3-(Aminomethyl)pyrocatechol

Base Information

• Chemical Name: 3-(Aminomethyl)pyrocatechol
• CAS No.: 71412-23-2
• Molecular Formula: C7H9 N O2
• Molecular Weight: 139.154
• European Community (EC) Number: 275-429-1
• UNII: 4RK62SH433
• DSSTox Substance ID: DTXSID90221606
• Nikkaji Number: J294.999G
• Wikidata: Q83099465
• ChEMBL ID: CHEMBL2009539
• Mol file: 71412-23-2.mol

Synonyms:3-(aminomethyl)benzene-1,2-diol;71412-23-2;3-(Aminomethyl)pyrocatechol;2,3-DIHYDROXYBENZYLAMINE;3-(aminomethyl)-1,2-Benzenediol;4RK62SH433;EINECS 275-429-1;3-(Aminomethyl)-1,2-benzenediol HBr;Brenzkatechin- Methylamin;SCHEMBL366656;UNII-4RK62SH433;CHEMBL2009539;DTXSID90221606;WCA41223;MFCD00870500;AKOS010574513;s10740;NCI60_002869;1,2-BENZENEDIOL, 3-(AMINOMETHYL)-;CS-0455116;EN300-367238;A866449

Chemical Property of 3-(Aminomethyl)pyrocatechol

Chemical Property:

• Vapor Pressure: 0.000253mmHg at 25°C
• Melting Point: 256-257 °C(Solv: N,N-dimethylformamide (68-12-2))
• Boiling Point: 314.4°C at 760 mmHg
• PKA: 8.38±0.40(Predicted)
• Flash Point: 143.9°C
• PSA: 66.48000
• Density: 1.309g/cm³
• LogP: 1.25680
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 139.063328530
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99.90% ^*data from raw suppliers

2,3-Dihydroxybenzylamine 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)O)O)CN

Technology Process of 3-(Aminomethyl)pyrocatechol

There total 3 articles about 3-(Aminomethyl)pyrocatechol 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:

2,3-dimethoxybenzyl amine (4393-09-3) → 3-(aminomethyl)benzene-1,2-diol (71412-23-2)

Guidance literature:

With hydrogen iodide; at 130 - 140 ℃;

Reference yield:

2,3-dimethyoxybenzaldehyde (86-51-1) → 3-(aminomethyl)benzene-1,2-diol (71412-23-2)

Guidance literature:

Multistep reaction; (i) NH₂OH, (ii) H₂, Pd-C, HCl, EtOH, (iii) aq. HCl;

DOI:10.1021/ja01076a043

Reference yield:

oxime of 2,3-dimethoxy-benzaldehyde (5470-95-1) → 3-(aminomethyl)benzene-1,2-diol (71412-23-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium amalgam; alcoholic acetic acid / 40 - 50 °C

2: hydriodic acid / 130 - 140 °C

With sodium amalgam; hydrogen iodide; acetic acid;

upstream raw materials:

2,3-dimethoxybenzyl amine

2,3-dimethyoxybenzaldehyde

oxime of 2,3-dimethoxy-benzaldehyde

Downstream raw materials:

2-chloro-6-(2,3-dihydroxybenzylamino)purine riboside