,4-dioxane at 101℃; for 16h; Inert atmosphere;	100%

: 109-06-8
α-picoline

: (pyridin-2-yl-methyl)potassium

Conditions

Conditions	Yield
Stage #1: α-picoline With potassium tert-butylate at -35℃; for 0.333333h; Stage #2: With n-butyllithium In hexane at -35 - 20℃; for 4h;	100%
With n-butyllithium; potassium tert-butylate In hexane at 20℃; for 1h; Schlenk technique; Glovebox;	63%

: 109-06-8
α-picoline

: μ2-chlorido[3-(2-(piperidinyl)pyrimidin-4-yl-5-ido)-1-mesityl-1Himidazolylidene]palladium(II) dimer

: chlorido[3-(2-(piperidinyl)pyrimidin-4-yl-5-ido)-1-mesityl-1H-imidazolylidene](2-methylpyridine)palladium(II)

Conditions

Conditions	Yield
for 0.0833333h; Reflux;	100%

: 109-99-9
tetrahydrofuran

: 109-06-8
α-picoline

: [IPr2*NN]Cu(η2-C6H6)

: [IPr2*NN]Cu(N-2-picoline)

Conditions

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

...Expand

: 109-06-8
α-picoline

: 589-15-1
1-bromomethyl-4-bromobenzene

: 1-(4-bromobenzyl)-2-methylpyridinium bromide

Conditions

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

: 109-06-8
α-picoline

: 2632-13-5
2-Bromo-4'-methoxyacetophenone

: 7496-82-4
2-(4-methoxyphenyl)-indolizine

Conditions

Conditions	Yield
Stage #1: α-picoline; 2-Bromo-4'-methoxyacetophenone In acetone for 1h; Heating; Stage #2: With potassium carbonate for 5h;	99%

: 109-06-8
α-picoline

: 15743-13-2
tetrachloro-cyclopent-4-ene-1,3-dione

: 2,2,4-Trichloro-5-hydroxy-cyclopent-4-ene-1,3-dione; compound with 2-methyl-pyridine

Conditions

Conditions	Yield
In formic acid at 100℃; Product distribution; CH3CO2H,CF3CO2H;	99%
With acetic acid Ambient temperature;	87.4%

: 109-06-8
α-picoline

: 105-36-2
ethyl bromoacetate

: 55814-02-3
1-(2-ethoxy-2-oxoethyl)-2-methylpyridin-1-ium bromide

Conditions

Conditions	Yield
In ethanol at 60 - 80℃; for 20h;	99%
In tetrahydrofuran at 80℃; for 12h; Inert atmosphere;	92%
for 16h; Reflux;	90%

: 109-06-8
α-picoline

: 26127-08-2
(1R,2S,5R)-1-(chloromethoxy)-2-isopropyl-5-methylcyclohexane

: 1-[(1R,2S,5R)-(-)-menthoxymethyl]-2-methylpyridinium chloride

Conditions

Conditions	Yield
In hexane at 20℃; Menschutkin quaternization;	99%

: 109-06-8
α-picoline

: 7466-50-4
phenanthrene-3-carbaldehyde

: 1-(3-phenanthryl)-2-pyridin-2-ylethanol

Conditions

Conditions	Yield
Stage #1: α-picoline With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -5℃; for 0.5h; Stage #2: phenanthrene-3-carbaldehyde In tetrahydrofuran; hexane at 20℃; for 0.5h; Further stages.;	99%

: 109-06-8
α-picoline

: 68558-86-1
thallium(I) pentafluorobenzoate

: 41575-66-0
(SP-4-3)-dichlorido(N,N-dimethyl-ethane-1,2-diamine)platinum(II)

: 363-72-4
Pentafluorobenzene

: 117533-75-2
b-chloro-c(N),d(N')-{N,N-dimethyl-N'-(2,3,5,6-tetrafluorophenyl)ethane-1,2-diaminato(1-)}-a-(2-methylpyridine)platinum(II)

B: 124-38-9
carbon dioxide

Conditions

Conditions	Yield
In further solvent(s) Heating under stirring (110-115°C, N2, 120 min, 2-methylpyridine).; Cooling, evapn. to dryness (vacuum), washed (ether, petrol), dried, extraction with acetone, filtn. of TlCl, evapn. to dryness, washed (cold ethanol), elem. anal.;	A 28% B 99%

...Expand

: 109-06-8
α-picoline

: Fe(octaphenyltetraazaporphinate)

: Fe(octaphenyltetraazaporphinate)(2-methylpyridine)2

Conditions

Conditions	Yield
In neat (no solvent) standing in vapor of amine (room temp., 2 days);	99%
In benzene addn. of amine to Fe-complex; distn. off of excess amine and solvent (after 24 h), drying (vac., room temp.);

: 109-06-8
α-picoline

: 202280-80-6, 1046824-89-8
trans-[Pd(AsPh3)2(3,5-dichlorotrifluorophenyl)2]

: 202280-69-1
cis-[Pd(2-picoline)2(3,5-dichlorotrifluorophenyl)2]

Conditions

Conditions	Yield
In dichloromethane excess of picoline, stirring for 30 min; evapn., washing (hexane), drying; elem. anal.;	99%

: 109-06-8
α-picoline

: trans-(C6F5)2Pd{As(C6H5)3}2

: 202280-73-7
cis-[Pd(2-picoline)2(C6F5)2]

Conditions

Conditions	Yield
In dichloromethane excess of picoline, stirring for 30 min; evapn., washing (hexane), drying; elem. anal.;	99%

: 109-06-8
α-picoline

: 185226-19-1, 70424-04-3
trans-chloromethylbis(dimethylsulfoxide)platinum(II)

