(1R)-1-phenylethanamine

Base Information

• Chemical Name: (1R)-1-phenylethanamine
• CAS No.: 3886-69-9
• Molecular Formula: C8H11N
• Molecular Weight: 121.182
• Hs Code.: 29214980
• European Community (EC) Number: 223-423-4
• UNII: V022ZK8GZ5
• DSSTox Substance ID: DTXSID80930735
• Nikkaji Number: J45.982H
• Wikidata: Q27116453
• Metabolomics Workbench ID: 55094
• ChEMBL ID: CHEMBL19969
• Mol file: 3886-69-9.mol

Synonyms:3886-69-9;(R)-(+)-1-Phenylethylamine;(R)-1-phenylethanamine;(1R)-1-phenylethanamine;(R)-1-Phenylethylamine;(R)-(+)-alpha-Methylbenzylamine;D-alpha-Methylbenzylamine;(1R)-1-phenylethan-1-amine;(R)-alpha-Methylbenzenemethanamine;1-Phenethylamine, (+)-;(R)-1-phenylethan-1-amine;(1R)-1-phenylethylamine;UNII-V022ZK8GZ5;CHEMBL19969;(alphaR)-alpha-methylbenzenemethanamine;V022ZK8GZ5;(R)-(+)-1-Methylbenzylamine;MFCD00064405;R-(+)-ALPHA-METHYLBENZYLAMINE;(R)-alpha-methylbenzylamine;(1R)-(+)-1-Phenylethylamine;CHEBI:35322;(+)-(R)-alpha-methylbenzylamine;Benzenemethanamine, .alpha.-methyl-, (.alpha.R)-;EINECS 223-423-4;[R]-1-phenylethylamine;Benzenemethanamine, alpha-methyl-, (alphaR)-;EC 223-423-4;[R]-(+)-1-phenylethylamine;R(+)-a- phenylethylamine;R-Alfa-Methylbenzylamine;(R)-a-Methylbenzylamine;R(+)-|A-phenylethylamine;(R)-(+)-?-Methylbenzylamine;QSC;(r)-phenylethylamine;Benzenemethanamine, .alpha.-methyl-, (R)-;d-1-phenylethylamine;(+)-1-phenethylamine;(R)-2-phenylethylamine;r-(+)-methylbenzylamine;(R)1-Phenyl-Ethylamine;(R)-1-phenylethylarnine;(r)-1-phenyl ethylamine;1(r)-phenyl ethyl amine;r(+)-1-phenylethylamine;(R)-1-phenyl-ethylamine;(R)alpha-methylbenzylamine;(+)-alpha-phenylethylamine;(r)-1-phenyl-ethyl-amine;(1 R)-1-phenylethanamine;(1R)-1-phenyl-ethylamine;(R)-(1-phenylethyl)amine;r(+)alpha-methylbenzylamine;(R)-alpha-methylbenzylarnine;SCHEMBL42393;(r)-(+)-1-phenethylamine;(R)-1-(phenyl)-ethylamine;(R)-alpha-methyl benzylamine;[(1R)-1-phenylethyl]amine;alpha-Formylmandeloyl chloride;(r)-(+)-a-methylbenzylamine;(1R)-1-phenyl-1-ethanamine;(R)-(-)-1-phenylethylamine;D-(+)-2-Amino-1-Butanol;R-(+)-alpha methylbenzylamine;SCHEMBL4165369;D-.ALPHA.-PHENETHYLAMINE;(R)-(+)-|A-Methylbenzylamine;DTXSID80930735;(R)-(-)-alpha-methylbenzylamine;(R)-(+)-alpha-methyl benzylamine;(R)-(+)-alpha-methyl-benzylamine;(R)-(+)-alpha-methylbenzyl amine;D-.ALPHA.-METHYLBENZYLAMINE;(R)-(+)- alpha -Methylbenzylamine;BDBM50028628;(R)-(+)-1-PHENYLETHANAMINE;AKOS005256786;AC-8773;CS-W008645;(+)-(R)-alpha-methylbenzenemethanamine;(+)-(R)-alpha-methyl-benzenemethanamine;(R)-(+)-alpha-Methylbenzylamine, 98%;A6546;AM20060613;P0794;EN300-67366;D77692;.ALPHA.-METHYLBENZYLAMINE (+)-FORM [MI];Q-200619;Q-200923;Q27116453;F8889-8738;Z1079183182;(R)-(+)-alpha-Methylbenzylamine, >=99%, ChiraSelect(TM);(R)-(+)-alpha-Methylbenzylamine, ChiPros(R), produced by BASF, >=99.0%;(R)-(+)-alpha-Methylbenzylamine, for chiral derivatization, >=99.0%;Levetiracetam impurity E, European Pharmacopoeia (EP) Reference Standard;(R)-(+)-alpha-Methylbenzylamine, purum, >=98.0% (sum of enantiomers, GC);(alphaR)-alpha-Methyl-benzenemethanamine (+)-alpha-Phenethylamine (R)-1-Amino-1-phenylethane

