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Merck
CN

70725

(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:
4181805
EC Number:
255-759-2
MDL number:
MFCD00004015
UNSPSC Code:
12352200
PubChem Substance ID:
329762706
NACRES:
NA.22

Key Documents

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grade

derivatization grade (chiral)

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
Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

200.1 °F - closed cup

Flash Point(C)

93.4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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W.H. Pirkle and J. Finn et al.
Asymmetric Synthesis, 1, 87-87 (1983)
A L Peyton et al.
Pharmaceutical research, 8(12), 1528-1532 (1991-12-01)
A quantitative method for the simultaneous HPLC resolution and detection of the enantiomers of (R,S) fluoxetine (F) and their metabolites (R,S) norfluoxetine (N) in human plasma has been developed. F is a serotonin uptake inhibitor used in the treatment of
M E Laethem et al.
Journal of chromatography, 621(2), 225-229 (1993-11-24)
A sensitive, stereospecific high-performance liquid chromatographic assay for oxprenolol enantiomers in rat plasma was developed, using a chiral derivatization agent. Racemic oxprenolol and the internal standard (racemic propranolol) are extracted with dichloromethane after alkalinization of the plasma. Quantitation of R(+)-
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
R A Carr et al.
Pharmaceutical research, 8(9), 1195-1198 (1991-09-01)
A convenient high-performance liquid chromatographic (HPLC) assay was developed for determination of sotalol (STL) enantiomers in plasma. Following addition of the internal standard (IS; racemic atenolol), enantiomers of STL and IS were extracted using ethyl acetate. After evaporation of the
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