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About This Item
Empirical Formula (Hill Notation):
C7H9N
CAS Number:
Molecular Weight:
107.15
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
EC Number:
203-587-3
MDL number:
Beilstein/REAXYS Number:
105690
Assay:
98%
Form:
liquid
Quality Level
product line
ReagentPlus®
assay
98%
form
liquid
refractive index
n20/D 1.497 (lit.)
bp
143-145 °C ((lit.)), 143-145 °C (lit.)
mp
-6 °C, −6 °C (lit.)
density
0.92 g/mL at 25 °C ((lit.)), 0.92 g/mL at 25 °C (lit.)
SMILES string
CCCCCCCCCCCC(=O)ON1C(=O)CCC1=O, Cc1cccc(C)n1
InChI
1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-10-11-16(20)21-17-14(18)12-13-15(17)19/h2-13H2,1H3, 1S/C7H9N/c1-6-4-3-5-7(2)8-6/h3-5H,1-2H3
InChI key
LRKGVVJOUNKTGG-UHFFFAOYSA-N , OISVCGZHLKNMSJ-UHFFFAOYSA-N
Application
2,6-Lutidine can be used as a base for the oxidation of α-CF3 alcohols to the corresponding carbonyl compounds in the presence of 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (Bobbitt′s salt) as oxidation reagent.
It can be used:
It can be used:
- As a promoter for catalytic asymmetric fluorination of α-cyanophosphonates in the presence of chiral Pd(II)-bisphosphine complexes.
- In combination with tert-butyldimethylsilyl triflate for the protection of tertiary alcohols and unreactive secondary alcohols.
- In combination with triethylsilyl trifluoromethanesulfonate for the conversion of acetals to the corresponding aldehydes in dichloromethane followed by workup in water.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2
Storage Class
3 - Flammable liquids
wgk
WGK 3
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
flash_point_f
89.6 °F
flash_point_c
32 °C
Regulatory Information
危险化学品
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Synthesis of 4-acetamido-2, 2, 6, 6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate and 4-acetamido-(2, 2, 6, 6-tetramethyl-piperidin-1-yl) oxyl and their use in oxidative reactions.
Mercadante M A, et al.
Nature Protocols, 8(4), 666-666 (2013)
Pd (II)-Catalyzed Asymmetric Fluorination of ?-Aryl-?-cyanophosphonates with the Aid of 2, 6-Lutidine.
Moriya K I, et al.
Synlett, 2007(07), 1139-1142 (2007)
Unexpected Highly Chemoselective Deprotection of the Acetals from Aldehydes and Not Ketones: TESOTf? 2, 6-Lutidine Combination.
Fujioka H, et al.
Journal of the American Chemical Society, 126(38), 11800-11801 (2004)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| L3900-100ML-A | 04061833957134 |
| L3900-500ML-A | 04061833957141 |
| L3900-2L-A | 04061837676291 |

