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1-Methylimidazole

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CAS:616-47-7
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1-Methylimidazole manufacturers

  • 1-Methylimidazole
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  • 2024-02-23
  • CAS:616-47-7
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  • 1-Methylimidazole
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  • 2024-01-04
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  • 1-Methylimidazole
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  • 2024-01-02
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1-Methylimidazole Basic information
Product Name:1-Methylimidazole
Synonyms:CAP B (1-METHYLIMIDAZOLE 12% IN ACETONIT;1-Methylimidazole, >=99%, purified by redistillation;CAP B (1-METHYLIMIDAZOLE 10% IN THF)*;CAP B (1-METHYLIMIDAZOLE 10% IN;CAP B (1-METHYLIMIDAZOLE 16% IN THF)*;1-METHYLIMIDAZOLE, FOR DNA SYNTHESIS;1-METHYLIMIDAZOLE FOR SYNTHESIS;Imidazole, 1-methyl-
CAS:616-47-7
MF:C4H6N2
MW:82.1
EINECS:210-484-7
Product Categories:Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;C3 to C8;Carbonate dehydratase;Histidinol dehydrogenase;A to C;and Substrates;Biochemicals and Reagents;D to K;Enzyme Inhibitors;Enzyme Inhibitors by Enzyme;Enzymes;Inhibitors;Carbonate dehydrataseEnzyme Inhibitors by Enzyme;Histidinol dehydrogenaseBuilding Blocks;A to;D to;Enzyme Inhibitors by Enzyme;Heterocycles;Metabolites & Impurities;Building Blocks;Heterocyclic Building Blocks;Heterocyclic Compounds;Heterocycles, Metabolites & Impurities;Imidazoles;616-47-7;bc0001;HL00006
Mol File:616-47-7.mol
1-Methylimidazole Structure
1-Methylimidazole Chemical Properties
Melting point −60 °C(lit.)
Boiling point 198 °C(lit.)
density 1.03 g/mL at 25 °C(lit.)
vapor pressure 0.4 mm Hg ( 20 °C)
refractive index n20/D 1.495(lit.)
Fp 198 °F
storage temp. Store below +30°C.
solubility Chloroform (Slightly), Methanol (Slightly)
form Liquid
pka6.95(at 25℃)
Specific Gravity1.031
color Clear colorless to yellow
PH9.5-10.5 (50g/l, H2O, 20℃)
PH Range9.5 - 11.5 at 100 g/l at 20 °C
explosive limit2.7-15.7%(V)
Water Solubility Miscible with water.
Sensitive Hygroscopic
BRN 105197
Stability:Stable, but moisture sensitive. Incompatible with acids, acid anhydrides, strong oxidizing agents, moisture, carbon dioxide, acid chlorides.
InChIKeyMCTWTZJPVLRJOU-UHFFFAOYSA-N
LogP-0.19 at 25℃
CAS DataBase Reference616-47-7(CAS DataBase Reference)
NIST Chemistry Reference1H-Imidazole, 1-methyl-(616-47-7)
EPA Substance Registry System1H-Imidazole, 1-methyl- (616-47-7)
Safety Information
Hazard Codes C,Xn,F,T
Risk Statements 21/22-34-19-11-20/21/22-52/53-24-22-40-37-21
Safety Statements 26-36-45-1/2-36/37/39-16-33-29-61
RIDADR UN 3267 8/PG 2
WGK Germany 1
RTECS NI7000000
3-10
Autoignition Temperature977 °F
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29332990
ToxicityLD50 orally in Rabbit: 1144 mg/kg LD50 dermal Rabbit > 400 - < 640 mg/kg
MSDS Information
ProviderLanguage
1-Methyl-1H-imidazole English
SigmaAldrich English
ACROS English
ALFA English
1-Methylimidazole Usage And Synthesis
Chemical Properties1-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.
Uses1-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.
Uses1-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].
Preparation1-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
DefinitionChEBI: 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.
General DescriptionThis 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 ExplosibilityNot classified
Purification MethodsDry 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.]
References[1] You J, et al. Effect of 1-Methylimidazole on CO2 Absorption by Diethylenetriamine (DETA) Aqueous Solutions. Chemical Engineering & Technology, 2017; 40: 2238-2242.
Tag:1-Methylimidazole(616-47-7) Related Product Information
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