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Merck
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77970

Supelco

(S)-(−)-α-Methylbenzyl isocyanate

for chiral derivatization, LiChropur™, ≥99.0%

Sinónimos:

(S)-(−)-1-Phenylethyl isocyanate

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About This Item

Fórmula lineal:
C6H5CH(CH3)NCO
Número de CAS:
14649-03-7
Peso molecular:
147.17
Beilstein/REAXYS Number:
4230972
EC Number:
238-698-6
MDL number:
MFCD00002036
UNSPSC Code:
12000000
PubChem Substance ID:
329768061
NACRES:
NA.22

grade

for chiral derivatization

Quality Level

100

assay

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

form

liquid

optical activity

[α]20/D −10.5±0.5°, neat

optical purity

enantiomeric ratio: ≥99.5:0.5 (GC)

quality

LiChropur™

technique(s)

HPLC: suitable

refractive index

n20/D 1.513
n20/D 1.5145 (lit.)

bp

55-56 °C/2.5 mmHg (lit.)

density

1.045 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

C[C@H](N=C=O)c1ccccc1

InChI

1S/C9H9NO/c1-8(10-7-11)9-5-3-2-4-6-9/h2-6,8H,1H3/t8-/m0/s1

InChI key

JJSCUXAFAJEQGB-QMMMGPOBSA-N

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Categorías relacionadas

General description

(S)-(−)-α-Methylbenzyl isocyanate is a useful chiral derivatization reagent for all gas chromatography (GC) applications in the chiral field. It has been employed to meet the requirements for derivatization reagents for enantiomeric excess determinations.

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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. 2 Inhalation - Aquatic Chronic 3 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

149.0 °F - closed cup

flash_point_c

65 °C - closed cup

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
BCCD6570
BCBZ8112
BCBT3329
BCBK8856V
1168072

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High-performance liquid chromatographic determination of the enantiomers of beta-adrenoceptor blocking agents in biological fluids. II. Studies with atenolol.
S K Chin et al.
Journal of chromatography, 489(2), 438-445 (1989-04-14)
Myriam Matoga et al.
Journal of enzyme inhibition and medicinal chemistry, 17(6), 375-379 (2003-04-10)
The derivatization of racemic 5-[(2-methylphenoxy)methyl]-2-amino-2-oxazoline, developed as an imidazoline binding sites ligand, with (+)-(R)-alpha-methylbenzyl isocyanate was performed in chloroform. The reaction led to two pairs of diastereomers, which were separated by RP-HPLC. A kinetic study of the derivatization reaction was

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