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DL-alpha-Methylbenzylamine

Base Information Edit
  • Chemical Name:DL-alpha-Methylbenzylamine
  • CAS No.:618-36-0
  • Deprecated CAS:98-84-0
  • Molecular Formula:C8H11N
  • Molecular Weight:121.182
  • Hs Code.:29214980
  • European Community (EC) Number:210-545-8,202-706-6
  • NSC Number:8391
  • UNII:HZ9DM6B2MT
  • DSSTox Substance ID:DTXSID40862301
  • Nikkaji Number:J66.056F
  • Wikipedia:1-Phenylethylamine
  • Wikidata:Q3560549
  • Metabolomics Workbench ID:130009
  • ChEMBL ID:CHEMBL278059
  • Mol file:618-36-0.mol
DL-alpha-Methylbenzylamine

Synonyms:Benzylamine, a-methyl-, dl- (5CI);(1-Aminoethyl)benzene;(RS)-1-Phenylethylamine;(RS)-α-Methylbenzylamine;1-Amino-1-phenylethane;1-Phenyl-1-ethanamine;1-Phenylethanamine;1-Phenylethylamine;APEA;DL-1-Phenylethylamine;DL-α-Methylbenzylamine;DL-α-Phenylethylamine;Ethanamine, 1-phenyl-;NSC 8391;dl-α-Phenethylamine;α-Aminoethylbenzene;α-Methylbenzenemethanamine;α-Methylbenzylamine;α-Phenethylamine;

Suppliers and Price of DL-alpha-Methylbenzylamine
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • DL-α-Methylbenzylamine
  • 1g
  • $ 55.00
  • TRC
  • DL-α-Methylbenzylamine
  • 100g
  • $ 545.00
  • TRC
  • DL-α-Methylbenzylamine
  • 25g
  • $ 185.00
  • TRC
  • DL-α-Methylbenzylamine
  • 5g
  • $ 120.00
  • TCI Chemical
  • DL-1-Phenylethylamine >98.0%(GC)(T)
  • 500mL
  • $ 81.00
  • TCI Chemical
  • DL-1-Phenylethylamine >98.0%(GC)(T)
  • 100mL
  • $ 32.00
  • TCI Chemical
  • DL-1-Phenylethylamine >98.0%(GC)(T)
  • 25mL
  • $ 19.00
  • Sigma-Aldrich
  • DL-1-Phenylethylamine for synthesis. CAS 618-36-0, chemical formula C H CH(CH )NH ., for synthesis
  • 8212560100
  • $ 29.80
  • Sigma-Aldrich
  • α-Methylbenzylamine 99%
  • 100ml
  • $ 29.10
  • Sigma-Aldrich
  • DL-1-Phenylethylamine forsynthesis
  • 100 mL
  • $ 28.58
Total 113 raw suppliers
Chemical Property of DL-alpha-Methylbenzylamine Edit
Chemical Property:
  • Appearance/Colour:liquid 
  • Vapor Pressure:0.7 hPa (20 °C) 
  • Melting Point:-65 °C 
  • Refractive Index:n20/D 1.526(lit.)  
  • Boiling Point:183.007 °C at 760 mmHg 
  • PKA:9.04±0.10(Predicted) 
  • Flash Point:75.803 °C 
  • Density:0.957 g/cm3 
  • Storage Temp.:Store below +30°C. 
  • Sensitive.:Air Sensitive 
  • Solubility.:42g/l 
  • Water Solubility.:4.2 g/100 mL (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:

98% *data from raw suppliers

DL-α-Methylbenzylamine *data from reagent suppliers

Safty Information:
  • Pictogram(s): Corrosive
  • Hazard Codes:
  • Statements: 21/22-34 
  • Safety Statements: 26-28-36/37/39-45-28A 
MSDS Files:

SDS file from LookChem

Useful:
  • Chemical Classes:Nitrogen Compounds -> Amines, Aromatic
  • Canonical SMILES:CC(C1=CC=CC=C1)N
  • Uses Used for synthesis and as an emulsifying agent; used as a resolving agent and chiral intermediate. α-Methylbenzylamine can be used as a reactant for the synthesis of dihydro-5H-dibenz[c,e]azepinium salts by reacting with racemic biphenol derivatives.
Technology Process of DL-alpha-Methylbenzylamine

There total 148 articles about DL-alpha-Methylbenzylamine 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:
Guidance literature:
With C26H34ClIrN4O; ammonium formate; acetic acid; In methanol; at 80 ℃; for 4h; Inert atmosphere; Schlenk technique;
DOI:10.1021/acs.joc.9b01565
Guidance literature:
With caesium carbonate; In methanol; at 80 ℃; for 3h;
Guidance literature:
With hydrogenchloride; In ethanol; at 20 ℃; for 2h;
Refernces Edit

