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726621

Sigma-Aldrich

(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
Beilstein:
2410916
EC Number:
223-423-4
MDL number:
MFCD00064405
UNSPSC Code:
12352116
PubChem Substance ID:
329764252
NACRES:
NA.22

grade

produced by BASF

vapor pressure

0.5 mmHg ( 20 °C)

Assay

≥99.0% (GC)
≥99.0%

form

liquid

optical purity

enantiomeric excess: ≥98.0%

refractive index

n20/D 1.526 (lit.)

bp

187-189 °C (lit.)

density

0.952 g/mL at 20 °C (lit.)

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 chiral amine.

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

Legal Information

ChiPros is a registered trademark of BASF SE

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 + H312,H314

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

158.0 °F - closed cup

Flash Point(C)

70 °C - closed cup

Certificates of Analysis (COA)

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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
New enantiomerically pure aminoalcohols from (R)-a-methylbenzylamine and cyclohexene oxide.
Barbaro P, et al.
Tetrahedron Asymmetry, 7(3), 843-850 (1996)
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
Andrew M Kelly et al.
Nature protocols, 3(2), 215-219 (2008-02-16)
A three-component chiral derivatization protocol for determining the enantiopurity of chiral diols by (1)H NMR spectroscopic analysis is described here. The present approach involves the derivatization of 1,2- 1,3- and 1,4-diols with 2-formylphenylboronic acid and enantiopure alpha-methylbenzylamine. This method affords
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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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