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Merck
CN

726621

(R)-(+)-α-Methylbenzylamine

ChiPros®, produced by BASF, ≥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:
12352116
NACRES:
NA.22
PubChem Substance ID:
329764252
EC Number:
223-423-4
Beilstein/REAXYS Number:
2410916
MDL number:
MFCD00064405

Key Documents

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Product Name

(R)-(+)-α-Methylbenzylamine, ChiPros®, produced by BASF, ≥99.0%

InChI key

RQEUFEKYXDPUSK-SSDOTTSWSA-N

InChI

1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/t7-/m1/s1

SMILES string

C[C@@H](N)c1ccccc1

vapor pressure

0.5 mmHg ( 20 °C)

description

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

assay

≥99.0% (GC)
≥99.0%

form

liquid

optical purity

enantiomeric excess: ≥98.0%

drug control

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

refractive index

n20/D 1.526 (lit.)

bp

187-189 °C (lit.)

density

0.952 g/mL at 20 °C (lit.)

functional group

amine
phenyl

Quality Level

100

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Application

(R)-(+)-α-Methylbenzylamine may be used as a substrate to synthesize:
  • (S)-α-amino phosphonates
  • N-{(S)-[cyclohexan-(S)-2-ol]}-(R)-α-methylbenzyl amine and N-{(R)-[cyclohexan-(R)-2-ol]}-(R)-α-methylbenzyl amine
  • R-α-aminonitriles

General description

(R)-(+)-α-Methylbenzylamine is a chiral amine.

Legal Information

ChiPros is a registered trademark of BASF SE

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBQ9373V
BCBM5250V
BCBG4718V
BCBC4052
BCBC4052V

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New enantiomerically pure aminoalcohols from (R)-a-methylbenzylamine and cyclohexene oxide.
Barbaro P, et al.
Tetrahedron Asymmetry, 7(3), 843-850 (1996)
Lithium perchlorate/diethylether catalyzed aminophosphonation of aldehydes.
Heydari A, et al.
Tetrahedron Letters, 39(37), 6729-6732 (1998)
ChiPros Chiral Amines
Aldrich Chemfiles, 11(1) null
Antoine Fadel et al.
The Journal of organic chemistry, 72(5), 1780-1784 (2007-01-30)
Enantiomerically pure (R)-(+)-pipecolic acid was synthesized in four steps and 42% overall yield starting from dihydropyran and (R)-alpha-methylbenzylamine. A general short strategy is also described for preparing (S)-proline (47.5% overall yield) and derivatives.
R Moaddel et al.
Chirality, 17(8), 501-506 (2005-08-23)
A liquid chromatography stationary phase containing immobilized membranes obtained from a cell line that expresses the human organic cation transporter (hOCT1-IAM) has been used to study the binding of the enantiomers of propranolol, atenolol, pseudoephedrine, and alpha-methylbenzylamine to the immobilized
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Articles

ChiPros Chiral Amines

Chiral amines play an important role in stereoselective organic synthesis. They are used directly as resolving agents, building blocks, or chiral auxiliaries.

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