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693-98-1

Basic Information
CAS No.: 693-98-1
Name: 2-Methylimidazole
Article Data: 89
Cas Database
Molecular Structure:
Molecular Structure of 693-98-1 (2-Methylimidazole)
Formula: C4H6N2
Molecular Weight: 82.105
Synonyms: 2-Methyl imidazole;2-methyl-1H-imidazole;Imidazole, 2-methyl-;2,4-diamino-6-[2'-methyl imidazolyl-(1')]-ethyl-s-triazine;1H-Imidazole, 2-methyl-;Curezol 2MZ;1H-Imidazole,2-methyl-;1H-imidazole, 1-butyl-;
EINECS: 211-765-7
Density: 1.062 g/cm3
Melting Point: 142-143 °C(lit.)
Boiling Point: 267 °C at 760 mmHg
Flash Point: 144.9 °C
Solubility: Soluble in water and ethanol.
Appearance: white to light yellow crystalline powder
Hazard Symbols: CorrosiveC
Risk Codes: 26-36/37/39-45-25
Safety: 26-36/37/39-45-25
Transport Information: UN 3259 8/PG 2
PSA: 28.68000
LogP: 0.71810
Synthetic route
13750-62-4

N-benzyl-2-methylimidazole

693-98-1

2-methylimidazole

Conditions
ConditionsYield
With triethylsilane; palladium 10% on activated carbon In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;97%
With potassium tert-butylate; oxygen; dimethyl sulfoxide at 0℃; for 0.25h;85%
With ammonia; sodium
534-26-9

lysidine

693-98-1

2-methylimidazole

Conditions
ConditionsYield
With sodium periodate; [N,N'-bis(salicylidene)-o-phenylenediaminato]manganese(III) chloride In water; acetonitrile at 20℃; for 0.416667h;93%
With aluminum oxide; potassium permanganate In acetonitrile at 20℃; for 0.25h;92%
With sodium periodate; (5,10,15,20-tetraphenylporphyrinato)manganese(III) chloride In water; acetonitrile at 20℃; for 5h;92%
16681-56-4

2-bromo-1H-imidazole

823-96-1

Trimethylboroxine

693-98-1

2-methylimidazole

Conditions
ConditionsYield
With C70H40Cl2F68N2O6Pd2; tetrabutylammomium bromide; potassium carbonate In water at 140℃; for 0.416667h; Suzuki-Miyaura reaction; Microwave irradiation;93%
7664-41-7

ammonia

78-84-2

isobutyraldehyde

74-89-5

methylamine

A

22509-02-0

2-isopropyl-1-methyl-1(H)-imidazole

B

693-98-1

2-methylimidazole

Conditions
ConditionsYield
Stage #1: ammonia; isobutyraldehyde; methylamine In methanol; water at 25℃; for 1h;
Stage #2: Glyoxal; ammonia at 25℃; for 1h;
A 88%
B 3%
75-07-0

acetaldehyde

693-98-1

2-methylimidazole

Conditions
ConditionsYield
With ammonium bicarbonate In water at 15 - 30℃; for 0.0208333h; Temperature; Microwave irradiation;87.1%
With ammonium hydroxide at 20℃; for 2h;8.9 g
at 0 - 25℃; for 24h;
75-07-0

acetaldehyde

74-89-5

methylamine

A

616-47-7

1-methyl-1H-imidazole

B

1739-84-0

1,2-dimethyl-1H-imidazole

C

693-98-1

2-methylimidazole

Conditions
ConditionsYield
With ammonium hydroxide In water at 25 - 70℃; under 225023 Torr; Pressure; Temperature;A 6.27%
B 85.1%
C 6.59%

(3aα,4α,7α,7aα)-2-methyl-3a,4,7,7a-tetrahydro-4,7-methano-1H-benzimidazole

693-98-1

2-methylimidazole

Conditions
ConditionsYield
In decalin at 195℃; for 2h;79%
110-85-0

piperazine

A

288-32-4

1H-imidazole

B

290-37-9

1,4-pyrazine

C

616-47-7

1-methyl-1H-imidazole

D

109-08-0

2-Methylpyrazine

E

13925-00-3

2-ethylpyrazine

F

693-98-1

2-methylimidazole

Conditions
ConditionsYield
Pt-Al2O3-In2O3-Re at 400℃; Product distribution; variation of catalyst, temperature;A n/a
B 78.7%
C n/a
D 1.6%
E 3.5%
F n/a
28227-42-1, 30834-74-3

1,4-di-tert-butyl-1,4-diazabutadiene

693-98-1

2-methylimidazole

Conditions
ConditionsYield
In diethyl ether at 800℃; under 0.0003 Torr;67%
79-20-9

acetic acid methyl ester

107-15-3

ethylenediamine

A

534-26-9

lysidine

B

21202-52-8

1-ethyl-2-methylimidazole

C

693-98-1

2-methylimidazole

Conditions
ConditionsYield
Pt/Al2O3 at 400℃; under 760 Torr;A 7%
B 10.5%
C 62.5%
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    2-Methylimidazole Basic information Summary Chemical properties Production Usage Product Name: 2-Methylimidazole Synonyms: 1H-Imidazole,2-methyl-;2-methyl-1h-imidazol;2-methyl-imidazol;2MZ;1H-2-MethyliMidazole;2MZ-H;2MZ-PW;Actiron 2MI CAS: 693-98

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Specification

2-Methylimidazole(CAS NO.693-98-1), its Synonyms are 1H-Imidazole, 2-methyl-; Imidazole, 2-methyl-; 2-Methyl-1H-imidazol; 2-Methyl-imidazol; Glyoxalethyline; p-Oxal-methyline. It is white to light yellow crystalline powder.  2-Methylimidazole is a monomethylated imidazole that can be used as a building block in the preparation of a wide range of biologically active compounds. 2-Methylimidazole as well as other imidazoles can be use as catalyst for refolding of enhanced coloured fluorescent protein. 2-Methylimidazole has been identified as a byproduct of fermentation and is detected in foods and mainstream and side-stream tobacco smoke.

Physical properties about 2-Methylimidazole are: (1)ACD/LogP: 0.031; (2)ACD/LogD (pH 5.5): -2.34; (3)ACD/LogD (pH 7.4): -1.04; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 2.10; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)Index of Refraction: 1.523; (11)Molar Refractivity: 23.602 cm3; (12)Molar Volume: 77.255 cm3; (13)Polarizability: 9.357 10-24cm3; (14)Surface Tension: 43.7360000610352 dyne/cm; (15)Density: 1.063 g/cm3; (16)Flash Point: 144.854 °C; (17)Enthalpy of Vaporization: 48.465 kJ/mol; (18)Boiling Point: 267 °C at 760 mmHg; (19)Vapour Pressure: 0.0140000004321337 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing, gloves and eye/face protection;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. Avoid contact with eyes;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C4H6N2/c1-4-5-2-3-6-4/h2-3H,1H3,(H,5,6);
(2)InChIKey=LXBGSDVWAMZHDD-UHFFFAOYSA-N;
(3)Smilesc1([nH]ccn1)C;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 480mg/kg (480mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 14, Pg. 301, 1969.
mouse LD50 oral 1400mg/kg (1400mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 14, Pg. 301, 1969.