Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

512362

Sigma-Aldrich

3-Methylpyridine-2-carboxylic acid

97%

Synonym(s):

3-Methylpicolinic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C7H7NO2
CAS Number:
4021-07-2
Molecular Weight:
137.14
MDL number:
MFCD00191553
UNSPSC Code:
12352100
PubChem Substance ID:
24873626
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

114-118 °C

functional group

carboxylic acid

SMILES string

Cc1cccnc1C(O)=O

InChI

1S/C7H7NO2/c1-5-3-2-4-8-6(5)7(9)10/h2-4H,1H3,(H,9,10)

InChI key

LMHIBYREWJHKNZ-UHFFFAOYSA-N

Related Categories

General description

3-Methylpyridine-2-carboxylic acid, also known as 3-methylpicolinic acid (3-MepicH), is a 3-substituted picolinic acid. The dianion formed by reacting 3-MepicH with lithium diisopropylamide (LDA) can undergo C-alkylation with 3-chlorobenzyl chloride.

Application

3-Methylpyridine-2-carboxylic acid (3-MepicH) may be used as a ligand in the synthesis of the following metal complexes:
  • [Cu(3-Mepic)2(4-pic)] where 4-pic=4-picoline and [Cu(3-Mepic)2]·2H2O
  • [Co(3-Mepic)3]
  • [Ni(3-Mepic)2(H2O)2]
  • bis(3-methyl-picolinato-κ2 N,O)(1,10-phenanthroline)zinc(II) tetrahydrate

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
13629MH
06223MH
06208PE
06828PO
04408HC

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ozonolysis of some 8-alkoxyquinolines, and synthesis of a precursor to the non-sedating antihistamine Claritin.
Eichler MC and Grayson DH.
ARKIVOC (Gainesville, FL, United States), 6, 38-53 (2014)
Synthesis, structural, spectroscopic and thermal characterization of cobalt complexes with 3-and 6-methylpicolinic acid. Voltammetric and spectrophotometric study in solution.
Kukovec BM, et al.
Inorgorganica Chimica Acta, 362(8), 2704-2714 (2009)
Synthesis and characterization of copper (II) complexes with 3-methylpicolinic acid. Crystal and molecular structure of bis (3-methylpicolinato-N,O)(4-picoline) copper (II).
Kukovec BM, et al.
Journal of Coordination Chemistry, 61(19), 3092-3101 (2008)
Hoi-Ling Seng et al.
Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine, 23(1), 99-118 (2009-09-30)
Crystal structure analysis of the zinc complex establishes it as a distorted octahedral complex, bis(3-methylpicolinato-kappa(2) N,O)(2)(1,10-phenanthroline-kappa(2) N,N)-zinc(II) pentahydrate, [Zn(3-Me-pic)(2)(phen)]x5H(2)O. The trans-configuration of carbonyl oxygen atoms of the carboxylate moieties and orientation of the two planar picolinate ligands above and before
Synthesis, X-ray structural, IR spectroscopic, thermal and DFT studies of nickel (II) and copper (II) complexes with 3-methylpicolinic acid. UV-Vis spectrophotometric study of complexation in the solution.
Kukovec BM, et al.
Polyhedron, 52, 1349-1361 (2013)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service