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77869

Supelco

(S)-(−)-α-Methylbenzylamine

for chiral derivatization, LiChropur™, ≥99.0%

Synonym(s):

(S)-(−)-1-Phenylethylamine

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About This Item

Linear Formula:
C6H5CH(CH3)NH2
CAS Number:
2627-86-3
Molecular Weight:
121.18
Beilstein:
2204907
EC Number:
220-098-0
MDL number:
MFCD00064406
UNSPSC Code:
12000000
PubChem Substance ID:
329767986
NACRES:
NA.22

grade

for chiral derivatization

Quality Level

100

vapor pressure

0.5 mmHg ( 20 °C)

Assay

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

form

liquid

optical activity

[α]20/D −30±1°, c = 10% in ethanol

optical purity

enantiomeric ratio: ≥99.5:0.5 (GC)

quality

LiChropur™

technique(s)

HPLC: suitable

refractive index

n20/D 1.526 (lit.)
n20/D 1.528

bp

187 °C (lit.)

density

0.94 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C[C@H](N)c1ccccc1

InChI

1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/t7-/m0/s1

InChI key

RQEUFEKYXDPUSK-ZETCQYMHSA-N

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General description

(S)-(−)-α-Methylbenzylamine is a chiral derivatizing agent, which is employed for derivatizing enantiomers into diastereoisomers.

Application

(S)-(−)-α-Methylbenzylamine may be used as a chiral derivatizating reagent for the determination of acetyl-D-carnitine (D-AC) in acetyl-L-carnitine (L-AC) using high-performance liquid chromatographic (HPLC) enantioseparation method.

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Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H302,H311,H314

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

158.0 °F - closed cup

Flash Point(C)

70 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9787
BCBR9021V
BCBN7681V
BCBL9487V
BCBK7533V

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Enantiomeric purity determination of acetyl-L-carnitine by reversed-phase high-performance liquid chromatography using chiral derivatization
Kagawa M, et al.
Journal of Chromatography A, 857(1-2), 127-135 (1999)
Manuel Algarra et al.
Journal of separation science, 33(2), 143-154 (2009-12-31)
Free fatty acids were derivatized as amides (DFFA) by reaction with (R)-(+)-1-phenylethylamine, using a simple, fast and robust reaction scheme. A HPLC method with diode array and ESI MS detection was developed for the analysis of the derivatized substances. Six
Shao-Hua Huang et al.
Magnetic resonance in chemistry : MRC, 47(5), 423-427 (2009-02-19)
Two types of chiral analytes, the urea and amide derivatives of alpha-phenylethylamine, were prepared. The effect of inter-molecular hydrogen-bonding interaction on self-discrimination of the enantiomers of analytes has been investigated using high-resolution (1)H NMR. It was found that the urea
Karim Engelmark Cassimjee et al.
Organic & biomolecular chemistry, 10(28), 5466-5470 (2012-06-13)
For biocatalytic production of pharmaceutically important chiral amines the ω-transaminase enzymes have proven useful. Engineering of these enzymes has to some extent been accomplished by rational design, but mostly by directed evolution. By use of a homology model a key
Yan-Song Zheng et al.
Chemical communications (Cambridge, England), (32)(32), 3398-3400 (2007-11-21)
Chiral para-tert-butylcalix[4]arene bearing (S)-alpha-methylbenzylamine groups at lower rim only self-assembles with one of two enantiomers of 2,3-dibenzoyltartaric acid into coiled nanofibers and the coiled nanofibers only stack with the nanofibers having the same handedness to construct bigger ribbon-like fibers bearing
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