55414-72-7

Basic information

• Product Name: (2-amino-5-methoxyphenyl)methanol
• Synonyms: (2-amino-5-methoxyphenyl)methanol;(2-Amino-5-methoxyphenyl)
• CAS NO: 55414-72-7
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.17844
• Mol File: 55414-72-7.mol
• Article Data: 28

Chemical Properties

• Melting Point: 88-90 °C
• Boiling Point: 328.1±27.0 °C(Predicted)
• Appearance: /
• Density: 1.182±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 14.28±0.10(Predicted)
• CAS DataBase Reference: (2-amino-5-methoxyphenyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2-amino-5-methoxyphenyl)methanol(55414-72-7)
• EPA Substance Registry System: (2-amino-5-methoxyphenyl)methanol(55414-72-7)

Safety Data

• Hazardous Substances Data: 55414-72-7(Hazardous Substances Data)

Usage

General Description

(2-amino-5-methoxyphenyl)methanol, also known as AMMA, is a chemical compound with the molecular formula C9H13NO2. It is a derivative of phenethylamine and is classified as a substituted phenol. AMMA is a white crystalline solid at room temperature and is soluble in organic solvents. It is commonly used as a precursor in the synthesis of various pharmaceuticals and other organic compounds. AMMA has also been studied for its potential biological and pharmacological properties, including its role as a dopamine receptor agonist and potential applications in the treatment of neurological disorders.

Upstream product

• 1882-70-8 2-amino-5-methoxybenzoic acid hydrochloride 
• 20357-24-8 5-methoxy-2-nitro-benzaldehyde 
• 2475-80-1 methyl 2-amino-5-methoxybenzoate 
• 6705-03-9 2-Amino-5-methoxybenzoic acid 
• 879-55-0 (5-methoxy-2'-nitrophenyl)methanol 
• 2327-45-9 methyl 2-nitro-5-(methoxy)benzoate 
• 1882-69-5 5-methoxy-2-nitro-benzoic acid 

Downstream Products

• 55412-51-6 2-amino-N,N-dimethyl-5-methoxy-benzylamine 
• 871583-86-7 1-(4-bromophenyl)-8-methoxy-4H,6H-[1,2,4]triazolo[4,3-a][4,1]benzoxazepine 
• 55412-52-7 2-amino-N,N-diethyl-5-methoxy-benzylamine 
• 55412-59-4 2-amino-N-cyclohexyl-N-ethyl-5-methoxy-benzylamine 
• 55412-58-3 2-amino-N-cyclohexyl-5-methoxy-N-methyl-benzylamine 
• 37041-35-3 3-Phenyl-6-methoxyquinoline 
• 4789-73-5 2-phenyl-6-methoxyquinoline 

Relevant articles and documents

Access to 5,6-Spirocycles Bearing Three Contiguous Stereocenters via Pd-Catalyzed Stereoselective [4 + 2] Cycloaddition of Azadienes

We present herein a highly diastereo- and enantioselective Pd-catalyzed [4 + 2] cycloaddition of benzofuran-derived azadienes with vinyl benzoxazinanones, which represents a rare highly stereoselective cycloaddition of this class of fused azadienes as a two-atom synthon. The use of a phosphoramidite ligand bearing a chiral secondary amine with a simple biphenyl backbone proved to be the key to construct the novel spirocyclic tetrahydroquinoline scaffold containing three contiguous stereocenters as a single diastereomer in high enantioselectivity.

Ynamide Smiles Rearrangement Triggered by Visible-Light-Mediated Regioselective Ketyl-Ynamide Coupling: Rapid Access to Functionalized Indoles and Isoquinolines

In the past decades, significant advances have been made on radical Smiles rearrangement. However, the eventually formed radical intermediates in these reactions are limited to the amidyl radical, except for the few examples initiated by a N-centered radical. Here, a novel and practical radical Smiles rearrangement triggered by photoredox-catalyzed regioselective ketyl-ynamide coupling is reported, which represents the first radical Smiles rearrangement of ynamides. This method enables facile access to a variety of valuable 2-benzhydrylindoles with broad substrate scope in generally good yields under mild reaction conditions. In addition, this chemistry can also be extended to the divergent synthesis of versatile 3-benzhydrylisoquinolines through a similar ketyl-ynamide coupling and radical Smiles rearrangement, followed by dehydrogenative oxidation. Moreover, such an ynamide Smiles rearrangement initiated by intermolecular photoredox catalysis via addition of external radical sources is also achieved. By control experiments, the reaction was shown to proceed via key ketyl radical and α-imino carbon radical intermediates.

Visible-light-induced radical isocyanide insertion protocol for the synthesis of difluoromethylated spiro[indole-3,3′-quinoline] derivatives

Herein, we report the first protocol for visible-light-induced radical isocyanide insertion reactions between 3-(2-isocyanobenzyl)-indoles and bromodifluoroacetates or bromodifluoroacetamides. The protocol, which has good functional group tolerance and a broad substrate scope, constitutes an efficient and general route to difluoromethylated spiro[indole-3,3′-quinoline] derivatives. This journal is