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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:
3568915
EC Number:
249-980-3
MDL number:
MFCD00012900
UNSPSC Code:
12352100
PubChem Substance ID:
24851132
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

mp

200 °C (dec.) (lit.)

functional group

amine
nitro

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 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

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

184802-BULK:
184802-VAR:
184802-5G:
184802-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL9497
SHBK2848
WXBC8110V
SHBJ3926
SHBH2375V

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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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