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2-[(2,4-Dinitrophenyl)methyl]pyridine

HCID 70854
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Basic information

CAS
1151-97-9
Standard SMILES
O=[N+]([O-])c1ccc(Cc2ccccn2)c([N+](=O)[O-])c1
InChIKey
KKFNJVINGIUTIH-UHFFFAOYSA-N
Molecular formula
C12H9N3O4
Average molar mass
259.22 g/mol
Monoisotopic mass
259.05930578

Names & identifiers

Preferred name
2-[(2,4-Dinitrophenyl)methyl]pyridine
IUPAC
2-[(2,4-dinitrophenyl)methyl]pyridine
English name
2-(2,4-Dinitrobenzyl)pyridine
Molecular formula
C12H9N3O4
Molecular weight
259.22

Names & synonyms

1151-97-92-[(2,4-dinitrophenyl)methyl]pyridinePyridine, 2-[(2,4-dinitrophenyl)methyl]-EINECS 214-567-9Pyridine, 2-((2,4-dinitrophenyl)methyl)-DTXSID20615692-((2,4-Dinitrophenyl)methyl)pyridineRefChem:447540DTXCID2033362Pyridine, 2((2,4dinitrophenyl)methyl)214-567-92-(2,4-Dinitrobenzyl)pyridine
Show more names
AKOS 92219TIMTEC-BB SBB0030932-(2,4-Dinitrobenzyl)pyridine >2-(2,4-Dinitrobenzyl)pyridine,99%2-[(2,4-dinitrophenyl)methyl]-pyridin2-ACETYL-5-CHLORO-167-METHYLTHIANAPHTHENE
2-(2,4-Bisnitrobenzyl)pyridineMFCD000146322-{2,4-bisnitrobenzyl}pyridinePyridine, 2-(2,4-dinitrobenzyl)-MLS001178424SCHEMBL5159572CHEMBL2143999SCHEMBL29693715

Database identifiers

CAS
1151-97-9
PubChem CID
70854
DTXSID
DTXSID2061569
ChEMBL
CHEMBL2143999
EC Number
214-567-9
Nikkaji
J58.014G

Properties

Computed structural properties

XLogP
2.5
Topological polar surface area
105 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
2
Heavy atoms
19
Formal charge
0
Complexity
339

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
Solubility33.6 [ug/mL] (The mean of the results at pH 7.4)
Physical DescriptionLight brown crystalline powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
92 · 92-94°C
Boiling point
402.47 °C · 402.47°C (rough estimate)
Density
1.345 · 1.3450 (rough estimate)
refractive index
1.57 · 1.5700 (estimate)
storage temp.
2 · Storage temp. 2-8°C
form
powder to crystal
pka
4.42 · 4.42±0.12(Predicted)
color
White to Yellow to Green
BRN
265115 · 265115
Stability
Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference
1151 · 1151-97-9(CAS DataBase Reference)
EPA Substance Registry System
2 · Pyridine, 2-[(2,4-dinitrophenyl)methyl]- (1151-97-9)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
335 · H335-H315-H319
Precautionary statements
264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Risk Statements
36 · 36/37/38
Safety Statements
26 · 26-36
TSCA
TSCA listed
HS Code
2933399090 · 2933399090

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H302 (88.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (88.6%)

Safety data

tsca
TSCA listed
hs_code
2933399090
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
26-36
Hazard statements
H335-H315-H319
Precautionary statements
P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPyridine, 2-[(2,4-dinitrophenyl)methyl]-: INACTIVE

Applications

Uses2-(2,4-Dinitrobenzyl)pyridine can be used in organic synthesis and pharmaceutical intermediates.

Preparation methods · 1 item

PreparationSynthesis of 2-(2,4-Dinitrobenzyl)pyridineA solution of sulfuric acid (15 mL) is placed in an ice bath along with a magnetic stirrer.Benzylpyridine (2.4 mL) is added dropwise, maintaining a temperature below 10°C. This process is then repeated for fuming nitric acid (3.0 mL), once again maintaining the temperature. After addition mixture is allowed to stand at room temperature for 30minutes. Once completed reaction mixture is heated in an 80°C water bath for 20 minutes. Mixture is then poured into a conical flask containing crushed ice (50 cm3) which is stirred in an ice bath. Using a separating funnel aqueous ammonia is added (50 – 100 mL) until the pH rises to ~9 – 10 and filter using a Buchner funnel. Ethyl acetate (40mL) & sodium hydroxide (40mL) is added to the solid and stirred using a magnetic stirrer until dissolved.Dry the organic layer using magnesium sulfate as the drying agent which is then followed by a rotary evaporator (40°C, vacuum). Product is then washed using cold methylated spirit and left to recrystalise.

Upstream & downstream products

Upstream raw materials

Sulfuric acidNitric acid4-Benzylpyridine

Related reactions

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