: 185042-99-3
cis(C,N)-chloromethyl(dimethyl sulfoxide)(2-methylpyridine)platinum(II)

Conditions

Conditions	Yield
In dichloromethane stirring stoich. amts. for 30 min; addn. of pentane, pptn. on cooling, collection (filtration), washing (cold pentane), drying (vac.); elem. anal.;	99%

: 109-06-8
α-picoline

: 623-03-0
4-Cyanochlorobenzene

: 32315-10-9
bis(trichloromethyl) carbonate

: 1202924-71-7
3-(4-chlorophenyl)pyrido[1,2-c]pyrimidin-1-one

Conditions

Conditions	Yield
Stage #1: α-picoline With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -70℃; for 1h; Inert atmosphere; Stage #2: 4-Cyanochlorobenzene In tetrahydrofuran; hexane at -70 - 20℃; Inert atmosphere; Stage #3: bis(trichloromethyl) carbonate With triethylamine In tetrahydrofuran; hexane at 20℃; for 2h; Inert atmosphere;	99%

...Expand

: 109-06-8
α-picoline

: 35815-10-2
bis(allyl)calcium

: bis(pyridin-2-ylmethyl)calcium

Conditions

Conditions	Yield
at 20℃; for 504h; Inert atmosphere;	99%

: 109-06-8
α-picoline

: 111-66-0
oct-1-ene

: 2-methyl-6-(octan-2-yl)pyridine

Conditions

Conditions	Yield
With C50H63NO2Zr; trityl tetrakis(pentafluorophenyl)borate In chlorobenzene at 100℃; for 6h; Inert atmosphere; Glovebox;	99%
With tris(pentafluorophenyl)borate; C42H51N3PSc In chlorobenzene at 100℃; for 15h; Inert atmosphere; Schlenk technique; Glovebox;	82%
With C23H29N2Sc; triphenylcarbenium tetra(pentafluorophenyl)borate at 70℃; Schlenk technique; Inert atmosphere;

: 109-06-8
α-picoline

: 592-41-6
1-hexene

: 143814-41-9
6-methyl-2-(1-methylpentyl)pyridine

Conditions

Conditions	Yield
With C50H63NO2Zr; trityl tetrakis(pentafluorophenyl)borate In chlorobenzene at 100℃; for 6h; Inert atmosphere; Glovebox;	99%
With tris(pentafluorophenyl)borate; C42H51N3PSc In chlorobenzene at 100℃; for 15h; Inert atmosphere; Schlenk technique; Glovebox;	81%
With C23H29N2Sc; triphenylcarbenium tetra(pentafluorophenyl)borate at 70℃; Schlenk technique; Inert atmosphere;

2-Picoline Specification

The 2-Methylpyridine, or 2-Picoline, is the compound described with formula C₆H₇N. With the CAS registry number 109-06-8, it is a colorless liquid. This chemical's classification codes are Mutation Data; Skin / Eye Irritant. Its EINECS registry number is 203-643-7. In addition, its IUPAC name is called 2-methylpyridine.

Physical properties of 2-Methylpyridine: (1)ACD/LogP: 1.22; (2)ACD/LogD (pH 5.5): 0.64; (3)ACD/LogD (pH 7.4): 1.204; (4)ACD/BCF (pH 5.5): 1.31; (5)ACD/BCF (pH 7.4): 4.798; (6)ACD/KOC (pH 5.5): 28.898; (7)ACD/KOC (pH 7.4): 105.888; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.501; (10)Molar Refractivity: 29.169 cm³; (11)Molar Volume: 98.932 cm³; (12)Surface Tension: 34.098 dyne/cm; (13)Density: 0.941 g/cm³; (14)Flash Point: 26.111 °C; (15)Enthalpy of Vaporization: 36.17 kJ/mol; (16)Boiling Point: 127.544 °C at 760 mmHg; (17)Vapour Pressure: 13.468 mmHg at 25°C.

Preparation: 2-Methylpyridine was the first pyridine compound reported to be isolated in pure form. It is now mainly produced by two principal routes, the condensation of acetaldehyde, formaldehyde, and ammonia and the cyclization of nitriles and acetylene. One example of such reaction is the combination of acetaldehyde and ammonia:

such reaction is the combination of acetaldehyde and ammonia

Uses of 2-Methylpyridine: it is a versatile building block and can be used as a precursor to a variety of derivatives. For example, oxidation by potassium permanganate affords picolinic acid:

oxidation by potassium permanganate affords picolinic acid

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: Cc1ccccn1
(2)InChI: InChI=1/C6H7N/c1-6-4-2-3-5-7-6/h2-5H,1H3
(3)InChIKey: BSKHPKMHTQYZBB-UHFFFAOYAR

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	oral	900mg/kg (900mg/kg)		Hygiene and Sanitation Vol. 33(10-12), Pg. 341, 1968.
mouse	LC50	inhalation	9gm/m³ (9000mg/m³)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(9-10), Pg. 64, 1992.
mouse	LD50	intraperitoneal	529mg/kg (529mg/kg)		Toxicon. Vol. 23, Pg. 815, 1985.
mouse	LD50	oral	674mg/kg (674mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(12), Pg. 62, 1980.
rabbit	LD50	skin	410uL/kg (0.41mL/kg)		AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rat	LCLo	inhalation	4000ppm/4H (4000ppm)		AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rat	LD50	intraperitoneal	200mg/kg (200mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Fundamental and Applied Toxicology. Vol. 5, Pg. 920, 1985.
rat	LD50	oral	790mg/kg (790mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(12),

Product Name

2-Picoline

Synthetic route

2-Picoline Specification

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