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191434

Sigma-Aldrich

4-Nitrobenzylamine hydrochloride

97%

Synonym(s):

(4-Nitrophenyl)methanamine hydrochloride, 4-Nitrobenzenemethanamine hydrochloride, p-Nitrobenzylamine hydrochloride

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About This Item

Linear Formula:
O2NC6H4CH2NH2 · HCl
CAS Number:
18600-42-5
Molecular Weight:
188.61
Beilstein/REAXYS Number:
3629994
EC Number:
242-441-3
MDL number:
MFCD00012863
UNSPSC Code:
12352100
PubChem Substance ID:
24851487
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

mp

~265 °C (dec.) (lit.)

solubility

methanol:glacial acetic acid (1:1): soluble 25 mg/mL, clear, colorless to light yellow

SMILES string

Cl.NCc1ccc(cc1)[N+]([O-])=O

InChI

1S/C7H8N2O2.ClH/c8-5-6-1-3-7(4-2-6)9(10)11;/h1-4H,5,8H2;1H

InChI key

SMIXZZMSWYOQPW-UHFFFAOYSA-N

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Application

4-Nitrobenzylamine hydrochloride was used in chemical modification of graphite powder and multiwalled carbon nanotubes. It was also used in the preparation of 2-fluoro-6-(4-nitrohenzylamino)purine.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The synthesis of a light-switchable amino acid for inclusion into conformationally mobile peptides.
Ulysse L and Chmielewski J.
Bioorganic & Medicinal Chemistry Letters, 4(17), 2145-2146 (1994)
Gaku Fukuhara et al.
Chemical communications (Cambridge, England), 48(11), 1641-1643 (2011-12-15)
Chiral recognition abilities of the title host for (R)- and (S)-α-methyl-4-nitrobenzylamine were examined in the ground and excited states to give a relative affinity (K(R)/K(S)) of 2.16 by spectral titration and a relative rate constant (k(R)/k(S)) of 2.23 by fluorescence
M A Akyüz et al.
Journal of neural transmission (Vienna, Austria : 1996), 114(6), 693-698 (2007-04-03)
Computational studies using the ONIOM methods have been performed to probe the catalytic roles of tyrosine residues 398 and 435 which constitute the "aromatic cage" in the active site of MAO-B. The results presented here provide additional new insights into
Gregory G Wildgoose et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 6(2), 352-362 (2005-03-09)
We demonstrate that graphite powder and multiwalled carbon nanotubes (MWCNTs) can be derivatised by 4-nitrobenzylamine (4-NBA) simply by stirring the graphite powder or MWCNTs in a solution of acetonitrile containing 10 mM 4-NBA. We propose that 4-NBA partially intercalates at
Combinatorial synthesis of 2, 9-substituted purines.
Gray NS, et al.
Tetrahedron Letters, 38(7), 1161-1164 (1997)
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