PREPARATION AND CHIRAL RECOGNITION OF NEW CHIRAL 18-CROWN-6 ETHERS

10.1246/cl.1982.1409

The research aimed to prepare and assess the chiral recognition of new chiral 18-crown-6 ethers, which are macrocyclic polyethers with phenyl, 1-naphthyl, or tetramethylphenyl substituents. The purpose was to enhance the chiral recognition capabilities of these compounds, particularly for 1-phenylethylamine, and to understand their complexation equilibria with racemic primary alkylammonium salts. The researchers synthesized four new chiral macrocyclic polyethers through a series of reactions starting from ethyl-(L)-tartarate and involving various reagents such as 1-naphthol, NaH, DMF, Grignard reagents, Li2CuCl4, and NaBH4. The chiral recognition was measured by distributing racemic 1-phenylethylamine salt between H2O and CHCl3 layers, with the organic layer containing the chiral crown ethers. The study concluded that crown ethers (3a), (3c), and (3d) recognized the chirality of the amine salt, with the exception of (3b), suggesting that the rigidity and size of the substituents play a crucial role in chiral recognition. The researchers are continuing their work to prepare other chiral 18-crown-6 type ethers with larger and more rigid substituents to further improve chiral recognition.

ENZYME CATALYSED HYDROLYSIS OF DIALKYLATED PROPANEDIOIC ACID DIESTERS, CHAIN LENGTH DEPENDENT REVERSAL OF ENANTIOSELECTIVITY

10.1016/S0040-4020(01)96536-6

The research investigates the enzyme-catalyzed hydrolysis of dialkylated propanedioic acid diesters, focusing on how the chain length of the alkyl substituents impacts enantioselectivity. Pig liver esterase and chymotrypsin were utilized as catalysts. A notable reversal of enantioselectivity from pro-5 to pro-1 was observed based on the alkyl chain length. For instance, substrates with short alkyl chains (1-3 and 8-10) yielded up to 73% enantiomeric excess (e.e.) of the R-enantiomer when hydrolyzed by pig liver esterase, while longer chain homologues (4-6 and 11) produced the L-enantiomer with almost 90% e.e. In the case of chymotrypsin, it selectively hydrolyzed benzylmethylpropanedioic acid diesters to yield optically pure monoesters. The study also involved the synthesis of dialkylated propanedioic acid diesters through reactions with sodium, methanol, propanedioic acid dimethyl ester, and various alkyl halides. The enantiomeric excess was determined using NMR spectroscopy in the presence of optically pure l-phenylethylamine. The absolute configuration was established through a series of chemical transformations, including acyl-azide formation and Curtius rearrangement, starting from the optically pure monoester obtained via chymotrypsin hydrolysis. The research provides valuable insights into the structural effects on the kinetics and enantioselectivity of enzyme-catalyzed reactions, which can be applied in the synthesis of chiral compounds with biological or pharmacological significance.

Reactions of Primary Amines with Organolithium Compounds

10.1021/jo00171a038

The purpose of this study is to explore the reaction pathways and products formed when primary amines react with organolithium compounds under mild conditions. The researchers used various primary amines, such as benzylamine, 1-hexanamine, and 1-phenylethanamine, along with organolithium reagents like n-butyllithium, tert-butyllithium, methyllithium, and phenyllithium. The study concluded that these reactions primarily involve three steps: mono- and dilithiation of the primary amine, elimination to form N-lithioimines, and addition of the organolithium compound to the lithioimine. The products include imines, α-substituted primary amines, and N-alkylimines.

OPTICALLY ACTIVE PERFLUORO-2-PROPOXYPROPIONIC ACID

10.1246/cl.1980.843

The research focuses on the synthesis and characterization of optically active perfluoro-2-propoxypropionic acid. The key chemicals involved include perfluoro-2-propoxypropionyl fluoride, which was prepared by the anionic dimerization of perfluoro-1,2-epoxypropane using tetramethylurea in diglyme. This fluoride reacted with (-)-1-phenylethylamine to form a mixture of diastereomeric amides. These amides were separated chromatographically, and their subsequent hydrolysis yielded the enantiomers of perfluoro-2-propoxypropionic acid, marking the first example of optically active organic perfluoro compounds. The study highlights the potential of these compounds as reagents for analyzing enantiomers and as solvents for 1H NMR analysis of chiral molecules, given their stability and lack of hydrogen atoms.

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