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Safety Information

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:
Molecular Weight:
121.18
Beilstein:
2410916
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

grade

produced by BASF

Quality Level

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.)

functional group

amine
phenyl

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

Signal Word

Danger

Hazard Statements

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


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

726621-500G:
726621-BULK:
726621-VAR:
726621-100G:


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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
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.

Articles

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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