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109835

Sigma-Aldrich

2-Methylpyridine

98%

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Synonym(s):
2-Picoline, α-Picoline, 2-Methylpyridine, NSC 3409
Empirical Formula (Hill Notation):
C6H7N
CAS Number:
Molecular Weight:
93.13
Beilstein/REAXYS Number:
104581
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.2 (vs air)

Quality Level

vapor pressure

10 mmHg ( 24.4 °C)

assay

98%

autoignition temp.

995 °F

expl. lim.

8.6 %

refractive index

n20/D 1.500 (lit.)

bp

128-129 °C (lit.)

mp

−70 °C (lit.)

solubility

H2O: freely soluble
alcohol: miscible
diethyl ether: miscible

density

0.943 g/mL at 25 °C (lit.)

SMILES string

Cc1ccccn1

InChI

1S/C6H7N/c1-6-4-2-3-5-7-6/h2-5H,1H3

InChI key

BSKHPKMHTQYZBB-UHFFFAOYSA-N

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1 of 4

This Item
239615236276P42053
2-Methylpyridine 98%

109835

2-Methylpyridine

4-Methylpyridine 99%

239615

4-Methylpyridine

3-Methylpyridine ≥99.5%

236276

3-Methylpyridine

3-Methylpyridine 99%

P42053

3-Methylpyridine

solubility

H2O: freely soluble, diethyl ether: miscible, alcohol: miscible

solubility

alcohol: soluble(lit.), diethyl ether: soluble(lit.), water: soluble(lit.)

solubility

alcohol: miscible(lit.), diethyl ether: miscible(lit.), water: miscible(lit.)

solubility

-

mp

−70 °C (lit.)

mp

2.4 °C (lit.)

mp

−19 °C (lit.)

mp

−19 °C (lit.)

refractive index

n20/D 1.500 (lit.)

refractive index

n20/D 1.504 (lit.)

refractive index

n20/D 1.504 (lit.)

refractive index

n20/D 1.504 (lit.)

bp

128-129 °C (lit.)

bp

145 °C (lit.)

bp

144 °C (lit.)

bp

144 °C (lit.)

density

0.943 g/mL at 25 °C (lit.)

density

0.957 g/mL at 25 °C (lit.)

density

0.957 g/mL at 25 °C (lit.)

density

0.957 g/mL at 25 °C (lit.)

Application

2-Picoline (2-Methylpyridine) was used to study the electron and proton transfer reactions of lumiflavin using Fourier transform ion cyclotron resonance mass spectrometry.
2-Picoline was used in the synthetic pathway for the production of dearomatized, allylated and C-H bond activated pyridine derivatives.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1C - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

84.2 °F - closed cup

flash_point_c

29 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Sigma-Aldrich

P66602

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Phillip Jochmann et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(43), 12115-12122 (2011-09-10)
A facile and general synthetic pathway for the production of dearomatized, allylated, and C-H bond activated pyridine derivatives is presented. Reaction of the corresponding derivative with the previously reported reagent bis(allyl)calcium, [Ca(C(3)H(5))(2)] (1), cleanly affords the product in high yield.
Tianlan Zhang et al.
The journal of physical chemistry. A, 117(44), 11136-11141 (2013-09-07)
Examination of electron transfer and proton transfer reactions of lumiflavin and proton transfer reactions of the lumiflavin radical anion by Fourier transform ion cyclotron resonance mass spectrometry is described. From the equilibrium constant determined for electron transfer between 1,4-naphthoquinone and
J Christian Lennox et al.
The journal of physical chemistry. B, 121(46), 10530-10542 (2017-11-14)
A polypyridyl ruthenium complex with fluorinated bipyridine ligands and a covalently bound tyrosine moiety was synthesized, and its photo-induced proton-coupled electron transfer (PCET) reactivity in acetonitrile was investigated with transient absorption spectroscopy. Using flash-quench methodology with methyl viologen as an
Malcolm E Tessensohn et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 18(16), 2250-2257 (2017-06-14)
The voltammetric behavior of 2,3,5,6-tetramethyl-1,4-phenylenediamine was found to be able to differentiate the hydrogen acceptor abilities of electroinactive pyridine compounds in acetonitrile. Weak and strong hydrogen acceptors were distinguished through the onset of a third oxidation process that came about
Nikolaos Kritikos et al.
Journal of chromatography. A, 1403, 70-80 (2015-06-06)
In the current study, quantitative structure-retention relationships (QSRR) were constructed based on data obtained by a LC-(ESI)-QTOF-MS/MS method for the determination of amino acid analogues, following their derivatization via chloroformate esters. Molecules were derivatized via n-propyl chloroformate/n-propanol mediated reaction. Derivatives

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