1849-02-1

Basic information

• Product Name: 1H-Benzimidazole,2-chloro-1-methyl-(9CI)
• Synonyms: 1H-Benzimidazole,2-chloro-1-methyl-(9CI);2-Chloro-1-methylbenzimidazole;2-Chloro-1-Methyl-1H-Benzimidazole;1H-BenziMidazole,2-chloro-1-Methyl;2-Chloro-1-Methyl-1,3-benzodiazole
• CAS NO: 1849-02-1
• Molecular Formula: C₈H₇ClN₂
• Molecular Weight: 166.61
• Product Categories: BENZIMIDAZOLE;API intermediates
• Mol File: 1849-02-1.mol
• Article Data: 43

Chemical Properties

• Melting Point: 117-117.5 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 303.4°C at 760 mmHg
• Flash Point: 137.3°C
• Appearance: White to yellow/Solid
• Density: 1.3g/cm³
• Vapor Pressure: 0.000931mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.86±0.10(Predicted)
• CAS DataBase Reference: 1H-Benzimidazole,2-chloro-1-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,2-chloro-1-methyl-(9CI)(1849-02-1)
• EPA Substance Registry System: 1H-Benzimidazole,2-chloro-1-methyl-(9CI)(1849-02-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1849-02-1(Hazardous Substances Data)

Usage

General Description

1H-Benzimidazole, 2-chloro-1-methyl-(9CI) is a chemical compound with the molecular formula C8H7ClN2. It is a benzimidazole derivative, which is a heterocyclic compound containing a benzene ring fused to an imidazole ring. 1H-Benzimidazole,2-chloro-1-methyl-(9CI) is classified as a chloroalkylbenzimidazole and is often used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It is also a known to be a potent inhibitor of the enzyme poly(ADP-ribose) polymerase, making it a potential candidate for cancer treatment. Additionally, benzimidazole derivatives have shown activity against a wide range of pests and parasites, making them valuable in the development of insecticides and anthelmintic drugs.

InChI:InChI=1/C8H7ClN2/c1-11-7-5-3-2-4-6(7)10-8(11)9/h2-5H,1H3

Upstream product

• 4857-06-1 2-chloro-1H-benzoimidazole 
• 77-78-1 dimethyl sulfate 
• 616-47-7 1-methyl-1H-imidazole 
• 615-16-7 1,3-dihydro-2H-benzimidazol-2-one 
• 95-54-5 1,2-diamino-benzene 
• 75-18-3 dimethylsulfide 
• 4760-34-3 N-methyl-1,2-phenylenediamine 
• 1849-01-0 1-methyl-2-benzimidazolone 
• 1632-83-3 1-Methylbenzimidazole 
• 109-72-8 n-butyllithium 
• 7732-18-5 water 
• 7022-37-9 1-methyl-2-hydrazinobenzimidazole 
• 74-88-4 methyl iodide 

Downstream Products

• 2219-14-9 1-methyl-N-phenyl-1H-benzo[d]imidazol-2-amine 
• 1415050-13-3 C₂₄H₂₆N₆O₂ 
• 203302-77-6 N-[(2-chloro-1-methyl-1H-benzimidazol-5-yl)amino]benzoic acid 
• 46818-46-6 1-methyl-1H-benzo[d]imidazol-2-yl phenyl sulfide 
• 31413-78-2 2-(N'-methyl-N'-phenylamino)-N-methylbenzimidazole 
• 7022-37-9 1-methyl-2-hydrazinobenzimidazole 
• 203302-75-4 6-amino-2-chloro-1-methyl-1H-benzimidazole 
• 203302-74-3 2-chloro-1-methyl-1H-benzoimidazol-5-ylamine 
• 6595-21-7 1-methyl-2-methylaminobenzimidazole 
• 78765-43-2 1-Methyl-2-(4-octyl-phenoxy)-1H-benzoimidazole 
• 78765-41-0 2-(2,3-Dimethyl-phenoxy)-1-methyl-1H-benzoimidazole 
• 78765-37-4 2-(2-Chloro-phenoxy)-1-methyl-1H-benzoimidazole 
• 78765-42-1 2-(2,6-Dimethyl-phenoxy)-1-methyl-1H-benzoimidazole 
• 78765-34-1 1-Methyl-2-p-tolyloxy-1H-benzoimidazole 

Relevant articles and documents

Design, Synthesis, and Structural Analysis of Divalent NI Compounds and Identification of a New Electron-Donating Ligand

The dative-bond representation (L→E) in compounds with main group elements (E) has triggered extensive debate in the recent past. The scope and limits of this nonclassical coordination bond warrant comprehensive exploration. Particularly compounds with (L

Intermolecular [2 + 2] Photocycloaddition of α,β-Unsaturated Sulfones: Catalyst-Free Reaction and Catalytic Variants

2-Aryl-1-sulfonyl-substituted cyclobutanes were prepared in an intermolecular [2 + 2] photocycloaddition from various α,β-unsaturated sulfones and olefins upon irradiation at λ = 300 nm (26 examples, 60-99% yield). Lewis acids catalyzed the [2 + 2] photocycloaddition of 2-benzimidazolyl styryl sulfones. At short wavelengths, the latter substrates underwent C-S bond cleavage but AlBr3 (5 mol %) allowed for an intermolecular reaction with 2,3-dimethyl-2-butene at longer wavelengths. A chiral-at-metal Lewis acid (2 mol %) facilitated an enantioselective reaction (up to 77% ee).

Tuneable Redox Chemistry and Electrochromism of Persistent Symmetric and Asymmetric Azine Radical Cations

Molecular organic radicals have been intensively studied in the last decades, due to their interesting optical, magnetic and redox properties. Here we report the synthesis and characterisation of persistent organic radicals from one-electron oxidation of redox-active azines (RAAs), composed of two guanidinyl or related groups. By connecting two different groups together, asymmetric compounds result. In this way a series of compounds with varying redox potential is obtained that could be oxidised reversibly to the mono- and the dicationic charge states. The accessible redox states were fully determined by chemical redox reactions. The standard Gibbs free energy change for disproportionation of the radical monocation into the dication and the neutral molecule in solution, estimated from cyclovoltammetric measurements, varies between 43 and 71 kJ mol?1. While the neutral RAAs absorb predominately UV light, the radical monocations display strong absorptions covering almost the entire visible region and extending for some compounds into the NIR region. A detailed analysis of this highly reversible electrochromism is presented, and the fast switching characteristics are demonstrated in an electrochromic test device.

T -BuONa-mediated direct C-H halogenation of electron-deficient (hetero)arenes

An efficient halogenation of electron-deficient (hetero)arenes is described. The reaction utilizes common t-BuONa as a catalyst (for iodination) or a promoter (for bromination and chlorination), and perfluorobutyl iodide, CBr4 or CCl4 as the readily-available halogenating agents, respectively. The protocol features broad scope, high efficiency, mild conditions and gram scalability. An ionic pathway involving halogen bond formation and halophilic attack is proposed. The utility of the resulting iodinated heteroarenes is demonstrated in visible light-mediated Caryl-Caryl cross-coupling reaction.