168050-39-3

Basic information

• Product Name: 4-N-CBZ-AMINOMETHYLANILINE
• Synonyms: BENZYL 4-AMINOBENZYLCARBAMATE;4-N-CBZ-AMINOMETHYLANILINE;(4-AMINO-BENZYL)-CARBAMIC ACID BENZYL ESTER;CarbaMic acid, [(4-aMinophenyl)Methyl]-, phenylMethyl ester;Carbamic acid, N-[(4-aminophenyl)methyl]-, phenylmethyl ester
• CAS NO: 168050-39-3
• Molecular Formula: C₁₅H₁₆N₂O₂
• Molecular Weight: 256.3
• Mol File: 168050-39-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 173 °C
• Boiling Point: 472.9°C at 760 mmHg
• Flash Point: 239.8°C
• Appearance: /
• Density: 1.197g/cm³
• Vapor Pressure: 4.11E-09mmHg at 25°C
• Refractive Index: 1.613
• Storage Temp.: 2-8°C
• PKA: 12.41±0.46(Predicted)
• CAS DataBase Reference: 4-N-CBZ-AMINOMETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-N-CBZ-AMINOMETHYLANILINE(168050-39-3)
• EPA Substance Registry System: 4-N-CBZ-AMINOMETHYLANILINE(168050-39-3)

Safety Data

• Hazardous Substances Data: 168050-39-3(Hazardous Substances Data)

Usage

General Description

4-N-CBZ-AMINOMETHYLANILINE is a chemical compound that is widely used in the field of organic chemistry and pharmaceuticals. It is a derivative of aniline and contains a carbamate group, making it suitable for various synthetic processes. The compound has been utilized in the synthesis of complex organic molecules, particularly in the pharmaceutical industry for the production of various types of drugs. It is known for its ability to serve as a building block for the creation of novel chemical entities with potential therapeutic applications. Its versatility and unique structural features make it a valuable tool for chemical research and drug development.

InChI:InChI=1/C15H16N2O2/c16-14-8-6-12(7-9-14)10-17-15(18)19-11-13-4-2-1-3-5-13/h1-9H,10-11,16H2,(H,17,18)

Upstream product

• 4403-71-8 (4-aminomethyl)aniline 
• 530-62-1 1,1'-carbonyldiimidazole 
• 100-51-6 benzyl alcohol 
• 1885-14-9 phenyl chloroformate 
• 501-53-1 benzyl chloroformate 
• 39896-94-1 benzyl 4-nitrobenzylcarbamate 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 630125-51-8 [4-(benzyloxycarbonylamino-methyl)phenyl]-carbamic acid tert-butyl ester 

Downstream Products

• 327973-78-4 1-[4-(N-Z-aminomethyl)-phenyl]-2,3-di-Boc-guanidine 
• 1192581-56-8 Fmoc-Val-Ala-PAB-NH₂ 

Relevant articles and documents

Chemoselective reductions of nitroarenes: Bromoethanol-assisted phthalocyanatoiron/NaBH4 reductions

Porphyrinatoiron/NaBH4 and a novel phthalocyanatoiron/NaBH4 catalyst systems were investigated for the reductions of nitroarenes. The phthalocyanatoiron/NaBH4 system was superior to the porphyrinatoiron/NaBH4 system. The reductions were performed in good yields and excellent chemoselectivities. The rate of reduction by the PcFe/NaBH4 system increased upon the addition of 2-bromoethanol.

A Straightforward Approach to Multifunctional Graphene

Graphene has been covalently functionalized through a one-pot reductive pathway using graphite intercalation compounds (GICs), in particular KC8, with three different orthogonally protected derivatives of 4-aminobenzylamine. This novel multifunctional platform exhibits excellent bulk functionalization homogeneity (Hbulk) and degree of addition while preserving the chemical functionalities of the organic addends through different protecting groups, namely: tert-butyloxycarbonyl (Boc), benzyloxycarbonyl (Cbz) and phthalimide (Pht). We have employed (temperature-dependent) statistical Raman spectroscopy (SRS), X-ray photoelectron spectroscopy (XPS), magic angle spinning solid state 13C NMR (MAS-NMR), and a characterization tool consisting of thermogravimetric analysis coupled with gas chromatography and mass spectrometry (TG-GC-MS) to unambiguously demonstrate the covalent binding and the chemical nature of the different molecular linkers. This work paves the way for the development of smart graphene-based materials of great interest in biomedicine or electronics, to name a few, and will serve as a guide in the design of new 2D multifunctional materials.

Sequential one-pot access to molecular diversity through aniline aqueous borylation

On the basis of our recently reported aniline aqueous borylation, molecular diversity was achieved in a one-pot process by combining other reactions such as esterification, Suzuki-Miyaura coupling, hydrogenolysis, or Petasis borono-Mannich.