Chemical Property of (1R)-1-phenylethanamine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liqui
• Vapor Pressure: 0.5 mm Hg ( 20 °C)
• Melting Point: -10 °C
• Refractive Index: 1.5260
• Boiling Point: 183 °C at 760 mmHg
• PKA: 9.04±0.10(Predicted)
• Flash Point: 75.8 °C
• PSA: 26.02000
• Density: 0.956 g/cm³
• LogP: 2.40660
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: 40g/l
• Water Solubility.: 40 g/L (20 ºC)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 121.089149355
• Heavy Atom Count: 9
• Complexity: 74.6

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-α-Methylbenzylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 21/22-34
• Safety Statements: 26-28-36/37/39-45-28A-27

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC(C1=CC=CC=C1)N
• Isomeric SMILES: C[C@H](C1=CC=CC=C1)N
• Description: (1R)-1-Phenylethanamine, also known as (R)-1-phenylethanamine, is an organic compound which is a primary amine. It's structure consists of a phenyl group attached to the ethylamine moiety, with the amine group (NH2) at the end of the ethyl chain.
• Categories: (1R)-1-Phenylethanamine belongs to the category of chiral amines and is commonly used in chiral resolutions.
• Uses and Mechanism of Action: (1R)-1-Phenylethanamine is utilized in chiral resolutions, particularly in crystallization processes to obtain diastereomeric salts with excellent diastereoselectivity. In crystallization processes, (1R)-1-Phenylethanamine interacts with other compounds, such as cis-permethric acid, to form diastereomeric salts through specific intermolecular interactions, resulting in the separation of enantiomers.
• References: [1] Synthesis, crystal structure and thermal investigation of molecular salts of (R)-1-phenylethanamine combined with quantum chemical studies; DOI 10.1016/j.molstruc.2022.134097; [2] Crystallization and Resolution of cis-Permethric Acid with Carbon Dioxide Antisolvent; DOI 10.1002/ceat.201300718

Technology Process of (1R)-1-phenylethanamine

There total 242 articles about (1R)-1-phenylethanamine 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: 100.0%

methanol (67-56-1) → (S)-methyl 2-(2-oxopyrrolidin-1-yl)-2-butanoate (358629-51-3) + (R)-1-phenyl-ethyl-amine (3886-69-9)

Guidance literature:

(-)-(S)-alpha-ethyl-2-oxo-1-pyrrolidineacet-N-(+)-(R)-(1-phenylethyl)-amide; With sulfonic acid type-ion exchange resin; water; In toluene; for 6h; not specified Heating / reflux;

methanol; With sulfonic acid type-ion exchange resin; In water; toluene; at 60 ℃; for 3h;

Reference yield: 98.4%

(R)-2-methyl-N-(1-phenylethyl)propane-2-sulfonamide → (R)-1-phenyl-ethyl-amine (3886-69-9)

Guidance literature:

With aluminum (III) chloride; methoxybenzene; In dichloromethane; at 30 ℃; for 2h;

Reference yield: 98.0%

N-acetyl-1-phenylethylamine (36283-44-0,6284-14-6) → (R)-1-phenyl-ethyl-amine (3886-69-9)

Guidance literature:

N-acetyl-1-phenylethylamine; With hydrogenchloride; methanol; water; at 80 ℃; for 15h;

With water; sodium hydroxide;

upstream raw materials:

acetophenone oxime

rac-methylbenzylamine

acetophenone N-benzoylhydrazone

O-methyl acetophenone oxime

Downstream raw materials:

N-(R)-(α-methylbenzyl)(2-furyl)formaldimine

4-oxo-4-((1R)-phenylethylamino)butanoic acid

piperonal-((R)-1-phenyl-ethylimine)

N,N'-bis-((R)-1-phenyl-ethyl)-fumaramide

Refernces

• 1、 Fumagalli, Laura,Bolchi, Cristiano,Bavo, Francesco,Pallavicini, Marco. "Crystallization-based resolution of 1,4-benzodioxane-2-carboxylic acid enantiomers via diastereomeric 1-phenylethylamides". . p. 2009 - 2011. Retrieved 2016.
• 2、 -. "Method for recycling perindopril intermediate resolving agent (R)-(+)-alpha-phenylethylamine". Paragraph 0045-0048. . Retrieved 2021/07/10.
• 3、 Tseliou, Vasilis,Schilder, Don,Masman, Marcelo F.,Knaus, Tanja,Mutti, Francesco G.. "Generation of Oxidoreductases with Dual Alcohol Dehydrogenase and Amine Dehydrogenase Activity". supporting information. p. 3315 - 3325. Retrieved 2020/12/11.