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296902

Sigma-Aldrich

(R)-(−)-3,5-Dinitro-N-(1-phenylethyl)benzamide

98%

Synonym(s):

R-(−)-N-(3,5-Dinitrobenzoyl)-1-phenylethylamine

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About This Item

Linear Formula:
C6H5CH(CH3)NHCOC6H3(NO2)2
CAS Number:
Molecular Weight:
315.28
Beilstein:
4268701
MDL number:
UNSPSC Code:
12352102
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

optical activity

[α]18/D −46°, c = 0.9 in acetone

optical purity

ee: 98% (HPLC)

mp

158-161 °C (lit.)

SMILES string

C[C@@H](NC(=O)c1cc(cc(c1)[N+]([O-])=O)[N+]([O-])=O)c2ccccc2

InChI

1S/C15H13N3O5/c1-10(11-5-3-2-4-6-11)16-15(19)12-7-13(17(20)21)9-14(8-12)18(22)23/h2-10H,1H3,(H,16,19)/t10-/m1/s1

InChI key

ABEVDCGKLRIYRW-SNVBAGLBSA-N

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General description

(R)-(−)-3,5-Dinitro-N-(1-phenylethyl)benzamide is a chiral derivatizating agent, which is employed for derivatizing enantiomers into diastereoisomers. It is an organic compound, which can effectively inhibit the replications of the Hepatitis C virus (HCV) and other viral infections.

Application

(R)-(−)-3,5-Dinitro-N-(1-phenylethyl)benzamide may be used as a standard for determining its standard molar enthalpy of combustion and formation using an isoperibolic micro-combustion calorimeter.

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)

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Standard molar enthalpy of combustion and formation of enantiomers:(S)-(+)-3, 5-Dinitro-N-(1-phenylethyl) benzamide and (R)-(?)-3, 5-Dinitro-N-(1-phenylethyl) benzamide
Mentado J, et al.
The Journal of Chemical Thermodynamics, 64, 134-136 (2013)

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