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Merck
CN

296902

(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:
69632-32-2
Molecular Weight:
315.28
UNSPSC Code:
12352102
NACRES:
NA.22
PubChem Substance ID:
24857886
MDL number:
MFCD00010866
Beilstein/REAXYS Number:
4268701

Key Documents

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Product Name

(R)-(−)-3,5-Dinitro-N-(1-phenylethyl)benzamide, 98%

assay

98%

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

SMILES string

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

InChI key

ABEVDCGKLRIYRW-SNVBAGLBSA-N

optical activity

[α]18/D −46°, c = 0.9 in acetone

optical purity

ee: 98% (HPLC)

mp

158-161 °C (lit.)

functional group

amide
nitro
phenyl

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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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
06824EH
04425HY

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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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