Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

144428

Sigma-Aldrich

2,6-Lutidine-α2,3-diol

99%

Synonym(s):

3-Hydroxy-6-methyl-2-pyridinemethanol

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

About This Item

Empirical Formula (Hill Notation):
C7H9NO2
CAS Number:
42097-42-7
Molecular Weight:
139.15
EC Number:
255-657-8
MDL number:
MFCD00006350
UNSPSC Code:
12352100
PubChem Substance ID:
24848652
NACRES:
NA.22

Quality Level

100

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
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
STBJ8550
STBJ5371
STBD5858V
STBB8304V
STBB0646V

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

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)
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.

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