Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

726621

Sigma-Aldrich

(R)-(+)-α-Methylbenzylamine

ChiPros®, produced by BASF, ≥99.0%

Synonym(s):

(R)-(+)-1-Phenylethylamine

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

Quality Level

100

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

Looking for similar products? Visit Product Comparison Guide

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Lithium perchlorate/diethylether catalyzed aminophosphonation of aldehydes.
Heydari A, et al.
Tetrahedron Letters, 39(37), 6729-6732 (1998)
New enantiomerically pure aminoalcohols from (R)-a-methylbenzylamine and cyclohexene oxide.
Barbaro P, et al.
Tetrahedron Asymmetry, 7(3), 843-850 (1996)
ChiPros Chiral Amines
Aldrich Chemfiles, 11(1) 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
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
View All Related Papers

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service