4152-92-5 Usage
Description
[2-(aminomethyl)phenyl]methanol, also known as (2-(aminomethyl)phenyl)methanol, is an organic compound that serves as a versatile intermediate in various chemical and pharmaceutical applications. It is characterized by its aminomethyl group attached to a phenyl ring, which allows for further functionalization and incorporation into more complex molecules.
Uses
Used in Organic Synthesis:
[2-(aminomethyl)phenyl]methanol is used as an organic synthesis intermediate for the creation of various complex organic molecules. Its unique structure facilitates the formation of new chemical bonds and the development of novel compounds with potential applications in different industries.
Used in Pharmaceutical Industry:
[2-(aminomethyl)phenyl]methanol is used as a pharmaceutical intermediate, playing a crucial role in the development of new drugs and therapeutic agents. Its ability to be incorporated into more complex molecular structures makes it a valuable component in the design and synthesis of pharmaceutical compounds.
Used in Laboratory Research and Development:
[2-(aminomethyl)phenyl]methanol is utilized as a research intermediate in the laboratory setting, where it aids in the exploration of new chemical reactions and the synthesis of novel compounds. Its presence in the lab allows researchers to study its properties and potential applications in various fields.
Used in Chemical Production Process:
[2-(aminomethyl)phenyl]methanol is also employed in the chemical production process, where it serves as a key component in the manufacturing of various chemicals and materials. Its versatility and reactivity make it an essential part of the chemical production pipeline.
Used in Total Synthesis of Adalinine:
[2-(aminomethyl)phenyl]methanol is a useful research intermediate for the total synthesis of Adalinine, a compound with potential applications in the pharmaceutical and chemical industries. Its role in the synthesis process highlights its importance in the development of new and innovative products.
Synthesis
(4-Aminomethyl-phenyl)-methanol hydrochloride salt 4-Hydroxymethyl-benzonitrile (2.0 g, 15 mol) was reduced using Raney nickel (0. 5g) and hydrogen (50 psi) in MeOH: NH3 (100ml) for 20 hours. The reaction mixture was filtered through a pad of celite. The filtrate was concentrated under reduced pressure to afford (4-aminomethyl-phenyl)-methanol hydrochloride salt (2.01 g, 98percent) as a white solid of sufficient purity for use without further purification: MS (APCI+) : m/z 138.3 (M+H).
Check Digit Verification of cas no
The CAS Registry Mumber 4152-92-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,5 and 2 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 4152-92:
(6*4)+(5*1)+(4*5)+(3*2)+(2*9)+(1*2)=75
75 % 10 = 5
So 4152-92-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO/c9-5-7-3-1-2-4-8(7)6-10/h1-4,10H,5-6,9H2
4152-92-5Relevant articles and documents
Reaction of seven-membered cyclic orthosilicates with acetonitrile
Kuznetsov,Bochkor,Brusilovskii,Mazepa
, p. 295 - 296 (2001)
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meta-Selective C?H Borylation of Benzylamine-, Phenethylamine-, and Phenylpropylamine-Derived Amides Enabled by a Single Anionic Ligand
Davis, Holly J.,Genov, Georgi R.,Phipps, Robert J.
supporting information, p. 13351 - 13355 (2017/10/07)
Selective functionalization at the meta position of arenes remains a significant challenge. In this work, we demonstrate that a single anionic bipyridine ligand bearing a remote sulfonate group enables selective iridium-catalyzed borylation of a range of common amine-containing aromatic molecules at the arene meta position. We propose that this selectivity is the result of a key hydrogen bonding interaction between the substrate and catalyst. The scope of this meta-selective borylation is demonstrated on amides derived from benzylamines, phenethylamines and phenylpropylamines; amine-containing building blocks of great utility in many applications.
Rhodium-catalyzed asymmetric hydrogenation of olefins with PhthalaPhos, a new class of chiral supramolecular ligands
Pignataro, Luca,Boghi, Michele,Civera, Monica,Carboni, Stefano,Piarulli, Umberto,Gennari, Cesare
supporting information; experimental part, p. 1383 - 1400 (2012/03/27)
A library of 19 binol-derived chiral monophosphites that contain a phthalic acid diamide group (Phthala- Phos) has been designed and synthesized in four steps. These new ligands were screened in the rhodium-catalyzed enantioselective hydrogenation of prochiral dehydroamino esters and enamides. Several members of the library showed excellent enantioselectivity with methyl 2-acetamido acrylate (6 ligands gave >97% ee), methyl (Z)-2- acetamido cinnamate (6 ligands gave >94% ee), and N-(1-phenylvinyl)acetamide (9 ligands gave >95% ee), whilst only a few representatives afforded high enantioselectivities for challenging and industrially relevant substrates N-(3,4-dihydronaphthalen-1- yl)-acetamide (96% ee in one case) and methyl (E)-2-(acetamidomethyl)-3- phenylacrylate (99% ee in one case). In most cases, the new ligands were more active and more stereoselective than their structurally related monodentate phosphites (which are devoid of functional groups that are capable of hydrogen-bonding interactions). Control experiments and kinetic studies were carried out that allowed us to demonstrate that hydrogen-bonding interactions involving the diamide group of the PhthalaPhos ligands strongly contribute to their outstanding catalytic properties. Computational studies carried out on a rhodium precatalyst and on a conceivable intermediate in the hydrogenation catalytic cycle shed some light on the role played by hydrogen bonding, which is likely to act in a substrate-orientation effect.
