144428
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:
Molecular Weight:
139.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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
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
Signal Word
Warning
Hazard Statements
Precautionary 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)
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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.
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