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70725

Supelco

(R)-(−)-1-(1-Naphthyl)ethyl isocyanate

derivatization grade (chiral), LiChropur™, ≥99.0%

Synonym(s):

(R)-NEI

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About This Item

Linear Formula:
C10H7CH(CH3)NCO
CAS Number:
42340-98-7
Molecular Weight:
197.23
Beilstein/REAXYS Number:
4181805
EC Number:
255-759-2
MDL number:
MFCD00004015
UNSPSC Code:
12352200
PubChem Substance ID:
329762706
NACRES:
NA.22

grade

derivatization grade (chiral)

Quality Level

100

assay

≥99.0% (sum of enantiomers, GC)
≥99.0%

form

liquid

optical activity

[α]20/D −47±2°, c = 3.5% in toluene

optical purity

enantiomeric ratio: ≥99.5:0.5 (GC)

quality

LiChropur™

refractive index

n20/D 1.604 (lit.)
n20/D 1.604

bp

106-108 °C/0.16 mmHg (lit.)

density

1.118 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C[C@@H](N=C=O)c1cccc2ccccc12

InChI

1S/C13H11NO/c1-10(14-9-15)12-8-4-6-11-5-2-3-7-13(11)12/h2-8,10H,1H3/t10-/m1/s1

InChI key

GONOHGQPZFXJOJ-SNVBAGLBSA-N

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Other Notes

Chiral derivatizing agent for the indirect resolution of alcohols, thiols and amines by chromatographic separation of diastereomeric derivatives[1][2]

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Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

200.1 °F - closed cup

flash_point_c

93.4 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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W.H. Pirkle and J. Finn et al.
Asymmetric Synthesis, 1, 87-87 (1983)
D S Dunlop et al.
Analytical biochemistry, 165(1), 38-44 (1987-08-15)
A method for determining the optical purity of amino acids using HPLC and precolumn derivatization is described. (+)-1-(1-Naphthyl)ethyl isocyanate reacts with racemic amino acids, in high yield, to form naphthylethyl carbamoyl derivatives. The resulting diastereoisomeric pairs were separated on reversed-phase
W D Hooper et al.
Journal of chromatography. B, Biomedical applications, 672(1), 89-96 (1995-10-06)
A procedure for the concurrent determination of the (+)- and (-)-enantiomers of sotalol in plasma using high-performance liquid chromatography of diastereomeric derivatives is described. Sotalol is extracted from a 0.5-ml aliquot of plasma at pH 9.3 using ethyl acetate. Atenolol
F J Belas et al.
Biomedical chromatography : BMC, 9(3), 140-145 (1995-05-01)
A high-performance liquid chromatographic assay is described for the separation and quantification of nadolol isomers in human plasma. The isomers were quantified using reverse-phase HPLC and fluorometric detection after derivatization with the chiral reagent R(-)-1-(naphthyl)ethylisocyanate [R(-)-NEI]. The N-isopropyl analogue (one
R A Carr et al.
Journal of chromatography, 566(1), 155-162 (1991-05-03)
A sensitive high-performance liquid chromatographic assay was developed for the determination of tocainide enantiomers in plasma. Following extraction of tocainide from plasma, the enantiomers were derivatized with S-(+)-1-(1-naphthyl)ethylisocyanate. The resulting diastereomers were separated and quantified using normal-phase chromatography with fluorescence
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