1H-Imidazol-2-ylmethanol

Base Information

• Chemical Name: 1H-Imidazol-2-ylmethanol
• CAS No.: 3724-26-3
• Molecular Formula: C4H6N2O
• Molecular Weight: 98.1044
• Hs Code.: 2933290090
• European Community (EC) Number: 802-174-0
• DSSTox Substance ID: DTXSID30340729
• Nikkaji Number: J100.708D
• Wikidata: Q27458557
• Mol file: 3724-26-3.mol

Synonyms:3724-26-3;1H-Imidazol-2-ylmethanol;(1H-Imidazol-2-yl)methanol;(1H-Imidazol-2-yl)-methanol;1H-Imidazole-2-methanol;Imidazole-2-methanol;MFCD06202766;2-(Hydroxymethyl)imidazole;hydroxymethylimidazole;2-hydroxymethylimidazole;1H-Imidazole 2-methanol;2-(Hydroxymethyl)imidazol;1H-Imidazol-2-ylmethanol #;BVG;2-(Hydroxymethyl)-1H-imidazole;DTXSID30340729;AKOS005259805;AB23143;AC-17832;AM807005;AS-59047;SY041704;(1H-Imidazol-2-yl)-methanol, AldrichCPR;CS-0099374;FT-0694367;EN300-67317;A905757;AR-527/43293956;Q27458557;Z825761068

Chemical Property of 1H-Imidazol-2-ylmethanol

Chemical Property:

• Melting Point: >160℃ (dec.) (methanol water )
• Boiling Point: 388.1 °C at 760 mmHg
• PKA: 13.30±0.10(Predicted)
• Flash Point: 188.5 °C
• PSA: 48.91000
• Density: 1.311 g/cm³
• LogP: -0.09800
• Storage Temp.: 2-8°C
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 98.048012819
• Heavy Atom Count: 7
• Complexity: 57.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(Hydroxymethyl)-1H-imidazole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N1)CO

Technology Process of 1H-Imidazol-2-ylmethanol

There total 6 articles about 1H-Imidazol-2-ylmethanol 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: 95.0%

2-imidazolecarbaldehyde (10111-08-7) → 2-hydroxymethyl-1H-imidazole (3724-26-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃;

DOI:10.1016/j.bmcl.2012.11.062

Reference yield: 93.44%

1H-imidazole (288-32-4) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 2-hydroxymethyl-1H-imidazole (3724-26-3)

Guidance literature:

In tetrahydrofuran; at 120 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1007/s00044-011-9839-2

Reference yield: 93.0%

2-(hydroxymethyl)-N,N-dimethyl-1H-imidazole-1-sulfonamide (935862-80-9) → 2-hydroxymethyl-1H-imidazole (3724-26-3)

Guidance literature:

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

DOI:10.1002/chem.201301275

upstream raw materials:

1-benzyl-2-(hydroxymethyl)imidazole

2-imidazolecarbaldehyde

1H-imidazole

formaldehyd

Downstream raw materials:

1-(4-amino-3-fluorophenyl)-2-hydroxymethylimidazole

2-(bromomethyl)-1H-imidazole hydrobromide

2-(2'-imidazolyl)benzimidazole

(R)-Methyl lactate

Refernces

• 1、 Ohta, Katsuji,Fukasawa, Yoshiki,Yamaguchi, Jun-Ichi,Akimoto, Masayuki,Kohno, Yoshiro,Fukushima, Kiyomi,Suwa, Toshio,Awazu, Shoji. "Retention mechanism of imidazoles in connective tissue. III. Aldehyde adduct formation of a 4(5H)(or 5(4H))-imidazolone product in vitro". . p. 958 - 963. Retrieved 1998.
• 2、 Krishnaveni,Lakshmi,Kaveri,Kadirvelu. "Chemoselective transfer hydrogenation of aromatic and heterocyclic aldehydes by green chemically prepared cobalt oxide nanoparticles". . . Retrieved 2020/09/16.
• 3、 -. "Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents". Page/Page column 302. . Retrieved 2015/11/16.