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
• Uses: 2-Benzimidazolemethanol was used in the preparation of 2-(chloromethyl)-1-(methylsulfonyl)benzimidazole via methanesulfonylation. It was also used in the synthesis of 1H-benzimidazol-2-ylmethyl diethyl phosphate.

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

• 1、 Utku, Semra,?zelik, Azime Berna,Gümü, Fatma,Aik, Leyla,Yilmaz, ükran,Arsoy, Taibe,elebi Keskin, Ayten. "Synthesis, in-vitro cytotoxic activity and DNA interactions of new dicarboxylatoplatinum(II) complexes with 2-hydroxymethylbenzimidazole as carrier ligands". . p. 1593 - 1605. Retrieved 2014.
• 2、 Eren, Gokcen,Emerce, Esra,Acik, Leyla,Aydin, Betul,Gumus, Fatma. "A novel Trans-Pt(II) complex bearing 2-acetoxymethylbenzimidazole as a non-leaving ligand (trans-[Pt(AMBi)2Cl2]): Synthesis, antiproliferative activity, DNA interaction and molecular docking studies compared with its cis isomer (cis-[Pt(AMBi)2Cl2])". . p. 512 - 518. Retrieved 2019.
• 3、 Feng, Yu,Jiang, Cheng,Jiang, Ling,Li, Bingyan,Liang, Dailin,Liu, Li,Ma, Zonghui. "Discovery of benzimidazole derivatives as potent and selective aldehyde dehydrogenase 1A1 (ALDH1A1) inhibitors with glucose consumption improving activity". . . Retrieved 2021/08/17.
• 4、 Raja, Dineshkumar,Philips, Abigail,Sundaramurthy, Devikala,Chandru Senadi, Gopal. "Sustainable Synthesis of 2-Hydroxymethylbenzimidazoles using D-Fructose as a C2 Synthon". supporting information. p. 3754 - 3759. Retrieved 2021/10/14.