5-Methyl-1H-imidazole-4-carbaldehyde

Base Information

• Chemical Name: 5-Methyl-1H-imidazole-4-carbaldehyde
• CAS No.: 68282-53-1
• Molecular Formula: C5H6 N2 O
• Molecular Weight: 110.115
• Hs Code.: 2933290090
• European Community (EC) Number: 628-936-0
• DSSTox Substance ID: DTXSID90383814
• Nikkaji Number: J913.373I
• Wikidata: Q72491523
• Mol file: 68282-53-1.mol

Synonyms:68282-53-1;5-Methyl-1H-imidazole-4-carbaldehyde;4-Methyl-1H-imidazole-5-carbaldehyde;4-Methyl-5-imidazolecarboxaldehyde;5-Methylimidazole-4-carboxaldehyde;4-Methylimidazole-5-carboxaldehyde;MFCD00173728;5-formyl-4-methylimidazole;1H-Imidazole-4-carboxaldehyde, 5-methyl-;4-Methyl-1H-imidazole-5-carboxaldehyde;4-methylimidazole-5-carbaldehyde;5-methyl-3H-imidazole-4-carbaldehyde;4-methyl-5-formylimidazole;SCHEMBL632905;5-methylimidazole-4-carbaldehyde;DTXSID90383814;5-methyl-4-imidazole-carbaldehyde;KMWCSNCNHSEXIF-UHFFFAOYSA-N;5-methyl-4-imidazolecarboxaldehyde;4-methyl-5-imidazol carboxaldehyde;4-methyl-5-imidazole-carboxaldehyde;5-methyl-imidazole-4-carboxaldehyde;STR04049;4-Methyl-5-imidazole carboxaldehyde;5-methyl-3H-imidazole4-carbaldehyde;AKOS006223975;AKOS015842370;CS-W007954;PS-4596;4-Methyl-5-imidazolecarboxaldehyde, 99%;AC-33913;AM804227;SY017270;FT-0618986;EN300-65152;Z2686040987

Chemical Property of 5-Methyl-1H-imidazole-4-carbaldehyde

Chemical Property:

• Vapor Pressure: 1.89E-05mmHg at 25°C
• Melting Point: 165-166oC
• Boiling Point: 362.8oC at 760 mmHg
• PKA: 11.48±0.10(Predicted)
• Flash Point: 176.9oC
• PSA: 45.75000
• Density: 1.238g/cm3
• LogP: 0.53060
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in water, (23 g/L) (25°C).
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 110.048012819
• Heavy Atom Count: 8
• Complexity: 94.4

Purity/Quality:

98%, ^*data from raw suppliers

4-Methyl-1H-imidazole-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=CN1)C=O
• Uses: 4-Methyl-5-imidazolecarboxaldehyde is suitable for use in the synthesis of the following:1,3-bis[(4-methyl-5-imidazol-1-yl)ethylideneamino]-propan-2-ol (BIPO).1,3-bis[(4-methyl-5-imidazol-1-yl)ethylideneamino]propane (BIP).{acetatoaqua[[(4-methylimidazol-5-yl)methylene]histamine]-copper(II)} perchlorate.Schiff base condensates with tris(2-aminoethyl)amine (tren) or tris(3-aminopropyl)amine (trpn).It may be used in the synthesis of the following:Imidazolate-based metal organic framework (MOF) membrane.3,11-bis(4-imidazolylmethyl)-7-methyl-3,7,11,17-tetraazabicyclo[11.3.1]hepta-deca-1(17),13,15-triene, a 4-imidazolyl derivative of a 14-membered tetraazamacrocycle.Cu(II) eight and six coordinate compounds.

Technology Process of 5-Methyl-1H-imidazole-4-carbaldehyde

There total 6 articles about 5-Methyl-1H-imidazole-4-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

4(5)-methyl-5(4)-hydroxymethylimidazole (29636-87-1) → 5-methyl-4-formylimidazole (68282-53-1)

Guidance literature:

With manganese(IV) oxide; In tetrahydrofuran; for 3h; Heating;

DOI:10.1016/S0968-0896(00)00152-8

Reference yield: 45.0%

4-methyl-5-hydroxymethylimidazole (29636-87-1) → 4-methyl-1H-imidazole-5-carbaldehyde (68282-53-1)

Guidance literature:

With manganese(IV) oxide; In 1,4-dioxane; for 1h; Heating;

Reference yield:

N-(3-methyl-4-isoxazolyl)formamide (108512-05-6) → 5-methyl-4-formylimidazole (68282-53-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd on C / ethanol / 2068.6 Torr

2: NaOH / ethanol / 1 h / Heating

With sodium hydroxide; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jo00389a015

upstream raw materials:

4⁽⁵⁾-methyl-5⁽⁴⁾-hydroxymethylimidazole

N-(3-methyl-4-isoxazolyl)formamide

4-methyl-5-hydroxymethylimidazole

Downstream raw materials:

5-methyl-1-(phenylmethyl)-1H-imidazole-4-carboxaldehyde

2,4-di-tert-butyl-6-[(5-methyl-3H-imidazol-4-ylmethyl)amino]phenol

N-[(5-methylimidazol-4-yl)methylidene]-DL-phenylalanine

Refernces

• 1、 McNab, Hamish,Thornley, Craig. "New synthetic routes to pyrrolo-[1,2-a]- and -[1,2-c]-imidazol-5-ones by flash vacuum pyrolysis". . p. 2203 - 2209. Retrieved 2007/10/03.