2-Methylimidazol

Bezeichnung:2-Methylimidazol

CAS-Nr693-98-1

Englisch Name:2-Methylimidazole

CBNumberCB6146227

SummenformelC4H6N2

Molgewicht82.1

MOL-Datei693-98-1.mol

Synonyma

2-Methylimidazol

2-Methylimidazol physikalisch-chemischer Eigenschaften

Schmelzpunkt	142-143 °C (lit.)
Siedepunkt	267-268 °C (lit.)
Dichte	1.0500 (rough estimate)
Dampfdruck	<1 mm Hg ( 0 °C)
Brechungsindex	1.4970 (estimate)
Flammpunkt	155 °C
storage temp.	2-8°C
Löslichkeit	780g/l
Aggregatzustand	Crystalline Powder
pka	14.44±0.10(Predicted)
Farbe	White to light yellow
PH	10.5-11.5 (100g/l, H2O, 20℃)
Säure-Base-Indikators(pH-Indikatoren)	10.5
Wasserlöslichkeit	Soluble in water and ethanol.
BRN	1368
InChIKey	LXBGSDVWAMZHDD-UHFFFAOYSA-N
LogP	0.22 at 25℃
CAS Datenbank	693-98-1(CAS DataBase Reference)
IARC	2B (Vol. 101) 2013
NIST chemische Informationen	1H-Imidazole, 2-methyl-(693-98-1)
EPA chemische Informationen	2-Methylimidazole (693-98-1)

Sicherheit

Kennzeichnung gefährlicher	C
R-Sätze:	22-34
S-Sätze:	26-36/37/39-45-25
RIDADR	UN 3259 8/PG 2
WGK Germany	2
RTECS-Nr.	NI7175000
Selbstentzündungstemperatur	>600 °C DIN 51794
Hazard Note	Harmful/Corrosive
TSCA	Yes
HazardClass	8
PackingGroup	III
HS Code	29332990
Giftige Stoffe Daten	693-98-1(Hazardous Substances Data)
Toxizität	LD50 orally in Rabbit: 1500 mg/kg

Gefahreninformationscode (GHS)

2-Methylimidazole Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R34:Verursacht Verätzungen.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S25:Berührung mit den Augen vermeiden.
Chemische Eigenschaften
2-Methylimidazole is a white to light yellow crystalline powder with an amine-like odor. It is highly soluble in polar organic solvents. Insoluble in ether and cold benzene, easily soluble in water, alcohols and ketones. Irritating to skin and mucous membranes. Mice orally LD50 1400mg/kg.
Chemische Eigenschaften
The 2-methylimidazole molecule is approximately planar, and the maximum deviation of all non-H atoms from the plane of the least squares imidazole is 0.006(2)?. N–H··· N hydrogen bonds link molecules together to form infinite chains of hydrogen bond pattern C(4). The crystal of 2-methylimidazole is in orthorhombic crystal system with space group P2₁2₁2₁ (Z = 4), lattice parameters: a = 5.9957(12) ?, b = 8.1574(16) ? and c = 9.7010(19) ?, V = 474.47(16) ?[1].
Verwenden
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-str eam tobacco smoke.
Verwenden
2-Methylimidazole is used as a raw material for the preparation of nitroimidazole antibiotics, which is useful in combat anaerobic bacterial and parasitic infections. It acts as a ligand in coordination chemistry. It is also employed as a hardener or accelerator for epoxy resin and auxiliary agent for textile dyes. Further, it acts as a catalyst for refolding of enhanced colored fluorescent protein. It is also useful as a building block in the synthesis of biologically active compounds. In addition to this, it is used as an active pharmaceutical ingredient intermediate such as metronidazole and dimetridazole.
synthetische
2-Methylimidazole is prepared by condensation of glyoxal, ammonia and acetaldehyde, a Radziszewski reaction. It is widely used as a polymeriza tion cross-linking accelerator and a hardener for epoxy resin systems for semiconductor potting compounds and soldering masks.
It is obtained by eliminating dehydrogenation of 2-methylimidazoline. 2-methylimidazoline heated to melt (melting point 107 ℃), carefully add active nickel, raise the temperature to 200-210 ℃ reaction 2h. cool down to below 150 ℃, add water to dissolve, while hot pressure filtration, separation of active nickel, the filter Chemicalbook liquid concentrated to a temperature of 140 ℃ or more, put the material cooling that 2-methylimidazole. Use the method to produce purity of ≥ 98% of the product, 1t product consumption of ethylenediamine (95%) 1095kg, acetonitrile 975kg. better method is to use glyoxal and aldehyde as raw materials.
Allgemeine Beschreibung
It is a white or colorless solid that is highly soluble in polar organic solvents and water. It is a precursor to a range of drugs and is a ligand in coordination chemistry.
Hazard
Possible carcinogen.
Flammability and Explosibility
Not classified
läuterung methode
Recrystallise 2-methylimidazole from *benzene or pet ether. The picrate has m 215o (from H2O). [Beilstein 23 III/IV 594, 23/5 V 35.]
Einzelnachweise
[1] Hachu?a B, et al. Crystal and Molecular Structure Analysis of 2-Methylimidazole. Journal of Chemical Crystallography, 2009; 40: 201–206.

2-Methylimidazole Upstream-Materialien And Downstream Produkte

2-Methylimidazol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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