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191663

Sigma-Aldrich

3-Nitrobenzylamine hydrochloride

97%

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About This Item

Linear Formula:
O2NC6H4CH2NH2 · HCl
CAS Number:
Molecular Weight:
188.61
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

229-231 °C (lit.)

SMILES string

Cl.NCc1cccc(c1)[N+]([O-])=O

InChI

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

InChI key

DLZXLCHQWOZGSE-UHFFFAOYSA-N

Application

3-Nitrobenzylamine hydrochloride was used in the synthesis of an azobenzene amino acid used as photo-inducible conformational switch in polypeptides. It was also used in the synthesis of 2,4-dimethoxybenzylidene-3-nitrobenzylamine.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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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X= Y-ZH Systems as Potential 1, 3-Dipoles. Part 45.1, 2Proton Sponge Effects on the 1, 2-Prototropic Formation of Azomethine Ylides from Arylidene Benzylamines.
Grigg R, et al.
Tetrahedron, 51(48), 13331-13346 (1995)
Andreas Aemissegger et al.
Nature protocols, 2(1), 161-167 (2007-04-03)
The synthesis of an azobenzene amino acid (aa) for use as a photo-inducible conformational switch in polypeptides is described. The compound can be easily incorporated into an aa sequence by solid-phase peptide synthesis using standard 9-fluorenylmethoxycarbonyl methods. A reversible conformational

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