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Name	2-Methyl-4-nitroimidazole	EINECS	211-790-3
CAS No.	696-23-1	Density	1.426g/cm³
PSA	74.50000	LogP	1.14950
Solubility	3.01g/L(20 oC)	Melting Point	251-255 °C(lit.)
Formula	C₄H₅N₃O₂	Boiling Point	399.5 °C at 760 mmHg
Molecular Weight	127.103	Flash Point	195.4 °C
Transport Information	N/A	Appearance	solid
Safety	36/37	Risk Codes	68
Molecular Structure		Hazard Symbols	R22:Harmful if swallowed.;
Synonyms	1H-Imidazole,2-methyl-4-nitro- (9CI);Imidazole, 2-methyl-4(or 5)-nitro- (7CI);Imidazole,2-methyl-4-nitro- (8CI);2-Methyl-4-nitro-1H-imidazole;2-Methyl-5-nitro-1H-imidazole;2-Methyl-5-nitroimidazole;L 581490;RP 8532;1H-Imidazole,2-methyl-5-nitro-;	Article Data	30

2-Methyl-4-nitroimidazole Synthetic route

: 693-98-1
2-methylimidazole

: 696-23-1
2-methyl-5-nitro-1H-imidazole

Conditions

Conditions	Yield
With sulfuric acid; nitric acid; sodium sulfate at 80℃; for 0.0363889h; Temperature; Microwave irradiation;	90.5%
With sulfuric acid; nitric acid In diethyl ether at 0 - 140℃;	39%
With sulfuric acid; nitric acid
With sulfuric acid; nitric acid; sodium sulfate In water at 130 - 132℃; for 4h;
With sulfuric acid; nitric acid; sodium sulfate at 150℃; for 2h;	3.8 g

: 693-98-1
2-methylimidazole

A: 696-23-1
2-methyl-5-nitro-1H-imidazole

B: 214191-53-4
2-(dinitromethylene)-5,5-dinitro-4-imidazolidinone

C: ammonium salt of parabanic acid

Conditions

Conditions	Yield
With sulfuric acid; nitric acid for 3h; Nitration;

: 693-98-1
2-methylimidazole

A: 696-23-1
2-methyl-5-nitro-1H-imidazole

B: ammonium salt of parabanic acid

Conditions

Conditions	Yield
With sulfuric acid; nitric acid Nitration;	A 0.5 g B 4.5 g

: 1,4-Dihydro-2,6-dimethyl-4-(2-methyl-5-nitroimidazol-1-yl)methylpyridin-3,5-dicarbonsaeuredimethylester

A: 696-23-1
2-methyl-5-nitro-1H-imidazole

B: 27525-74-2
dimethyl 2,6-dimethylpyridine-3,5-dicarboxylate

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate Product distribution; Decomposition;

: 693-98-1
2-methylimidazole

A: 696-23-1
2-methyl-5-nitro-1H-imidazole

B: 696-23-1
2-methyl-4-nitro-1H-imidazole

Conditions

Conditions	Yield
With sulfuric acid; nitric acid In water at 130 - 132℃; for 4h;

: 443-48-1
metronidazole

A: 696-23-1
2-methyl-5-nitro-1H-imidazole

B: 84145-87-9
2-(5-amino-2-methyl-1H-imidazol-1-yl)ethan-1-ol

C: 1615-15-2
N-(2'-hydroxyethyl)-2-methylimidazole

Conditions

Conditions	Yield
With sodium tetrahydroborate; iron at 25℃; pH=7;

: 13369-83-0
4-iodo-2-methyl-5-nitro-1H-imidazole

: 696-23-1
2-methyl-5-nitro-1H-imidazole

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 25℃; under 50 Torr; for 0.333333h; Pressure;	89 %Chromat.

: 18874-52-7
4-bromo-2-methyl-5-nitroimidazole

: 696-23-1
2-methyl-5-nitro-1H-imidazole

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 25℃; under 100 Torr; for 0.5h; Pressure;	47 %Chromat.

: 2-(5-bromopentyl)-5-(2,4-dichlorophenyl)-1,3,4-oxadiazole

: 696-23-1
2-methyl-5-nitro-1H-imidazole

: 2-(2,4-dichlorophenyl)-5-(5-(2-methyl-5-nitro-1H-imidazol-1-yl)pentyl)-1,3,4-oxadiazole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 12h;	99.9%

: 696-23-1
2-methyl-5-nitro-1H-imidazole

: 663612-70-2
methanesulfonic acid 7-[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-6-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-heptyl ester

: 663612-73-5
(2-tert-butoxycarbonylamino-ethyl)-[2-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-7-(2-methyl-4-nitro-imidazol-1-yl)-heptyl]-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	98%

2-Methyl-4-nitroimidazole Chemical Properties

IUPAC Name: 2-methyl-5-nitro-1H-imidazole
SYNONYMS: Imidazole, 2-methyl-4-nitro-; Menidazole; 2-Methyl-4-nitroimidazole; 2-Methyl-5-nitro-1H-imidazole
MF: C₄H₅N₃O₂
MW: 127.1
EINECS: 211-790-3
2-METHYL-5-NITROIMIDAZOLE(696-23-1),its melting point is about 251-255 °C(lit.);
Following is the molecular structure of 2-METHYL-5-NITROIMIDAZOLE(696-23-1):

2-Methyl-4-nitroimidazole Toxicity Data With Reference

1.		mmo-sat 3 mmol/L		MUREAV Mutation Research. 66 (1979),207.
2.		mmo-klp 5 mmol/L/20H		MUREAV Mutation Research. 66 (1979),207.

2-Methyl-4-nitroimidazole Safety Profile

Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.

Safty informations about 2-METHYL-5-NITROIMIDAZOLE(696-23-1):
Risk Statements : 68 (Possible risk of irreversible effects )
Safety Statements : 36/37 (Irritating to eyes and respiratory system )
WGK Germany : 3
RTECS :NI7550000

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