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348015

Sigma-Aldrich

2-Aminobenzylamine

98%

Synonym(s):

(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

Linear Formula:
H2NC6H4CH2NH2
CAS Number:
4403-69-4
Molecular Weight:
122.17
MDL number:
MFCD00075408
UNSPSC Code:
12352100
PubChem Substance ID:
24861542
NACRES:
NA.22

Assay

98%

form

solid

mp

58-61 °C (lit.)

functional group

amine

SMILES string

NCc1ccccc1N

InChI

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

InChI key

GVOYKJPMUUJXBS-UHFFFAOYSA-N

General description

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.

Application

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

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

348015-50G:
348015-VAR:
348015-BULK:
348015-10G:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN1278
SHBL3398
SHBM0373
SHBJ9440
SHBH8470

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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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