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144428

Sigma-Aldrich

2,6-Lutidine-α2,3-diol

99%

Synonym(s):

3-Hydroxy-6-methyl-2-pyridinemethanol

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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

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

Related Categories

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

144428-1G:
144428-10G:
144428-VAR:
144428-BULK:
144428-1KG:

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’.

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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)

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