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Merck

348015

Sigma-Aldrich

2-Aminobenzylamin

98%

Synonym(e):

(2-Aminomethylphenyl)amine, 2-(Aminomethyl)aniline, 2-(Aminomethyl)benzenamine, 2-Amino-1-benzylamine, [(2-Aminophenyl)methyl]amine, o-Aminobenzylamine

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About This Item

Lineare Formel:
H2NC6H4CH2NH2
CAS-Nummer:
Molekulargewicht:
122.17
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

98%

Form

solid

mp (Schmelzpunkt)

58-61 °C (lit.)

SMILES String

NCc1ccccc1N

InChI

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

InChIKey

GVOYKJPMUUJXBS-UHFFFAOYSA-N

Allgemeine Beschreibung

2-Aminobenzylamine undergoes three-component cyclisation reactions with methyl 3,3,3-trifluoropyruvate, 2-aminobenzylamine and oxo compounds to afford regio- and stereoisomers of tetrahydropyrroloquinazolinones.

Anwendung

2-Aminobenzylamine may be used:
  • in the synthesis of 1,2,3,4-tetrahydroquinazoline oxime, via condensation reaction with 2-(naphthalen-2-yl)-2-oxoacetaldehyde oxime
  • in the synthesis of alkyl 5H-1,4-benzodiazepine-3-carboxylates
  • to modify the phosphate groups on phosphoserine peptides

Piktogramme

CorrosionExclamation mark

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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G Sirikçi et al.
Acta chimica Slovenica, 59(4), 904-911 (2013-09-26)
A novel 1,2,3,4-tetrahydroquinazoline oxime was synthesised from a condensation reaction of 2-(naphthalen-2-yl)-2-oxoacetaldehyde oxime with 2-aminobenzylamine. Subsequently, a-imine oxime complexes of this compound that formed with Co(III) and Ni(II) metal ions were obtained. All structures were characterised by spectral methods (FT-IR
Yu Shi et al.
Analytical chemistry, 80(19), 7614-7623 (2008-09-11)
A novel method is reported to modify the phosphate groups on phosphoserine peptides to the corresponding phosphoramidates, using 2-aminobenzylamine. Upon collision-induced dissociation, the modified peptides release the positively charged phosphoramidate that via gas-phase intramolecular elimination forms a cyclophosphoramidate (CyPAA) ion
Lukas K Filak et al.
Organometallics, 30(2), 273-283 (2011-01-22)
The synthesis of new modified indolo[3,2-c]quinoline ligands L(1)-L(8) with metal-binding sites is reported. By coordination to ruthenium- and osmium-arene moieties 16 complexes of the type [(η(6)-p-cymene)M(L)Cl]Cl (1a,b-8a,b), where M is Ru(II) or Os(II) and L is L(1)-L(8), have been prepared.
Orazio A Attanasi et al.
The Journal of organic chemistry, 76(20), 8320-8328 (2011-09-13)
A novel and simple one-pot synthesis of 3-substituted 2,5,6,7-tetrahydro-1H-1,4-diazepin-2-ones from 1,2-diaza-1,3-dienes (DDs) and N-unsubstituted aliphatic 1,3-diamines is described. Here we also report a procedure to selectively obtain alkyl 5H-1,4-benzodiazepine-3-carboxylates from the DDs and 2-aminobenzylamine. Both processes occur by means of
Bohumil Dolenský et al.
Magnetic resonance in chemistry : MRC, 48(5), 375-385 (2010-03-20)
A new three-component cyclisation reactions of methyl 3,3,3-trifluoropyruvate, 2-aminobenzylamine and oxo compounds afforded tetrahydropyrroloquinazolinones of the types 4 and 5 as mixtures of regio- and stereoisomers. Whereas standard 1D NMR spectroscopy was used for a facile assignment of the cyclization

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