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193585

Sigma-Aldrich

2,6-Dichloro-3-nitropyridine

technical grade, 92%

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About This Item

Empirical Formula (Hill Notation):
C5H2Cl2N2O2
CAS Number:
16013-85-7
Molecular Weight:
192.99
Beilstein:
1619741
EC Number:
240-151-1
MDL number:
MFCD00006234
UNSPSC Code:
12352100
eCl@ss:
39151701
PubChem Substance ID:
24851601
NACRES:
NA.22

grade

technical grade

Assay

92%

mp

55-60 °C (lit.)

SMILES string

[O-][N+](=O)c1ccc(Cl)nc1Cl

InChI

1S/C5H2Cl2N2O2/c6-4-2-1-3(9(10)11)5(7)8-4/h1-2H

InChI key

SHCWQWRTKPNTEM-UHFFFAOYSA-N

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General description

2,6-Dichloro-3-nitropyridine undergoes macrocyclic condensation reaction with resorcinol derivatives to yield chiral tetraoxacalix[2]arene[2]pyridines.

Application

2,6-Dichloro-3-nitropyridine was used:
  • in the synthesis of pyridyldifluoroacetates
  • as starting reagent in the preparation of bicyclooxacalixhetarene

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

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’.

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Wouter Maes et al.
Chemical Society reviews, 37(11), 2393-2402 (2008-10-25)
Oxacalix[n]arenes, reassessed members of the calixarene family in which the traditional methylene bridges are replaced by oxygen atoms, have emerged as a promising class of macrocycles in recent years. This tutorial review summarizes the synthetic progress made in the field
Shuai Pan et al.
Organic letters, 14(24), 6254-6257 (2012-12-12)
Inherently chiral tetraoxacalix[2]arene[2]pyridines containing C(2) symmetry were synthesized efficiently from a macrocyclic condensation reaction of resorcinol derivatives with 2,6-dichloro-3-nitropyridine in a one-pot reaction manner, while tetraoxacalix[2]arene[2]pyridine with an ABCD-substitution pattern was prepared in a good yield by means of a
Copper-mediated reaction of 2-halopyridines with ethyl bromodifluoroacetate.
Ashwood MS, et al.
Tetrahedron Letters, 43(50), 9271-9273 (2002)

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