1-Methyl-2-imidazolecarboxaldehyde

Product Name: 1-Methyl-2-imidazolecarboxaldehyde
CAS No.: 13750-81-7
Chemical Name: 1-Methyl-2-imidazolecarboxaldehyde
Synonyms: TIMTEC-BB SBB004338;2-Formyl-1-methylimidazole;1-Methyl IMidazole-2-Aldehyde;1-Methyl-1H-Imidazole-2-Carbal;1-Methylimidazole-2-carbaldehyde;1-Methyl-2-imidazolecarbaldehyde;1-METHYLIMIDAZOLE-2-CARBOXALDEHYDE;1-METHYL-2-IMIDAZOLECARBOXALDEHYDE;1-METHYL-1H-IMIDAZOLE-2-CARBALDEHYDE;Imidazole-2-carboxaldehyde, 1-methyl-
CBNumber: CB0455006
Molecular Formula: C5H6N2O
Formula Weight: 110.11
MOL File: 13750-81-7.mol

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1-Methyl-2-imidazolecarboxaldehyde Property

Melting point:: 36-39 °C (lit.)
Boiling point:: 70-74 °C/1 mmHg (lit.)
Density: 1.2111 (rough estimate)
refractive index: 1.5090 (estimate)
Flash point:: 215 °F
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 4.17±0.25(Predicted)
form: Liquid
color: Clear colorless to yellow
Water Solubility: Soluble in water.
Sensitive: Air Sensitive
InChI: InChI=1S/C5H6N2O/c1-7-3-2-6-5(7)4-8/h2-4H,1H3
InChIKey: UEBFLTZXUXZPJO-UHFFFAOYSA-N
SMILES: C1(C=O)N(C)C=CN=1
CAS DataBase Reference: 13750-81-7(CAS DataBase Reference)
NIST Chemistry Reference: 1H-imidazole-2-carboxaldehyde, 1-methyl-(13750-81-7)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-37/39
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 475122
Product name: 1-Methyl-2-imidazolecarboxaldehyde
Purity: 98%
Packaging: 1g
Price: $29.33
Updated: 2025/07/31

Sigma-Aldrich

Product number: 475122
Product name: 1-Methyl-2-imidazolecarboxaldehyde
Purity: 98%
Packaging: 5g
Price: $199
Updated: 2025/07/31

TCI Chemical

Product number: M2176
Product name: 1-Methylimidazole-2-carboxaldehyde
Purity: >98.0%(GC)
Packaging: 1g
Price: $33
Updated: 2025/07/31

TCI Chemical

Product number: M2176
Product name: 1-Methylimidazole-2-carboxaldehyde
Purity: >98.0%(GC)
Packaging: 5g
Price: $130
Updated: 2025/07/31

TRC

Product number: M313558
Product name: 1-Methyl-1H-imidazole-2-carbaldehyde
Packaging: 100mg
Price: $75
Updated: 2021/12/16

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1-Methyl-2-imidazolecarboxaldehyde Chemical Properties,Usage,Production

Chemical Properties

White to yellow crystalline mass,

Uses

It is an important raw material and intermediate used in organic synthesis, Pharmaceuticals, agrochemicals and dyestuffs.

Uses

1-Methyl-2-imidazolecarboxaldehyde may be used in the synthesis of:

Schiff bases
ligand N,N-dimethyl-N′-(1-methylimidazole-2-ylmethyl)-ethylenediamine
[(bis(1-methylimidazol-2-yl)methyl)(2-(pyridyl-2-yl)ethyl)amine]

Synthesis Reference(s)

Journal of Medicinal Chemistry, 26, p. 121, 1983 DOI: 10.1021/jm00356a001

General Description

1-Methyl-2-imidazolecarboxaldehyde is a heterocyclic building block. It affords tripodal ligands on condensation reaction with tris-(2-aminoethyl)amine (tren). These tripodal ligands react with iron(III) salts in the presence of air to afford iron(II) complexes. Its vibrational spectral studies have been reported.

Synthesis

616-47-7

68-12-2

13750-81-7

A THF solution of n-butyllithium (nBuLi) was added slowly and dropwise to an anhydrous THF (100 mL) solution of 1-methylimidazole (8.2 g, 100 mmol) cooled to -70 °C. The reaction temperature was maintained at -70 °C and after stirring for 30 min, freshly distilled N,N-dimethylformamide (DMF, 7.3 g, 100 mmol) was added. The reaction mixture was continued to be stirred at 0 °C for 2 h. The reaction was subsequently quenched with ice water. The mixture was extracted with ethyl acetate (EtOAc), the organic phases were combined and dried over anhydrous sodium sulfate (Na2SO4). After evaporation of the solvent under reduced pressure, an oily residue was obtained, which was further purified by distillation under reduced pressure to afford the target product 1-methyl-1H-imidazole-2-carbaldehyde in 68% yield. The structure of the product was confirmed by 1H-NMR (CDCl3): δ 9.76 (s, 1H, CHO), 7.22 (s, 1H, Im-CH), 7.07 (s, 1H, Im-CH), 3.96 (s, 3H, CH3). High-resolution mass spectrometry (EI-HRMS) analysis results: m/z calculated value C5H6N2O 110.0480, measured value 110.0481 (100%), 82.0493 (60%).

