(1H-Pyrrol-2-yl)methanol

Base Information

• Chemical Name: (1H-Pyrrol-2-yl)methanol
• CAS No.: 27472-36-2
• Molecular Formula: C5H7NO
• Molecular Weight: 97.1167
• Hs Code.: 2933990090
• European Community (EC) Number: 895-513-7
• Nikkaji Number: J999.487D
• Mol file: 27472-36-2.mol

Synonyms:27472-36-2;(1H-Pyrrol-2-yl)methanol;(1H-Pyrrol-2-yl)-methanol;1H-pyrrol-2-ylmethanol;1H-Pyrrole-2-methanol;2-Hydroxymethylpyrrole;hydroxymethylpyrrole;QSPL 305;AMY19087;MFCD06202624;AKOS009333897;AT16114;SB63065;(1H-Pyrrol-2-yl)-methanol, AldrichCPR;CS-0308501;FT-0647041;EN300-122807;J-500197

Chemical Property of (1H-Pyrrol-2-yl)methanol

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Melting Point: 117.5-118 °C
• Refractive Index: 1.58
• Boiling Point: 246.325 °C at 760 mmHg
• PKA: 14.02±0.10(Predicted)
• Flash Point: 102.774 °C
• PSA: 36.02000
• Density: 1.191 g/cm³
• LogP: 0.50700
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 97.052763847
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

98%min ^*data from raw suppliers

2-Hydroxymethylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=C1)CO
• Uses: (1H-pyrrol-2-yl)Methanol is used in a new synthesis of porphobilinogen and other trisubstituted pyrroles for photodynamic therap. Used in a new synthesis of porphobilinogen and other trisubstituted pyrroles for photodynamic therapy.

Technology Process of (1H-Pyrrol-2-yl)methanol

There total 4 articles about (1H-Pyrrol-2-yl)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: 96.0%

2-pyrrole aldehyde (1003-29-8,254729-95-8) → 2-hydroxymethylpyrrole (27472-36-2)

Guidance literature:

With hydrogen; In isopropyl alcohol; at 110 ℃; for 3h; under 22502.3 Torr; Autoclave;

DOI:10.1016/j.jcat.2016.11.002

Reference yield: 48.0%

methyl Pyrrole-2-carboxylate (1193-62-0) → 2-hydroxymethylpyrrole (27472-36-2)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at 0 ℃; for 1.5h; Inert atmosphere;

DOI:10.1248/cpb.c16-00122

Reference yield:

1-hydroxymethyl-2-pyrrolaldehyde (116967-16-9) → 2-hydroxymethylpyrrole (27472-36-2) + 1,2-bis(hydroxymethyl)pyrrole

Guidance literature:

With sodium tetrahydroborate; In water; for 1.16667h; Title compound not separated from byproducts;

DOI:10.1002/mrc.1260260209

upstream raw materials:

2-pyrrole aldehyde

1-hydroxymethyl-2-pyrrolaldehyde

methyl Pyrrole-2-carboxylate

Downstream raw materials:

2-<(2-acetoxymethylphenyl)thiomethyl>-1H-pyrrole

2-<(2-methoxycarbonylphenyl)thiomethyl>-1H-pyrrole

porphyrin

N-benzyl-1H-pyrrole-2-carboxamide

Refernces

• 1、 Gholap, Sandeep Suryabhan,Dakhil, Abdullah Al,Chakraborty, Priyanka,Li, Huaifeng,Dutta, Indranil,Das, Pradip K.,Huang, Kuo-Wei. "Efficient and chemoselective hydrogenation of aldehydes catalyzed by well-defined PN3-pincer manganese(ii) catalyst precursors: An application in furfural conversion". supporting information. p. 11815 - 11818. Retrieved 2021/11/30.
• 2、 Glatz, Mathias,St?ger, Berthold,Himmelbauer, Daniel,Veiros, Luis F.,Kirchner, Karl. "Chemoselective Hydrogenation of Aldehydes under Mild, Base-Free Conditions: Manganese Outperforms Rhenium". . p. 4009 - 4016. Retrieved 2018/05/23.