ChemicalBook > CAS DataBase List > 2,6-Dichloro-3-nitropyridine

2,6-Dichloro-3-nitropyridine

Product Name
2,6-Dichloro-3-nitropyridine
CAS No.
16013-85-7
Chemical Name
2,6-Dichloro-3-nitropyridine
Synonyms
PYRIDINE, 2,6-DICHLORO-3-NITRO-;26DC3NP;TIMTEC-BB SBB003614;2,6-Dichloro-3-nitro;Flupirtine Impurity H;DICHLORONITROPYRIDINE;Dichloro-3-nitropyrid;6-Dichloro-3-nitropyridine;2,6-DICHLORO-3-NITROPYRIDINE;2,6-Dichloro-3-nitropyrid...
CBNumber
CB8130660
Molecular Formula
C5H2Cl2N2O2
Formula Weight
192.99
MOL File
16013-85-7.mol
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2,6-Dichloro-3-nitropyridine Property

Melting point:
55-60 °C(lit.)
Boiling point:
295.5±35.0 °C(Predicted)
Density 
1.6791 (rough estimate)
refractive index 
1.6100 (estimate)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble in Methanol
form 
Liquid
pka
-5.76±0.10(Predicted)
color 
Clear colorless to light yellow
BRN 
1619741
InChI
InChI=1S/C5H2Cl2N2O2/c6-4-2-1-3(9(10)11)5(7)8-4/h1-2H
InChIKey
SHCWQWRTKPNTEM-UHFFFAOYSA-N
SMILES
C1(Cl)=NC(Cl)=CC=C1[N+]([O-])=O
CAS DataBase Reference
16013-85-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-42/43-43
Safety Statements 
22-26-36/37-37/39-24-36/37/39
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
193585
Product name
2,6-Dichloro-3-nitropyridine
Purity
technical grade, 92%
Packaging
10g
Price
$40
Updated
2023/01/07
TCI Chemical
Product number
D2761
Product name
2,6-Dichloro-3-nitropyridine
Purity
>98.0%(GC)
Packaging
5g
Price
$30
Updated
2025/07/31
TCI Chemical
Product number
D2761
Product name
2,6-Dichloro-3-nitropyridine
Purity
>98.0%(GC)
Packaging
25g
Price
$89
Updated
2025/07/31
Usbiological
Product number
160001
Product name
2,6-Dichloro-3-nitropyridine
Packaging
25g
Price
$403
Updated
2021/12/16
TRC
Product number
D435515
Product name
2,6-Dichloro-3-nitropyridine
Packaging
100g
Price
$415
Updated
2021/12/16
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2,6-Dichloro-3-nitropyridine Chemical Properties,Usage,Production

Chemical Properties

yellow crystalline powder or chunks

Uses

2,6-Dichloro-3-nitropyridine was used:

  • in the synthesis of pyridyldifluoroacetates
  • as starting reagent in the preparation of bicyclooxacalixhetarene

Definition

Nitropyridine nucleus played a pivotal role in the development of different medicinal agents and in the field of agrochemicals. It is seen from the current literature that pyridine derivatives have been developed and used as insecticidal agents. Nitrated pyridines and their derivatives are important intermediates in synthesis of heterocyclic compounds in dyes and pharmaceutical products. Fused heterocycles containing nitropyridine systems have been associated with several biological and medicinal activities including antiolytic, antiviral and anti-inflammatory profiles.

General Description

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

Synthesis

2402-78-0

16013-85-7

General procedure for the synthesis of 2,6-dichloro-3-nitropyridine from 2,6-dichloropyridine: 80 mL of concentrated sulfuric acid was added to a 150 mL three-necked flask with stirring at room temperature, and 7.4 g (0.05 mol) of 2,6-dichloropyridine (IV) was slowly added, followed by the slow addition of 10.1 g (0.1 mol) of potassium nitrate. After the addition was completed, stirring was continued for 30 minutes, then the temperature was slowly increased to 120°C and the reaction was maintained at this temperature for 10 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and poured into crushed ice with stirring. The precipitated white solid precipitate was washed to neutrality with ice water, immediately subjected to diafiltration, and dried to give 7.75 g of white solid 2,6-dichloro-3-nitropyridine (V) in 80% yield and melting point of 61-63 °C.

Structure and conformation

The asymmetric unit of 2,6-Dichloro-3-nitropyridine consists of two crystallographically independent mol-ecules. The pyridine ring in each mol-ecule is essentially planar, with maximum deviations of 0.004 (4) and 0.007 (4)Å. Short Cl-O [3.09?(3) and 3.13 (4)Å] and Cl-Cl [3.38 (12)Å] contacts were observed. No significant inter-molecular inter-actions were observed in the crystal packing.

References

[1] Patent: CN103936766, 2016, B. Location in patent: Paragraph 0032-0033
[2] Patent: US2006/80790, 2006, A1. Location in patent: Page/Page column 2
[3] Patent: WO2017/31176, 2017, A1. Location in patent: Page/Page column 33-34
[4] Journal of Heterocyclic Chemistry, 1984, vol. 21, # 5, p. 1521 - 1525
[5] ChemMedChem, 2015, vol. 10, # 2, p. 368 - 379

2,6-Dichloro-3-nitropyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2,6-Dichloro-3-nitropyridine manufacturers

Zhengzhou Lingzhiyue Technology Co., Ltd
Product
2,6-Dichloro-3-nitropyridine 16013-85-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
15
Release date
2023-10-28
Henan Aochuang Chemical Co.,Ltd.
Product
2,6-Dichloro-3-nitropyridine 16013-85-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-17
TAIZHOU DKD CHEMICAL CO., LTD.
Product
2,6-Dichloro-3-nitropyridine 16013-85-7
Price
US $0.00/kg
Min. Order
25kg
Purity
99%
Supply Ability
20 tons
Release date
2022-11-08

16013-85-7, 2,6-Dichloro-3-nitropyridineRelated Search:


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