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Merck

77879

(R)-(+)-α-Methylbenzylamine

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

Synonym(s):

(R)-(+)-1-Phenylethylamine

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About This Item

Linear Formula:
C6H5CH(CH3)NH2
CAS Number:
3886-69-9
Molecular Weight:
121.18
UNSPSC Code:
23151817
NACRES:
NA.22
PubChem Substance ID:
329767995
EC Number:
223-423-4
Beilstein/REAXYS Number:
2410916
MDL number:
MFCD00064405
Assay:
≥99.0% (sum of enantiomers, GC), ≥99.0%
Form:
liquid

Key Documents

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grade

derivatization grade (chiral)

Quality Level

100

vapor pressure

0.5 mmHg ( 20 °C)

description

Drug Control: Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet

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™

drug control

Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet

technique(s)

HPLC: suitable

refractive index

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

bp

187-189 °C (lit.)

density

0.952 g/mL at 20 °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-/m1/s1

InChI key

RQEUFEKYXDPUSK-SSDOTTSWSA-N

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General description

(R)-(+)-α-Methylbenzylamine is a high quality, useful chiral derivatization reagent for all analytical applications, specific to GC in the chiral field. It is specially selected to meet the requirements for derivatization reagents for enantiomeric excess determinations.

Application

(R)-(+)-a-Methylbenzylamine also known as (R)-(+)-1-Phenylethylamine may be used in resolution of a chiral arylalkylamine involving high-conversion enantioselective condensation with capric acid followed by hydrolysis to yield corresponding (R)-(+)-amide.

Other Notes

Chiral amine used for the determination of the enantiomeric purity of acids
Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive 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
BCCL8237
BCCH0027
BCCB1058
BCBZ3515

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W.H. Pirkle and J. Finn et al.
Asymmetric Synthesis, 1 (1983)
Easy-on, easy-off?resolution of chiral 1-phenylethylamine catalyzed by Candida antarctica lipase B.
Torres-Gavilan, A., et al.
Tetrahedron Asymmetry, 18.22, 2621-2624 (2007)
R.W. Souter
Chromatographic Separations of Stereoisomers null
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
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.
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