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339822

Sigma-Aldrich

(S)-α-Methyl-4-nitrobenzylamine hydrochloride

97%

Synonym(s):

(S)-1-(4-Nitrophenyl)ethylamine hydrochloride

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About This Item

Linear Formula:
O2NC6H4CH(CH3)NH2 · HCl
CAS Number:
132873-57-5
Molecular Weight:
202.64
MDL number:
MFCD00066312
UNSPSC Code:
12352116
PubChem Substance ID:
24860686
NACRES:
NA.22

Quality Level

200

assay

97%

form

powder

optical activity

[α]25/D −6.5°, c = 1 in 0.05 M NaOH

mp

248-250 °C (lit.)

SMILES string

Cl.C[C@H](N)c1ccc(cc1)[N+]([O-])=O

InChI

1S/C8H10N2O2.ClH/c1-6(9)7-2-4-8(5-3-7)10(11)12;/h2-6H,9H2,1H3;1H/t6-;/m0./s1

InChI key

CZQQGVFHLSBEDV-RGMNGODLSA-N

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Application

(S)-α-Methyl-4-nitrobenzylamine hydrochloride can be used as:
  • A fluorescence-quenching guest in the determination of chiral recognition capabilities of binaphthocrown ether and polythiophene complex.
  • A starting material in the synthesis of chiral cyclopalladated complexes with applications in the resolution of racemic compounds.

Storage Class

11 - Combustible Solids

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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Polymer-based supramolecular sensing and application to chiral photochemistry
Fukuhara G
Polymer Journal, 47(10), 649-655 (2015)
The first orthopalladation of a primary nitrobenzylamine. Synthesis of chiral cyclopalladated complexes derived from (S)-α-methyl-4-nitrobenzylamine
Vicente J, et al.
J. Chem. Soc., Dalton Trans., 47(15), 2535-2539 (1995)
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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