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416428

Sigma-Aldrich

2,2′-Methylenebis[(4S)-4-phenyl-2-oxazoline]

97%

Synonym(s):

(S,S)-2,2′-Methylenebis(4-phenyl-2-oxazoline)

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250 MG
$72.00
1 G
$445.00

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250 MG
$72.00
1 G
$445.00

About This Item

Empirical Formula (Hill Notation):
C19H18N2O2
CAS Number:
132098-59-0
Molecular Weight:
306.36
Beilstein/REAXYS Number:
4202633
MDL number:
MFCD00192295
UNSPSC Code:
12352005
PubChem Substance ID:
24866074
NACRES:
NA.22

$72.00

List Price$144.00Save 50%
Only 13 left in stockDetails
Request a Bulk Order

assay

97%

form

viscous liquid

optical activity

[α]20/D ~−90°, c = 1 in ethanol

refractive index

n20/D 1.586 (lit.)

bp

131-134 °C/0.01 mmHg (lit.)

density

1.28 g/mL at 25 °C (lit.)

functional group

ether
phenyl

SMILES string

C1OC(CC2=N[C@H](CO2)c3ccccc3)=N[C@H]1c4ccccc4

InChI

1S/C19H18N2O2/c1-3-7-14(8-4-1)16-12-22-18(20-16)11-19-21-17(13-23-19)15-9-5-2-6-10-15/h1-10,16-17H,11-13H2/t16-,17-/m1/s1

InChI key

IUFHJPXOLHSJTC-IAGOWNOFSA-N

Application

C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.[1][2][3]

Pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
0000076337
0000001610
1413156V
1404173
1413156

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Pfaltz, A.
Accounts of Chemical Research, 26, 339-339 (1993)
Bolm, C.
Angewandte Chemie (International Edition in English), 30, 542-542 (1991)
Gant, T.G. Meyers, A.I.
Tetrahedron, 50, 2297-2297 (1994)

Articles

C2-symmetric chiral bisoxazolines (BOX) ligands

BOX ligand complex enhances catalytic enantioselective aziridination of styrene, with phenyl substituents proving superior over t-Bu groups.

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