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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:
3629994
EC Number:
242-441-3
MDL number:
MFCD00012863
UNSPSC Code:
12352100
PubChem Substance ID:
24851487
NACRES:
NA.22

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

functional group

amine

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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)
A Z Kirkel' et al.
Voprosy meditsinskoi khimii, 32(2), 118-125 (1986-03-01)
Oxidation of p-nitro- and p-dimethylaminomethyl derivatives of benzylamine, catalyzed by amine oxidases from human placenta and blood serum, was studied. The amine oxidase activity was estimated by means of a spectrophotometric procedure involving measurement of aldehyde formed during the reaction
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)
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
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