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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

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

193585-BULK:
193585-VAR:
193585-10G:
193585-500G:

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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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
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
Copper-mediated reaction of 2-halopyridines with ethyl bromodifluoroacetate.
Ashwood MS, et al.
Tetrahedron Letters, 43(50), 9271-9273 (2002)

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