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184802

Sigma-Aldrich

4-Nitrophenethylamine hydrochloride

95%

Synonym(s):

2-(4-Nitrophenyl)ethylamine hydrochloride

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About This Item

Linear Formula:
O2NC6H4CH2CH2NH2 · HCl
CAS Number:
29968-78-3
Molecular Weight:
202.64
Beilstein/REAXYS Number:
3568915
EC Number:
249-980-3
MDL number:
MFCD00012900
UNSPSC Code:
12352100
PubChem Substance ID:
24851132
NACRES:
NA.22

assay

95%

form

solid

mp

200 °C (dec.) (lit.)

SMILES string

Cl.NCCc1ccc(cc1)[N+]([O-])=O

InChI

1S/C8H10N2O2.ClH/c9-6-5-7-1-3-8(4-2-7)10(11)12;/h1-4H,5-6,9H2;1H

InChI key

JVMHULJEYUQYSH-UHFFFAOYSA-N

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Application

4-Nitrophenethylamine hydrochloride was used in the synthesis of:
  • ortho-metalated primary phenethylamines complexes containing six-membered palladacycles
  • N-(4-nitrophenethyl)formamide

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Li-Ping He et al.
Acta crystallographica. Section E, Structure reports online, 66(Pt 7), o1721-o1721 (2010-01-01)
The title compound, C(9)H(10)N(2)O(3), was synthesized by direct N-formyl-ation of 4-nitro-phenethyl-amine hydro-chloride with formic acid and sodium formate in the absence of catalyst and solvent. In the crystal structure, mol-ecules are linked by inter-molecular N-H⋯O hydrogen-bond inter-actions into chains parallel
Ortho-metalated primary amines. 6.1 The first synthesis of six-membered palladacycles from primary amines containing electron-withdrawing substituents: end of the limiting rules of Cope and Friedrich on cyclopalladation of benzyl-and phenethylamines.
Vicente J, et al.
Organometallics, 22(26), 5513-5517 (2003)

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