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368466

Sigma-Aldrich

4-Aminobenzylamine

99%

Synonym(s):

4-(Aminomethyl)aniline, 4-(Aminomethyl)benzenamine, 4-Aminobenzenemethanamine, 4-Aminomethylphenylamine, Toluene-α,4-diamine, p-(Aminomethyl)aniline, p-Aminobenzylamine

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About This Item

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBH4675V
SHBG5012V
SHBG1246V
SHBD7356V
SHBF0181V

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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)
Temperature-and light-responsive polyacrylamides prepared by a double polymer analogous reaction of activated ester polymers.
Jochum FD and Theato P.
Macromolecules, 42(16), 5941-5945 (2009)
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)
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