5-Chloro-1-methylimidazole

Product Name: 5-Chloro-1-methylimidazole
CAS No.: 872-49-1
Chemical Name: 5-Chloro-1-methylimidazole
Synonyms: TIMTEC-BB SBB004296;5-Chloro-1-methylimidazde;5-CHLORO-1-METHYLIMIDAZOLE;1-METHYL-5-CHLOROIMIDAZOLE;5-Chloro-1-methylimidazole,98%;5-CHLORO-1-METHYL-1H-IMIDAZOLE;5-Chloro-1-methylimidazole >5-Chloro-1-MethyliMidazole-13C4;1H-Imidazole, 5-chloro-1-methyl-;-13C4 1-Methyl-5-chloroiMidazole-13C4
CBNumber: CB7344637
Molecular Formula: C4H5ClN2
Formula Weight: 116.55
MOL File: 872-49-1.mol

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5-Chloro-1-methylimidazole Property

Melting point:: 82-85°C(11 mmHg)
Boiling point:: 82-85 °C/11 mmHg (lit.)
Density: 1.25 g/mL at 25 °C (lit.)
refractive index: n20/D 1.511(lit.)
Flash point:: 205 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in chloroform and insoluble in water
pka: 5.31±0.10(Predicted)
form: Oil
color: Colorless to yellow to brown liquid
Water Solubility: insoluble
BRN: 110509
InChI: InChI=1S/C4H5ClN2/c1-7-3-6-2-4(7)5/h2-3H,1H3
InChIKey: NYDGOZPYEABERA-UHFFFAOYSA-N
SMILES: C1N(C)C(Cl)=CN=1
CAS DataBase Reference: 872-49-1(CAS DataBase Reference)
NIST Chemistry Reference: 5-Chloro-1-methylimidazole(872-49-1)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-37/39
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 2933299090

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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: 330205
Product name: 5-Chloro-1-methylimidazole
Purity: 98%
Packaging: 1g
Price: $81.4
Updated: 2025/07/31

TCI Chemical

Product number: C2317
Product name: 5-Chloro-1-methylimidazole
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $59
Updated: 2025/07/31

TCI Chemical

Product number: C2317
Product name: 5-Chloro-1-methylimidazole
Purity: >98.0%(GC)(T)
Packaging: 25g
Price: $178
Updated: 2025/07/31

TRC

Product number: C369185
Product name: 5-Chloro-1-methylimidazole
Packaging: 1g
Price: $75
Updated: 2021/12/16

TRC

Product number: C369185
Product name: 5-Chloro-1-methylimidazole
Packaging: 5g
Price: $295
Updated: 2021/12/16

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5-Chloro-1-methylimidazole Chemical Properties,Usage,Production

Chemical Properties

Pale Yellow Oil

Uses

A useful synthetic intermediate.

Uses

5-Chloro-1-methylimidazole is a labelled useful synthetic intermediate.

General Description

5-Chloro-1-methylimidazole is a 5-halo-1-methylimidazole. It participates in electron-rich iron(III) porphyrin complex catalyzed epoxidation of olefins.

Synthesis

615-35-0

872-49-1

The general procedure for the synthesis of 5-chloro-1-methylimidazole from N,N'-dimethyl oxalamide was as follows: phosphorus pentachloride (383.2 g, 1.8 mol) was added to N,N'-dimethyl oxalamide (116.1 g, 1.0 mol), and heated to 60 °C to form a melt with foam generation. Subsequently, the reaction mixture was stirred at 85-95 °C for 2 h, and then distilled to remove the resulting POCl3. The dark brown residue was dissolved in 700 mL of water and adjusted to pH 8 with 915 g of 12.75% KOH solution. The aqueous phase was extracted four times with 500 mL of dichloromethane (DCM), and the organic extracts were combined and dried over sodium sulfate. After concentration under reduced pressure, the resulting reddish brown liquid was vacuum distilled to give 5-chloro-1-methylimidazole (53.1 g, 46% yield) as a colorless liquid. The product properties were as follows: flash point 85-86 °C (22 mbar); 1H NMR (400 MHz, d6-DMSO) δ 7.33 (s, 1H, 4-H), 6.80 (s, 1H, 2-H), 3.47 (s, 3H, CH3); 13C NMR (100 MHz, d6-DMSO) δ 137.4 (C-2), 126.0 (C -4), 118.4 (C-5), 31.6 (CH3).

References

[1] Indian Journal of Chemistry - Section B Organic Chemistry Including Medicinal Chemistry, 1989, vol. 28, # 5, p. 391 - 396
[2] Patent: US2017/281501, 2017, A1. Location in patent: Paragraph 0272-0276
[3] Journal of Organic Chemistry, 2010, vol. 75, # 4, p. 1047 - 1060
[4] Archiv der Pharmazie, 1988, vol. 321, # 4, p. 193 - 197
[5] Journal of Medicinal Chemistry, 1996, vol. 39, # 14, p. 2690 - 2695

5-Chloro-1-methylimidazole Preparation Products And Raw materials

Raw materials

Phosphorus oxitrichloride Phosphorus pentachloride N,N'-Dimethyloxamide Dimethylamine

Preparation Products

Azathioprine 5-Chloro-1-methyl-4-nitroimidazole

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5-Chloro-1-methylimidazole Suppliers

Americas 1 Belgium 1 Canada 1 China 128 Europe 3 Germany 3 India 5 Japan 3 Slovakia 1 Switzerland 1 The Netherlands 1 Ukraine 3 United Kingdom 9 United States 34 Global 194

Jiaxing Deyi Chemical Co., Ltd

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JinYan Chemicals(ShangHai) Co.,Ltd.

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View Lastest Price from 5-Chloro-1-methylimidazole manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: 5-Chloro-1-methylimidazole 872-49-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10000KGS
Release date: 2025-05-26

Career Henan Chemical Co

Product: 5-Chloro-1-methylimidazole 872-49-1
Price: US $2.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2018-08-15

872-49-1, 5-Chloro-1-methylimidazoleRelated Search:

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TIMTEC-BB SBB004296

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5-Chloro-1-methylimidazole &gt

872-49-1

C4H5N2Cl

C4H5ClN2

Building Blocks

Imidazoles

Heterocyclic Building Blocks

Halogenated Heterocycles

Heterocycles

Intermediates

Halogenated Heterocycles

Heterocyclic Building Blocks

Imidazoles

ImidazolesBuilding Blocks

Building Blocks

Chemical Synthesis

Halogenated Heterocycles

Heterocyclic Building Blocks

Heterocycles series

Imidazol&Benzimidazole

Imidaxoles