1-Methylimidazol

Bezeichnung:1-Methylimidazol

CAS-Nr616-47-7

Englisch Name:1-Methylimidazole

CBNumberCB1316726

SummenformelC4H6N2

Molgewicht82.1

MOL-Datei616-47-7.mol

Synonyma

1-Methylimidazol

1-Methylimidazol physikalisch-chemischer Eigenschaften

Schmelzpunkt	−60 °C(lit.)
Siedepunkt	198 °C(lit.)
Dichte	1.03 g/mL at 25 °C(lit.)
Dampfdruck	0.4 mm Hg ( 20 °C)
Brechungsindex	n20/D 1.495(lit.)
Flammpunkt	198 °F
storage temp.	Store below +30°C.
Löslichkeit	Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand	Liquid
pka	6.95(at 25℃)
Wichte	1.031
Farbe	Clear colorless to yellow
PH	9.5-10.5 (50g/l, H2O, 20℃)
Säure-Base-Indikators(pH-Indikatoren)	9.5 - 11.5 at 100 g/l at 20 °C
Explosionsgrenze	2.7-15.7%(V)
Wasserlöslichkeit	Miscible with water.
Sensitive	Hygroscopic
BRN	105197
Stabilität	Stable, but moisture sensitive. Incompatible with acids, acid anhydrides, strong oxidizing agents, moisture, carbon dioxide, acid chlorides.
InChIKey	MCTWTZJPVLRJOU-UHFFFAOYSA-N
LogP	-0.19 at 25℃
CAS Datenbank	616-47-7(CAS DataBase Reference)
NIST chemische Informationen	1H-Imidazole, 1-methyl-(616-47-7)
EPA chemische Informationen	1H-Imidazole, 1-methyl- (616-47-7)

Sicherheit

Kennzeichnung gefährlicher	C,Xn,F,T
R-Sätze:	21/22-34-19-11-20/21/22-52/53-24-22-40-37-21
S-Sätze:	26-36-45-1/2-36/37/39-16-33-29-61
RIDADR	UN 3267 8/PG 2
WGK Germany	1
RTECS-Nr.	NI7000000
F	3-10
Selbstentzündungstemperatur	977 °F
TSCA	Yes
HazardClass	8
PackingGroup	III
HS Code	29332990
Toxizität	LD50 orally in Rabbit: 1144 mg/kg LD50 dermal Rabbit > 400 - < 640 mg/kg

Gefahreninformationscode (GHS)

1-Methylimidazole Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R21/22:Gesundheitsschädlich bei Berührung mit der Haut und beim Verschlucken.
R34:Verursacht Verätzungen.
R19:Kann explosionsfähige Peroxide bilden.
R11:Leichtentzündlich.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S1/2:Unter Verschluss und für Kinder unzugänglich aufbewahren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S33:Maßnahmen gegen elektrostatische Aufladungen treffen.
S29:Nicht in die Kanalisation gelangen lassen.
Chemische Eigenschaften
1-Methylimidazole or N-methylimidazole is an aromatic heterocyclic organic compound with the formula CH3C3H3N2. It is a colorless to yellow liquid, with an amine-like odor. It is miscible with water. N-methylimidazole is an important raw material for the synthesis of pharmaceutical intermediates, used in the preparation of losartan, nizofenone, 1-Methyl-1H-imidazole-5-carbonyl chloride hydrochloride and naphazoline hydrochloride, etc. It is also used as a specialty solvent, a base, and as a precursor to some ionic liquids.
Verwenden
1-Methylimidazole is used as a precursor for the synthesis of pyrrole-imidazole polyamides, ionic liquids such as 1-butyl-3-methylimidazolium hexafluorophosphate. It is actively involved in removing acid during the production of diethoxyphenylphosphine. It is used as an intermediate in organic synthesis.
Verwenden
1-Methylimidazole is an aprotic solvent. It is a derivative of imidazole used in the production of pharmaceuticals, pesticides, ion exchange resins, dye intermediates, textile auxiliaries, photographic chemicals, and corrosion inhibitors. It can also be used as a catalyst for the manufacture of polyurethane and a curing agent for epoxy resins. For example, when 1-methylimidazole is added to an aqueous diethylenetriamine (DETA) solution, high CO2 loading can be achieved through phase separation of the absorbent during CO2 absorption[1].
synthetische
1-Methylimidazole is prepared mainly by two routes industrially. The main one is acid-catalysed methylation of imidazole by methanol. The second method involves the Radziszewski reaction from glyoxal, formaldehyde, and a mixture of ammonia and methylamine.
(CHO)2 + CH2O + CH3NH2 + NH3 → H2C2N(NCH3)CH + 3 H2O
The compound can be synthesized on a laboratory scale by methylation of imidazole at the pyridine-like nitrogen and subsequent deprotonation. Similarly, 1-methylimidazole may be synthesized by first deprotonating imidazole to form a sodium salt followed by methylation.
H2C2N(NH)CH + CH3I → [H2C2(NH)(NCH3)CH]I
[H2C2(NH)(NCH3)CH]I + NaOH → H2C2N(NCH3)CH + H2O + NaI
Definition
ChEBI: 1-methyl-1H-imidazole is a 1H-imidazole having a methyl substituent at the N-1 position. It is a metabolite of 1-methyl-2-thioimidazole (methimazole). It inhibits bone resorption.
Allgemeine Beschreibung
This product has been enhanced for catalysis. 1-Methylimidazole is a derivative of imidazole that is utilized in the manufacture of such classes of items as pharmaceuticals, pesticides, ion-exchange resins, dye intermediates, textile auxiliaries, photographic chemicals, and corrosion inhibitors. It is also used as a catalyst for manufacturing polyurethanes and a curing agent for epoxy resins.
Flammability and Explosibility
Not classified
läuterung methode
Dry it with sodium metal and then distil it. Store it at 0o under dry argon. The picrate has m 159.5-160.5o (from H2O). [Beilstein 23 III/IV 568.]
Einzelnachweise
[1] You J, et al. Effect of 1-Methylimidazole on CO2 Absorption by Diethylenetriamine (DETA) Aqueous Solutions. Chemical Engineering & Technology, 2017; 40: 2238-2242.

1-Methylimidazole Upstream-Materialien And Downstream Produkte

1-Methylimidazol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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