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4-Nitro-2-picoline N-oxide

Product Name
4-Nitro-2-picoline N-oxide
CAS No.
5470-66-6
Chemical Name
4-Nitro-2-picoline N-oxide
Synonyms
4-Nitro-2-picoL;2-methyl-4-nitro-p;4-Nitro-2-picoline N;2-methyl 4-amino N-oxide;Methyl-4-nitropyridine N-;4-Nitro-a-picoline N-oxide;4-NITRO-2-PICOLINE N-OXIDE;2-Methyl-4-nitropyridine1-one;2-Picoline, 4-nitro-, 1-oxide;2-methyl-4-nitro-pyridin1-oxide
CBNumber
CB7453384
Molecular Formula
C6H6N2O3
Formula Weight
154.12
MOL File
5470-66-6.mol
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4-Nitro-2-picoline N-oxide Property

Melting point:
155-159 °C(lit.)
Boiling point:
277.46°C (rough estimate)
Density 
1.4564 (rough estimate)
refractive index 
1.5100 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO, Methanol
pka
-1.18±0.10(Predicted)
form 
powder
color 
yellow to light orange
λmax
333nm(EtOH)(lit.)
BRN 
135501
InChI
InChI=1S/C6H6N2O3/c1-5-4-6(8(10)11)2-3-7(5)9/h2-4H,1H3
InChIKey
FTTIAVRPJGCXAC-UHFFFAOYSA-N
SMILES
C1(C)[N+]([O-])=CC=C([N+]([O-])=O)C=1
CAS DataBase Reference
5470-66-6(CAS DataBase Reference)
NIST Chemistry Reference
4-Nitro-2-picoline-n-oxide(5470-66-6)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
20/21/22-36/37/38-40
Safety Statements 
22-26-36
RIDADR 
2811
WGK Germany 
3
RTECS 
UT5710000
HazardClass 
6.1
PackingGroup 
III
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H351Suspected of causing cancer

Precautionary statements

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
454850
Product name
2-Methyl-4-nitropyridine N-oxide
Purity
97%
Packaging
25g
Price
$332
Updated
2025/07/31
Sigma-Aldrich
Product number
454850
Product name
2-Methyl-4-nitropyridine N-oxide
Purity
97%
Packaging
5g
Price
$79.9
Updated
2023/06/20
TCI Chemical
Product number
M2114
Product name
2-Methyl-4-nitropyridine N-Oxide
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$66
Updated
2025/07/31
TCI Chemical
Product number
M2114
Product name
2-Methyl-4-nitropyridine N-Oxide
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$228
Updated
2025/07/31
Usbiological
Product number
M3526-72
Product name
2-Methyl-4-nitropyridine N-oxide
Packaging
1g
Price
$403
Updated
2021/12/16
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4-Nitro-2-picoline N-oxide Chemical Properties,Usage,Production

Chemical Properties

Yellow Solid

Uses

A nitroheterocyclic compound and its potential suitability as radiosensitizer for cancer radiotherapy.

Reactivity Profile

4-Nitro-2-picoline N-oxide could be used to synthesize 2-Methyl-4-nitro-6-(pyridin-2-yl)pyridine 1-oxide which is a key intermediate of Caerulomycin E and A[1].
 

Synthesis

931-19-1

5470-66-6

General procedure for the synthesis of 2-methyl-4-nitropyridine-N-oxide from 2-methylpyridine-N-oxide: to a solution containing 2-methylpyridine-N-oxide (4 g, 36.0 mmol), concentrated sulfuric acid (10 mL) was slowly added in a sealed tube. The reaction mixture was stirred at 70°C for 16 hours. The completion of the reaction was monitored by TLC. Upon completion of the reaction, the mixture was cooled to room temperature, quenched with ice-cold water (100 mL) and extracted with ethyl acetate (3 x 50 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was ground with a hexane solution of 10% ethyl acetate (50 mL) to give 2-methyl-4-nitropyridine-N-oxide as a yellow solid. Yield: 4 g (70%); 1H NMR (400 MHz, DMSO-d6): δ 8.41-8.45 (m, 2H), 8.06-8.10 (m, 1H), 2.42 (s, 3H).

References

[1] Zhang, Fang , and X. F. Duan . "Facile one-pot direct arylation and alkylation of nitropyridine N-oxides with Grignard reagents. " Organic Letters 43.13(2012).

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4-Nitro-2-picoline N-oxide Suppliers

INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
NovoChemy Ltd.
Tel
021-31261262/ 49 (0)17662837245
Fax
(0)21-33250524
Email
sales@novochemy.com
Country
Germany
ProdList
6328
Advantage
58
CHEMOS GmbH & Co. KG
Tel
--
Fax
--
Email
chemos@chemos.de
Country
Germany
ProdList
6727
Advantage
58
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
ABCR GmbH & CO. KG
Tel
--
Fax
--
Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75
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View Lastest Price from 4-Nitro-2-picoline N-oxide manufacturers

Dideu Industries Group Limited
Product
4-Nitro-2-picoline N-oxide 5470-66-6
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons min
Release date
2021-09-08
Career Henan Chemical Co
Product
4-Nitro-2-picoline N-oxide 5470-66-6
Price
US $100.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Customized
Release date
2018-08-02

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