Skip to Content
Merck
CN

Key Documents

View All Documentation

77968

(R)-(+)-α-Methylbenzyl isocyanate

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

Synonym(s):

(R)-(+)-1-Phenylethyl isocyanate

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Linear Formula:
C6H5CH(CH3)NCO
CAS Number:
33375-06-3
Molecular Weight:
147.17
UNSPSC Code:
23151817
NACRES:
NA.22
PubChem Substance ID:
329768059
EC Number:
251-485-2
Beilstein/REAXYS Number:
3196930
MDL number:
MFCD00063015
Assay:
≥99.0% (sum of enantiomers, GC), ≥99.0%
Form:
liquid
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

grade

derivatization grade (chiral)

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

bp

55-56 °C/2.5 mmHg (lit.)

density

1.045 g/mL at 20 °C (lit.), 1.046 g/mL at 20 °C

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-/m1/s1

InChI key

JJSCUXAFAJEQGB-MRVPVSSYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

(R)-(+)-a-Methylbenzyl isocyanate [(R)-(+)-MBIC] is a derivatizing agent.

Application

(R)-(+)-MBIC has been used in derivatization of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol to form 4-(methylnitrosamino)-1-(a-methylbenzylcarbamoyl)-1-(3-pyridyl)butane. It has also been used in isolating hydroxyl acid, converting it to Methyl-4-[(S)-a-methylbenzylcarbamoyl]-4-(3-pyridyl)- butanoate which was further analysed by LC-MS/MS.1 It reacts with hydrate hydrochloride ketoaniline to yield hemiaminal, 3-((1R)-1-Phenylethyl)-(4S)-6-chloro-4-hydroxy-4-(trifluoromethyl)-1,3,4-trihydroquinazolin-2-one.

Other Notes

Reagent used for the determination of the enantiomeric purity of alcohols and amines
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

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - 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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000307956
0000307956
0000266990
0000256504
0000247550

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Determination of metoprolol enantiomers in plasma and urine using (S)-(-)-phenylethyl isocyanate as a chiral reagent.
G Pflugmann et al.
Journal of chromatography, 421(1), 161-164 (1987-10-09)
R. Dumont et al.
The Journal of Organic Chemistry, 51, 2515-2515 (1986)
Stereoselective metabolism of nicotine and tobacco-specific N-nitrosamines to 4-hydroxy-4-(3-pyridyl)butanoic acid in rats.
Trushin N, Hecht SS.
Chemical Research in Toxicology, 12(2), 164-171 (1999)
W. Pereira et al.
Analytical Letters, 3, 23-23 (1970)
General scope of 1,4-diastereoselective additions to a 2(3H)-quinazolinone: practical preparation of HIV therapeutics.
Magnus NA
The Journal of Organic Chemistry, 68(3), 754-761 (2003)
View All Related Papers

Global Trade Item Number

SKUGTIN
77968-5ML04061832941103
77968-1ML04061832941097

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service