16265-04-6

Basic information

• Product Name: 2-Chloro-1H-imidazole
• Synonyms: 2-CHLORO-1H-IMIDAZOLE;2-Chloro-1H-imidazole;2-Chloro-1H-imidazole 97%;1H-Imidazole,2-chloro-
• CAS NO: 16265-04-6
• Molecular Formula: C₃H₃ClN₂
• Molecular Weight: 102.52
• Product Categories: blocks;Imidazoles;Imidazol&Benzimidazole
• Mol File: 16265-04-6.mol

Chemical Properties

• Melting Point: 165-170 °C
• Boiling Point: 252.7 °C at 760 mmHg
• Flash Point: 131.1 °C
• Appearance: /
• Density: 1.405 g/cm³
• Vapor Pressure: 0.019mmHg at 25°C
• Refractive Index: 1.562
• Storage Temp.: Keep Cold
• PKA: 11.23±0.10(Predicted)
• CAS DataBase Reference: 2-Chloro-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-1H-imidazole(16265-04-6)
• EPA Substance Registry System: 2-Chloro-1H-imidazole(16265-04-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-36/39
• WGK Germany: 3
• Hazardous Substances Data: 16265-04-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-1H-imidazole is used as a pharmaceutical compound for its potential therapeutic applications. Its unique chemical structure allows it to interact with specific biological targets, making it a promising candidate for the development of new drugs.
Used in Drug Candidates:
As a drug candidate, 2-Chloro-1H-imidazole can be further modified and optimized to enhance its pharmacological properties, such as potency, selectivity, and bioavailability. This can lead to the development of novel therapeutic agents for various medical conditions.
Used as Ligands for Transition Metal Catalysts:
2-Chloro-1H-imidazole is used as a ligand in the field of catalysis, particularly for transition metal catalysts. Its ability to form stable complexes with metal ions can improve the efficiency and selectivity of catalytic reactions, making it a valuable component in the development of new catalysts for various chemical processes.
Used in Molecular Functional Materials:
2-Chloro-1H-imidazole is also utilized in the development of molecular functional materials due to its unique chemical and physical properties. These materials can be applied in various fields, such as electronics, sensors, and energy storage, where their specific properties can be harnessed for improved performance and functionality.

Synthesis Reference(s)

The Journal of Organic Chemistry, 63, p. 12, 1998 DOI: 10.1021/jo970355+

InChI:InChI=1/C3H3ClN2/c4-3-5-1-2-6-3/h1-2H,(H,5,6)

Upstream product

• 61278-81-7 1-(diethoxymethyl)-1H-imidazole 
• 67478-48-2 2-chloro-1-trityl-1H-imidazole 
• 15469-97-3 N-tritylimidazole 
• 288-32-4 1H-imidazole 

Downstream Products

• 57531-37-0 2-chloro-4-nitro-1H-imidazole 
• 192805-03-1 (R,S)-α-methyl-4-[4-(2-chloro-1H-imidazol-1-yl)butyl]benzeneacetic acid 
• 911122-34-4 4-(2-chloro-imidazol-1-yl)-7-(toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidine 
• 670-96-2 2-Phenylimidazole 

Relevant articles and documents

Zeolitic imidazolate frameworks for kinetic separation of propane and propene

(Figure Presented) Propane/propene separation by cryogenic distillation is one of the most energy and cost intensive industrial processes. Adsorptive separation is a more energy-efficient alternative. Three isostructural zinc imidazolate zeolitic framewor

PhI(OAc)2/NaX-mediated halogenation providing access to valuable synthons 3-haloindole derivatives

This paper describes a mild phenyliodine diacetate mediated method for selective chlorination, bromination, and iodination of indole C-H bonds using sodium halide as a source for analogous halogenations. The combination of NaX and phenyliodine diacetate provides an invincible system for halogenation of indoles. This protocol was compatible with a wide array of indole substrates and provides straight forward access to potential halogenated arenes.

Preparation of 2-chloro-4-nitro imidazole method (by machine translation)

The invention discloses a method for preparing 2-chloro-4-nitroimidazole. The method comprises the following steps of reacting aminoacetaldehyde acetal with S-methyl-iso-thiourea sulphate to synthesise 2-aminoimidazole sulphate, and then performing diazotization reaction on 2-aminoimidazole sulphate and sodium nitrite; then performing chlorination reaction on a reactant obtained from the former step and cuprous chloride to obtain 2-chloro-imidazole; and finally performing nitration reaction with nitric acid to obtain 2-chloro-4-nitroimidazole. The synthesis method disclosed by the invention is capable of avoiding rearrangement and transposition, is moderate in reaction conditions, less in pollution, and easily realizes industrialized production.

ZEOLITIC IMIDAZOLATE FRAMEWORKS FOR KINETIC SEPARATION OF PROPANE AND PROPENE

Zeolitic Imidazolate Frameworks (ZIFs) characterized by organic ligands consisting of imidazole ligands that are either essentially all 2-chloroimidazole ligands or essentially all 2-bromoimidazole ligands are disclosed. Methods for separating propane and propene with the ZIFs of the present invention, as well as other ZIFs, are also disclosed.

1-SUBSTITUTED 4-NITROIMIDAZOLE COMPOUND AND PROCESS FOR PRODUCING THE SAME

The present invention relates to a 1-substituted-4-nitroimidazole compound represented by the general formula (1) or a salt thereof, (wherein R is a hydrogen atom, a lower alkoxy group-substituted lower alkyl group, a phenyl-lower alkoxy group-substituted lower alkyl group, a cyano-substituted lower alkyl group, a phenyl-lower alkyl group which may have lower alkoxy groups as the substituents in the phenyl ring or a group of the formula -CH2RA; X is a halogen atom or a group of the formula -S(O)n-R1) and method for preparing the same. The compound of the formula (1) is a useful compound as an intermediate for synthesis of various pharmaceutical and agricultural chemicals, particularly, as intermediates for antitubercular agents.

Color developing agent, processing composition and color image-forming method

A method for forming a color image comprises the step of developing an image-wise exposed silver halide color photographic photosensitive material at the presence of a 6-aminotetrahydroquinoline color developing agent which is the following compound or its analoge. According to this method, the rapid process can be attained and an image of a low fog density can be obtained. STR1

Synthesis of 2-Substituted 1-Hydroxyhnidazoles through Directed Lithiation

Benzylation of 3-hydroxyimidazole 1-oxide gave 3-(benzyloxy)imidazole 1-oxide, which was deoxygenated with phosphorous trichloride to produce 1-(benzyloxy)imidazole. 1-(Benzyloxy)imidazole was deprotonated selectively at C-2 by n-butyllithium. The anion formed was reacted with electrophiles to give 1-(benzyloxy)imidazoles with carbon, halogen, silicon, or sulfur substituents at the 2-position. Subsequent debenzylation afforded 2-substituted 1-hydroxyimidazoles which in turn could be deoxygenated to give 2-substituted imidazoles.