Skip to Content
Merck
All Photos(1)

Documents

144428

Sigma-Aldrich

2,6-Lutidine-α2,3-diol

99%

Synonym(s):

3-Hydroxy-6-methyl-2-pyridinemethanol

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C7H9NO2
CAS Number:
Molecular Weight:
139.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

powder

mp

157-159 °C (lit.)

SMILES string

Cc1ccc(O)c(CO)n1

InChI

1S/C7H9NO2/c1-5-2-3-7(10)6(4-9)8-5/h2-3,9-10H,4H2,1H3

InChI key

PAGTXDLKXRBHFL-UHFFFAOYSA-N

General description

2,6-Lutidine-α2,3-diol (3-Hydroxy-6-methyl-2-pyridinemethanol) on condensation with chlorides of carbamidophosphoric acids yields N-Substituted N′-[6-methyl-2-oxido-1,3,2-dioxaphosphinino(5,4,-b)pyridine-2-yl]urea. It forms organotin (IV) complexes on reaction with dimethyl-, diethyl- and dibutyltin (IV) oxide.

Application

2,6-Lutidine-α2,3-diol (3-Hydroxy-6-methyl-2-pyridinemethanol) was used in the synthesis of:
  • (3-hydroxy-6-methylpyridin-2-yl)methyl pivaloate
  • triflate
  • (3-(allyloxy)-6-methylpyridin-2-yl)methanol

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Synthesis, structure and cytotoxicity of diorganotin (IV) complexes of 2, 6-lutidine-a2, 3-diol (Lu): The crystal structures of Lu and [SnMe2 (H2O)(Lu-2H)].
Casas JS, et al.
Journal of Organometallic Chemistry, 692(16), 3547-3554 (2007)
James R Vyvyan et al.
Synthesis, 2010(21), 3637-3644 (2011-04-26)
Palladium-catalyzed Suzuki-type couplings of 3-pyridyl triflates with alkenyl pinacol boronates proceed in good to excellent yield. Optimized conditions use Pd(PPh(3))(4) (10 mol %) as catalyst with K(3)PO(4) (3 equiv) as base in dioxane.
Synthesis and antimicrobial activity of N-substituted N'-[6-methyl-2-oxido-1, 3, 2-dioxaphosphinino (5, 4-b) pyridine-2-yl] ureas.
Reddy PC, et al.
Heteroatom Chem., 14(6), 509-512 (2003)

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