References

[1] Inorganica Chimica Acta, 2011, vol. 375, # 1, p. 213 - 219
[2] Dalton Transactions, 2015, vol. 44, # 17, p. 8013 - 8020
[3] Chemistry - A European Journal, 2015, vol. 21, # 36, p. 12735 - 12740
[4] Dalton Transactions, 2011, vol. 40, # 40, p. 10416 - 10433
[5] Tetrahedron, 2000, vol. 56, # 4, p. 645 - 657

1-Methyl-2-imidazolecarboxaldehyde Preparation Products And Raw materials

Raw materials

1-Methylimidazole Hexane Ethyl formate Tetrahydrofuran n-Butyllithium

Preparation Products

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1-Methyl-2-imidazolecarboxaldehyde Suppliers

Americas 1 Belgium 3 China 168 Europe 3 France 1 Germany 7 India 19 Japan 3 Russia 1 Slovakia 2 Switzerland 2 The Netherlands 2 Ukraine 2 United Kingdom 19 United States 33 Global 266

TOKYO CHEMICAL INDUSTRY CO., LTD.

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Email: Sales-JP@TCIchemicals.com
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Kanto Chemical Co. Inc.

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FUJIFILM Wako Pure Chemical Corporation

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ProdList: 6222
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View Lastest Price from 1-Methyl-2-imidazolecarboxaldehyde manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: 1-Methyl-2-imidazolecarboxaldehyde 13750-81-7
Price: US $9.90/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5tons
Release date: 2024-12-03

Shaanxi Dideu Medichem Co. Ltd

Product: 1-Methyl-2-imidazolecarboxaldehyde 13750-81-7
Price: US $0.00-0.00/KG
Min. Order: 5mg
Purity: 99%HPLC
Supply Ability: 2000tons
Release date: 2020-01-06

Zhuozhou Wenxi import and Export Co., Ltd

Product: 1-Methyl-2-imidazolecarboxaldehyde 13750-81-7
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

13750-81-7, 1-Methyl-2-imidazolecarboxaldehydeRelated Search:

Tribenuron methyl Imidazole Pirimiphos-methyl Methyl acetate Imidazole-2-carboxaldehyde METSULFURON METHYL p-Tolualdehyde 4-(Trifluoromethyl)benzaldehyde 1H-Imidazole-4-carbaldehyde Methyl salicylate 1-Methylimidazole Kresoxim-methyl Thiophanate-methyl Methyl 1-METHYL-2-FORMYLBENZIMIDAZOLE Methyl bromide 1-Tritylimidazole-4-carboxaldehyde Parathion-methyl

TIMTEC-BB SBB004338

1-METHYLIMIDAZOLE-2-CARBOXALDEHYDE

1-METHYL-1H-IMIDAZOLE-2-CARBALDEHYDE

1-METHYL-2-IMIDAZOLECARBOXALDEHYDE

Imidazole-2-carboxaldehyde, 1-methyl-

1-Methyl-1H-Imidazole-2-Carbal

1-METHYL-2-IMIDAZOLECARBOXALDEHYDE 98%

1-Methyl-1H-imidazole-2-carbaldehyde ,98%

1-Methyl-2-imidazolecarboxaldehyde,97%

1-Methyl-2-iMidazolecarboxaldehyde, 97% 5GR

1-Methylimidazole-2-carbaldehyde

2-Formyl-1-methylimidazole

1H-IMidazole-2-carboxaldehyde, 1-Methyl-

1-Methyl-1H-IMidazole-2-Carbal C5H6N2O

1-Methylimidazole-2-carboxaldehyde,98%

1-Methyl IMidazole-2-Aldehyde

1-Methyl-2-imidazolecarbaldehyde

1-methyl-1H-Imidazole-2-carboxaldehyde

13750-81-7

ALDEHYDE

Building Blocks

Heterocyclic Building Blocks

Imidazoles

Carbonyl Compounds

Chemical Synthesis

Heterocyclic Building Blocks

Organic Building Blocks

Building Blocks

C1 to C6

Imidazoles & Benzimidazoles

Building Blocks

Heterocyclic Building Blocks

Imidazoles

Aldehydes

Imidazoles & Benzimidazoles

Imidazol&Benzimidazole