DL-alpha-Methylbenzylamine

Base Information

• 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

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;

Chemical Property of DL-alpha-Methylbenzylamine

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): C
• Hazard Codes: C
• 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:

Reference yield: 97.0%

acetophenone (98-86-2) → rac-methylbenzylamine (618-36-0)

Guidance literature:

With C₂₆H₃₄ClIrN₄O; ammonium formate; acetic acid; In methanol; at 80 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.9b01565

Reference yield: 97.0%

N-formyl-α-methylbenzylamine (6948-01-2) → rac-methylbenzylamine (618-36-0)

Guidance literature:

With caesium carbonate; In methanol; at 80 ℃; for 3h;

Reference yield: 88.0%

(RS)-N-(1-phenylethyl)-P,P-diphenylphosphinamide (67764-56-1) → rac-methylbenzylamine (618-36-0)

Guidance literature:

With hydrogenchloride; In ethanol; at 20 ℃; for 2h;

upstream raw materials:

acetophenone oxime

N-benzyl-1-phenylethylamine

chloroform

hexamethylenetetramine

Downstream raw materials:

1,1-diphenyl-N-(1-phenylethyl)methanimine

N-(1-phenylethyl)benzamide

(S)-1-phenyl-ethylamine

(R)-1-phenyl-ethyl-amine

Refernces

• 1、 Koch, Kaspar,Van Weerdenburg, Bram J.A.,Verkade, Jorge M.M.,Nieuwland, Pieter J.,Rutjes, Floris P.J.T.,Van Hest, Jan C.M.. "Optimizing the deprotection of the amine protecting p-methoxyphenyl group in an automated microreactor platform". . p. 1003 - 1006. Retrieved 2009.
• 2、 Wen, Jialin,Yang, Huaxin,Zhang, Xumu,Zhang, Zhihan,Zhou, Yang. "Iridium-Catalyzed Hydroiodination and Formal Hydroamination of Olefins with N-Iodo Reagents and Molecular Hydrogen: An Umpolung Strategy". . p. 1842 - 1847. Retrieved 2022/03/14.
• 3、 Polishchuk, Iuliia,Sklyaruk, Jan,Lebedev, Yury,Rueping, Magnus. "Air Stable Iridium Catalysts for Direct Reductive Amination of Ketones". supporting information. p. 5919 - 5922. Retrieved 2021/03/08.