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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)
Bartosz Lewandowski et al.
Chemical communications (Cambridge, England), (47)(47), 6399-6401 (2008-12-03)
Simple chiral aza-crown ethers based on sucrose display high enantioselectivity in complexation of phenylethylammonium chlorides.
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
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
Alejandra León et al.
Journal of natural products, 75(5), 859-864 (2012-05-12)
The enantiomeric lactams (-)-8, (+)-8, (+)-9, and (-)-9 were formed by the reaction of the dimeric phthalide rac-tokinolide B (rac-3) with (R)-(+)-α-methylbenzylamine and (S)-(-)-α-methylbenzylamine. The absolute configurations of compounds 8 and 9 were assigned by experimental and theoretically calculated electronic
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