713368
(S)-α-(Phenylmethyl)-1-pyrrolidinethanamine
96%
Synonym(s):
(S)-2-Phenyl-1-pyrrolidin-1-ylmethyl-ethylamine
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About This Item
Empirical Formula (Hill Notation):
C13H20N2
CAS Number:
Molecular Weight:
204.31
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
10160096
InChI
1S/C13H20N2/c14-13(11-15-8-4-5-9-15)10-12-6-2-1-3-7-12/h1-3,6-7,13H,4-5,8-11,14H2/t13-/m0/s1
SMILES string
N[C@H](CN1CCCC1)Cc2ccccc2
InChI key
YDLCAQYNXGDYTM-ZDUSSCGKSA-N
assay
≥95.5% (GC), 95.5-104.5% (NT), 96%
form
liquid
optical activity
[α]/D +5.0±1.0°, c = 1 in methanol
functional group
amine, phenyl
storage temp.
2-8°C
Application
(S)-α-(Phenylmethyl)-1-pyrrolidinethanamine can be used as an organocatalyst:
- In the Michael addition reaction of α-substituted vinyl ketones with malononitriles.
- In the aldol reactions of α-hydroxyketones with substituted aldehydes.
- In the asymmetric conjugate addition of vinyl ketones to azoles.
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Chiral primary amine catalysed asymmetric conjugate addition of azoles to α-substituted vinyl ketones
Fu N, et al.
Organic Chemistry Frontiers : An International Journal of Organic Chemistry / Royal Society of Chemistry, 1(1), 68-72 (2014)
Chiral primary amine catalyzed asymmetric Michael addition of malononitrile to α-substituted vinyl ketone
Fu, Niankai and Zhang, Long and Luo, Sanzhong
Organic Letters, 17(2), 382-385 (2015)
Chiral Primary- Tertiary Diamine Catalysts Derived From Natural Amino Acids for syn-Aldol Reactions of Hydroxy Ketones
Li J, et al.
The Journal of Organic Chemistry, 74(4), 1747-1750 (2009)
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