1H-Benzimidazole-2-methanol

Base Information

• Chemical Name: 1H-Benzimidazole-2-methanol
• CAS No.: 4856-97-7
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 29339900
• European Community (EC) Number: 225-451-2
• NSC Number: 18284
• UNII: 9SZ34H8DY7
• DSSTox Substance ID: DTXSID70197552
• Nikkaji Number: J68.955F
• Wikidata: Q27467558
• ChEMBL ID: CHEMBL71443
• Mol file: 4856-97-7.mol

Synonyms:1H-Benzimidazole-2-methanol;4856-97-7;(1H-Benzoimidazol-2-yl)methanol;1H-benzimidazol-2-ylmethanol;2-Benzimidazolemethanol;(1H-benzo[d]imidazol-2-yl)methanol;2-(Hydroxymethyl)benzimidazole;2-Hydroxymethylbenzimidazole;2-(Hydroxymethyl)-1H-benzimidazole;2-Hydroxymethyl-Benzoimidazole;(1H-Benzoimidazol-2-yl)-methanol;MFCD00014560;(1H-1,3-benzodiazol-2-yl)methanol;AI3-61986;9SZ34H8DY7;EINECS 225-451-2;NSC-18284;(2-Benzimidazolyl)methanol;2xiy;1H-1,3-benzodiazol-2-ylmethanol;NSC18284;XIY;UNII-9SZ34H8DY7;2-Hydroxymethyl-benzimidazole;CHEMBL71443;SCHEMBL231417;2-Benzimidazolemethanol, 97%;IFLab1_004246;(1h-benzimidazol-2-yl)methanol;1h-benzo[d]imidazole-2-methanol;DTXSID70197552;HMS1424A22;1H-1,3-Benzimidazole-2-methanol;BCP26676;GEO-00262;NSC 18284;STK089962;AKOS000272100;AC-2928;AS-9189;IDI1_010001;NCGC00184187-01;NCGC00184187-02;NCGC00184187-03;NCGC00184187-04;SY003368;3-DimEtamino-1,2,4-dithiazole-5-thione;A7341;AM20050322;BB 0219466;CS-0019195;FT-0608821;FT-0650787;H1229;EN300-16842;AB01097985-03;AE-641/00568014;J-640149;J-800153;Q-101100;Q27467558;Z56791635;F0266-0027;F1011-0474

Chemical Property of 1H-Benzimidazole-2-methanol

Chemical Property:

• Appearance/Colour: Off-white to light brown crystalline powder
• Vapor Pressure: 1.51E-07mmHg at 25°C
• Melting Point: 171-175 °C(lit.)
• Refractive Index: 1.721
• Boiling Point: 412.6 °C at 760 mmHg
• PKA: 11.57±0.10(Predicted)
• Flash Point: 203.3 °C
• PSA: 48.91000
• Density: 1.36 g/cm³
• LogP: 1.05520
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

99%min ^*data from raw suppliers

(1H-Benzoimidazol-2-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)CO
• General Description: 1H-Benzimidazole-2-methanol (also known as 2-(hydroxymethyl)benzimidazole) is a benzimidazole derivative featuring a hydroxymethyl group at the 2-position. It serves as a versatile ligand in coordination chemistry, forming complexes with metals such as ruthenium, as demonstrated in studies exploring its spectroscopic and structural properties. When coordinated to ruthenium, it contributes to the luminescence and redox characteristics of the resulting complexes, which are influenced by the metal-ligand interactions and the overall coordination environment. These properties make it a candidate for applications in energy conversion and optoelectronic devices, such as light-emitting diodes. The ligand's ability to modulate electronic and photophysical behavior underscores its utility in designing functional metal-organic materials.

Technology Process of 1H-Benzimidazole-2-methanol

There total 28 articles about 1H-Benzimidazole-2-methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

ethyl 2-hydroxyacetate (623-50-7) + o-phenylenediamine dihydrochloride (615-28-1) → 2-(Hydroxymethyl)benzimidazole (4856-97-7)

Guidance literature:

In ethylene glycol; for 0.025h; microwave irradiation;

DOI:10.1080/00397910600764204

Reference yield: 96.0%

glycolic Acid (79-14-1) + 1,2-diamino-benzene (95-54-5) → 2-(Hydroxymethyl)benzimidazole (4856-97-7)

Guidance literature:

With hydrogenchloride; In water; for 3h; Reflux;

DOI:10.3390/molecules200815206

Reference yield: 86.0%

C6H12O6 + 1,2-diamino-benzene (95-54-5) → 2-(Hydroxymethyl)benzimidazole (4856-97-7)

Guidance literature:

With di-tert-butyl peroxide; boron trifluoride diethyl etherate; In decane; acetonitrile; at 90 ℃; for 1h; Temperature; Green chemistry;

DOI:10.1002/asia.202100972

upstream raw materials:

2-chloromethyl-1H-benzimidazole

glycolic Acid

1,2-diamino-benzene

ethyl 1H-benzimidazole-2-carboxylate

Downstream raw materials:

(1-butyl-1H-benzo[d]imidazol-2-yl)methanol

(1H-benzo[d]imidazol-2-yl)methyl acetate

(1-methyl-1H-benzimidazol-2-yl)methanol

1H-benzoimidazole-2-carboxaldehyde

Refernces

Synthesis, spectroscopic and structural characterizations of two new complexes of ruthenium with 2-(hydroxymethyl)benzimidazole and 1,10-phenanthroline ligands

10.1016/j.poly.2009.08.035

The research focuses on the synthesis, spectroscopic, and structural characterization of two new ruthenium complexes with 2-(hydroxymethyl)benzimidazole and 1,10-phenanthroline ligands. The purpose of this study is to explore the electronic spectra, luminescence properties, and X-ray structures of these complexes, which are of interest due to their potential applications in energy conversion and as sensors. The complexes, [RuCl(CO)(PPh3)2(HBIm)] and [RuH(CO)(PPh3)2(1,10-phen)]Cl·H2O·(CH3)2O, were prepared by reacting [RuHCl(CO)(PPh3)3] with the respective ligands in acetone. The study utilized techniques such as IR and UV–Vis spectroscopy, X-ray crystallography, and TDDFT method for electronic spectra calculation. The results indicated that the complexes exhibit interesting luminescence properties and spectroscopic characteristics, with the strong emission originating from the lowest energy metal to ligand charge transfer (MLCT) state, making them potentially favorable materials for emitting diode devices. The research concluded that even small changes in the coordination environment around ruthenium can significantly alter the redox properties of the complexes, highlighting the importance of ligand choice in tuning the spectroscopic properties of ruthenium coordination compounds.