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Merck
CN

452823

(+)-Bis[(R)-1-phenylethyl]amine

99%

Synonym(s):

(+)-Bis[(R)-α-methylbenzyl]amine, [R-(R*,R*)]-(+)-Bis(α-methylbenzyl)amine

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About This Item

Linear Formula:
[C6H5CH(CH3)]2NH
CAS Number:
Molecular Weight:
225.33
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3590931
Assay:
99%
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Quality Segment

assay

99%

optical activity

[α]20/D +199.0°, neat

optical purity

ee: ≥99% (GLC)

refractive index

n20/D 1.5523 (lit.)

bp

86 °C/0.05 mmHg (lit.)

density

0.985 g/mL at 25 °C (lit.)

functional group

amine, phenyl

SMILES string

C[C@@H](N[C@H](C)c1ccccc1)c2ccccc2

InChI

1S/C16H19N/c1-13(15-9-5-3-6-10-15)17-14(2)16-11-7-4-8-12-16/h3-14,17H,1-2H3/t13-,14-/m1/s1

InChI key

NXLACVVNHYIYJN-ZIAGYGMSSA-N

Application

(+)-Bis[(R)-1-phenylethyl]amine can be used:
  • In the synthesis of β-amino acids.
  • In the preparation of chiral C(19)-C(26) and C(27)-C(32) moieties of scytophycin C.
  • To induce enantioselectivity in the deprotonation of prochiral ketones.
  • As a starting material for the synthesis of chiral phenolate ligands through Mannich condensation reaction.
  • In the synthesis of chiral phosphoramidite ligands.
  • To prepare chiral cyclic isoimidium salts, which are further used to synthesize chiral lactones through Diels-Alder reaction.



pictograms

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signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

flash_point_f

>235.4 °F - closed cup

flash_point_c

> 113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter



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