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5-Methyl-1H-imidazole-4-carbaldehyde is an organic compound with the molecular formula C5H6N2O. It is a derivative of imidazole, a heterocyclic aromatic organic compound containing nitrogen. The presence of a methyl group and a formyl group at the 5th and 4th positions, respectively, gives 5-Methyl-1H-imidazole-4-carbaldehyde unique chemical properties and reactivity.

68282-53-1

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68282-53-1 Usage

Uses

Used in Chemical Synthesis:
5-Methyl-1H-imidazole-4-carbaldehyde is used as a key intermediate in the synthesis of various organic compounds and metal complexes. Its reactivity and ability to form stable complexes make it a valuable building block in organic and inorganic chemistry.
Used in the Synthesis of Imidazolate-based Metal Organic Framework (MOF) Membrane:
5-Methyl-1H-imidazole-4-carbaldehyde is used as a precursor in the synthesis of imidazolate-based metal organic framework (MOF) membranes. These membranes have potential applications in gas separation, catalysis, and sensing due to their high porosity, tunable pore size, and chemical stability.
Used in the Synthesis of Schiff Base Condensates:
5-Methyl-1H-imidazole-4-carbaldehyde is used in the synthesis of Schiff base condensates with tris(2-aminoethyl)amine (tren) or tris(3-aminopropyl)amine (trpn). These condensates have potential applications in coordination chemistry and as ligands for metal complexes.
Used in the Synthesis of 1,3-bis[(4-methyl-5-imidazol-1-yl)ethylideneamino]-propan-2-ol (BIPO) and 1,3-bis[(4-methyl-5-imidazol-1-yl)ethylideneamino]propane (BIP):
5-Methyl-1H-imidazole-4-carbaldehyde is used as a starting material in the synthesis of BIPO and BIP, which are organic compounds with potential applications in various fields, such as pharmaceuticals, materials science, and catalysis.
Used in the Synthesis of acetatoaqua[[(4-methylimidazol-5-yl)methylene]histamine]-copper(II) Perchlorate:
5-Methyl-1H-imidazole-4-carbaldehyde is used in the synthesis of this copper(II) complex, which has potential applications in coordination chemistry and as a catalyst or precursor for other metal complexes.
Used in the Synthesis of Cu(II) Eight and Six Coordinate Compounds:
5-Methyl-1H-imidazole-4-carbaldehyde is used in the synthesis of Cu(II) eight and six coordinate compounds, which have potential applications in coordination chemistry, catalysis, and as precursors for other metal complexes.
Used in the Synthesis of 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:
5-Methyl-1H-imidazole-4-carbaldehyde is used as a starting material in the synthesis of this 4-imidazolyl derivative of a 14-membered tetraazamacrocycle. 5-Methyl-1H-imidazole-4-carbaldehyde has potential applications in supramolecular chemistry, as a ligand for metal complexes, or in the development of new materials with specific properties.

Check Digit Verification of cas no

The CAS Registry Mumber 68282-53-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,8,2,8 and 2 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 68282-53:
(7*6)+(6*8)+(5*2)+(4*8)+(3*2)+(2*5)+(1*3)=151
151 % 10 = 1
So 68282-53-1 is a valid CAS Registry Number.
InChI:InChI=1/C5H6N2O/c1-4-5(2-8)7-3-6-4/h2-3H,1H3,(H,6,7)

68282-53-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (B20608)  5-Methylimidazole-4-carboxaldehyde, 98%   

  • 68282-53-1

  • 1g

  • 286.0CNY

  • Detail
  • Alfa Aesar

  • (B20608)  5-Methylimidazole-4-carboxaldehyde, 98%   

  • 68282-53-1

  • 5g

  • 854.0CNY

  • Detail
  • Aldrich

  • (392154)  4-Methyl-5-imidazolecarboxaldehyde  99%

  • 68282-53-1

  • 392154-5G

  • 866.97CNY

  • Detail

68282-53-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

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

1.2 Other means of identification

Product number -
Other names 4-Methyl-1H-imidazole-5-carboxaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:68282-53-1 SDS

68282-53-1Relevant academic research and scientific papers

Design and synthesis of novel potent antinociceptive agents: Methyl-imidazolyl N-acylhydrazone derivatives

Figueiredo, Juliana M.,Camara, Celso De A.,Amarante, Emanuel G.,Miranda, Ana Luisa P.,Santos, Fulvia M.,Rodrigues, Carlos R.,Fraga, Carlos Alberto M.,Barreiro, Eliezer J.

, p. 2243 - 2248 (2007/10/03)

This paper describes recent results of design, synthesis and pharmacological evaluation of new N-heterocyclic functionalized N-acylhydrazone compounds, belonging to the 2-methyl-imidazolyl-3-acylhydrazone class (4a-e). These compounds were planned by applying the molecular simplification strategy to propose the structural modifications on the previously described functionalized imidazo[1,2-a]pyridine 3-acylhydrazone series (2), which presented an important analgesic profile. This new series (4) was synthesized in order to investigate the possible pharmacophoric contribution of the N-heteroaromatic ring and N-acylhydrazone moieties to the analgesic activity. Compounds 4a-b are the most potent antinociceptive agents from this series. Copyright (C) 2000 Elsevier Science Ltd.

New synthetic routes to pyrrolo-[1,2-a]- and -[1,2-c]-imidazol-5-ones by flash vacuum pyrolysis

McNab, Hamish,Thornley, Craig

, p. 2203 - 2209 (2007/10/03)

1-Substituted and 1,3-disubstituted pyrrolo[1,2-c]imidazol-5-ones 25-27 have been made in fair to excellent yield by flash vacuum pyrolysis (FVP) of the Meldrum's acid precursors 11-13. FVP of the appropriate propenoate precursor 23, 22 and 18-20 gives pyrrolo[1,2-c]imidazol-5-one 2, pyrrolo[1,2-a]-imidazol-5-one 3 and their 6-methyl derivatives 28-30 respectively in 32-90% yield. The mechanism of the propenoate pyrolyses involves rate determining E to Z isomerisation of the alkene followed by elimination of an alcohol and electrocyclisation to the fused ring products.

Synthesis of 4(5)-Acyl-, 1-Substituted 5-Acyl, and 1-Substituted 4-Acyl-1H-imidazoles from 4-Aminoisoxazoles

Reiter, Lawrence A.

, p. 2714 - 2726 (2007/10/02)

4-Aminoisoxazoles can be acylated with a wide variety of activated carboxylic acids.Hydrogenation of the resulting amides gives α-(acylamino)enaminones, which cyclize to 4(5)-acylimidazoles upon treatment with base.This method allows for the synthesis of acylimidazoles with a wide range of substituents at C-2.Utilization of N-substituted 4-aminoisoxazoles in the same sequence of reactions yields 1-substituted 5-acylimidazoles, a substitution pattern not otherwise easily prepared.Treatment of α-(acylamino)enaminones, derived from N-unsubstituted isoxazoles, with primary amines leads to incorporation of the amine at the β-position with concomitant expulsion of ammonia.This sequence efficiently yields 1-substituted and 1,2-disubstituted 4-acylimidazoles but does not give satisfactory yields of 5-substituted 4-acylimidazoles due to steric inhibition of the amine exchange.

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