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Merck
CN

77869

(S)-(−)-α-Methylbenzylamine

derivatization grade (chiral), 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
UNSPSC Code:
23151816
NACRES:
NA.22
PubChem Substance ID:
329767986
EC Number:
220-098-0
Beilstein/REAXYS Number:
2204907
MDL number:
MFCD00064406
Assay:
≥99.0% (sum of enantiomers, GC), ≥99.0%
Form:
liquid

Key Documents

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InChI key

RQEUFEKYXDPUSK-ZETCQYMHSA-N

InChI

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

SMILES string

C[C@H](N)c1ccccc1

grade

derivatization grade (chiral)

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

Quality Level

100

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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.

Other Notes

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

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

Storage Class

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

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9787
BCBR9021V

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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)
Carlos Fernandes et al.
The Journal of organic chemistry, 74(8), 3217-3220 (2009-03-17)
A short, convenient, gram scale protocol has been established to allow facile access to all four stereoisomers of 2-aminocyclobutanecarboxylic acid, each in enantiomerically pure form (ee >99%). Starting from the readily available cis racemate, the procedure combines efficient alpha-phenylethylamine derivative
Paul E Harrington et al.
Current medicinal chemistry, 14(28), 3027-3034 (2008-01-29)
The calcium sensing receptor (CaR) is a G protein-coupled receptor (GPCR) that plays a fundamental role in serum calcium homeostasis. The CaR is expressed on the chief cells of the parathyroid gland and is responsible for controlling the secretion of
Barry Lygo et al.
Organic & biomolecular chemistry, 10(25), 4968-4976 (2012-05-23)
A short synthetic route to diastereoisomeric atropos dihydro-5H-dibenz[c,e]azepinium salts via reaction of a single enantiomer of (R)-α-methylbenzylamine with a racemic atropos biphenol derivative is described. Compounds prepared via this approach are used to provide strong evidence that structurally related tropos
G Palaprat et al.
The journal of physical chemistry. B, 111(31), 9239-9243 (2007-07-20)
A polydomain cholesteric elastomer was obtained by cross-linking a nematic side-chain polysiloxane in the presence of a chiral dopant. After extraction of the chiral dopant, sorption experiments were performed, by the use of an electronic microbalance, in the presence of
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