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Merck
CN

416428

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

97%

Synonym(s):

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

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About This Item

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

SMILES string

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

InChI key

IUFHJPXOLHSJTC-IAGOWNOFSA-N

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

Quality Level

Application

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

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

Articles

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

使用络合Cu(I)OTf的BOX配体进行不对称催化苯乙烯合成氮杂环丙烷的反应,BOX配体带苯基取代基的优于具有位阻需求的叔丁(t-Bu)基团。

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