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115541

Sigma-Aldrich

(R)-(+)-α-Methylbenzylamine

98%

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
Beilstein/REAXYS Number:
2410916
EC Number:
223-423-4
MDL number:
MFCD00064405
UNSPSC Code:
12352116
PubChem Substance ID:
24847222
NACRES:
NA.22

vapor pressure

0.5 mmHg ( 20 °C)

Quality Level

200

assay

98%

optical activity

[α]23/D +38°, neat

optical purity

ee: 96% (GLC)

refractive index

n20/D 1.526 (lit.)

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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Application

(R)-(+)-α-Methylbenzylamine is a chiral amine that may be used as a substrate to synthesize (S)-α-amino phosphonates, R-α-aminonitriles, N-{(S)-[cyclohexan-(S)-2-ol]}-(R)-α-methylbenzyl amine and N-{(R)-[cyclohexan-(R)-2-ol]}-(R)-α-methylbenzyl amine. In the presence of boric acid, it can be used in the resolution of racemic 1,1′-bi-2-naphthol.

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_germany

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

Certificates of Analysis (COA)

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A New, Convenient Method of Resolution of Racemic 1, 1 '-Bi-2-naphthol Using Boric Acid and (R)-(+)-a-Methylbenzylamine
Periasamy M, et al
The Journal of Organic Chemistry, 64(20), 7643-7645 (1999)
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 aminocyanation of aldehydes
Heydari A, et al
Tetrahedron Letters, 39(19), 3049-3050 (1998)
Lithium perchlorate/diethylether catalyzed aminophosphonation of aldehydes.
Heydari A, et al.
Tetrahedron Letters, 39(37), 6729-6732 (1998)
Lili Men et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 51(5), 2185-2197 (2018-12-12)
VCP-interacting membrane selenoprotein (VIMP), an ER resident selenoprotein, is highly expressed in β-cells, however, the role of VIMP in β-cells has not been characterized. In this study, we studied the relationship between VIMP deficiency and β-cell survival in MIN6 insulinoma
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