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Sigma-Aldrich

4-Aminobenzylamine

99%

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Synonym(s):
4-(Aminomethyl)aniline, 4-(Aminomethyl)benzenamine, 4-Aminobenzenemethanamine, 4-Aminomethylphenylamine, Toluene-α,4-diamine, p-(Aminomethyl)aniline, p-Aminobenzylamine
Linear Formula:
H2NC6H4CH2NH2
CAS Number:
4403-71-8
Molecular Weight:
122.17
MDL number:
MFCD00075513
UNSPSC Code:
12352100
PubChem Substance ID:
24862908
NACRES:
NA.22

Quality Level

100

Assay

99%

form

liquid

refractive index

n20/D 1.61 (lit.)

bp

101 °C/0.05 mmHg (lit.)

mp

37 °C

density

1.078 g/mL at 25 °C (lit.)

SMILES string

NCc1ccc(N)cc1

InChI

1S/C7H10N2/c8-5-6-1-3-7(9)4-2-6/h1-4H,5,8-9H2

InChI key

BFWYZZPDZZGSLJ-UHFFFAOYSA-N

Related Categories

General description

4-Aminobenzylamine is an aromatic amine. Diazonium cations of 4-aminobenzylamine were generated in situ with sodium nitrite in aqueous HCl, which were used for the modification of glassy carbon electrode by aryl groups having an aliphatic amine group.

Application

4-Aminobenzylamine may be used:
  • in the electrochemical modification of single-walled carbon nanotubes (SWCNTs), via oxidative coupling
  • in the preparation of a novel acridine-based amino acid
  • in the synthesis of two novel fluorescent Photoinduced Electron Transfer (PET) anion sensors, based on the principle of ′fluorophore-spacer-(anion)receptor′
  • in anodic coupling of SWCNTs
  • in the synthesis of polyacrylamide series containing salicylideneaniline moieties, by a double polymer analogous reaction with reactive precursor polymer poly(pentafluorophenylacrylate) (PPFPA)

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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C B Carlson et al.
Bioorganic & medicinal chemistry letters, 10(17), 1979-1982 (2000-09-15)
The preparation of a novel acridine-based amino acid is reported. This N-Alloc-protected monomer can be coupled and deprotected under solid-phase peptide synthesis procedures to create acridine peptide conjugates as potential threading intercalators. A peptide containing this novel amino acid undergoes
Balasubramanian K, et al.
Advanced Materials, 15(18), 1515-1518 (2003)
Electrochemical modification of single carbon nanotubes.
Steven Earl Kooi et al.
Angewandte Chemie (International ed. in English), 41(8), 1353-1355 (2002-04-15)
Dual responsive chemosensors for anions: the combination of fluorescent PET (Photoinduced Electron Transfer) and colorimetric chemosensors in a single molecule.
Gunnlaugsson T, et al.
Tetrahedron Letters, 44(35), 6575-6578 (2003)
Tony Breton et al.
Langmuir : the ACS journal of surfaces and colloids, 24(16), 8711-8718 (2008-07-26)
The electrochemically induced functionalization of glassy carbon electrode by aryl groups having an aliphatic amine group was achieved by reduction of in situ generated diazonium cations in aqueous media. The corresponding diazonium cations of 4-aminobenzylamine, 2-aminobenzylamine, 4-(2-aminoethyl)aniline, N-methyl-1,2-phenylenediamine, and N
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