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405000

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

97%

Synonym(s):

(S,S)-2,2′-Isopropylidenebis(4-phenyl-2-oxazoline), (S,S)-2,2-Bis(4-phenyl-2-oxazolin-2-yl)propane

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250 mg

Available to ship TODAYfromMILWAUKEE

$146.00
1 g

Available to ship TODAYfromMILWAUKEE

$236.00

About This Item

Empirical Formula (Hill Notation):
C21H22N2O2
CAS Number:
131457-46-0
Molecular Weight:
334.41
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24865286
MDL number:
MFCD00192245
Beilstein/REAXYS Number:
4266906

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Quality Level

100

assay

97%

optical activity

[α]20/D −160°, c = 1 in ethanol

bp

193 °C/0.03 mmHg (lit.)

mp

37-41 °C (lit.)

density

1 g/mL at 25 °C (lit.)

functional group

ether, phenyl

storage temp.

−20°C

SMILES string

CC(C)(C1=N[C@H](CO1)c2ccccc2)C3=N[C@H](CO3)c4ccccc4

InChI

1S/C21H22N2O2/c1-21(2,19-22-17(13-24-19)15-9-5-3-6-10-15)20-23-18(14-25-20)16-11-7-4-8-12-16/h3-12,17-18H,13-14H2,1-2H3/t17-,18-/m1/s1

InChI key

JTNVCJCSECAMLD-QZTJIDSGSA-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.

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This Item
406961688533405973
(−)-2,2′-Isopropylidenebis[(4S)-4-phenyl-2-oxazoline] 97%

Sigma-Aldrich

405000

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

(+)-2,2′-Isopropylidenebis[(4R)-4-phenyl-2-oxazoline] 97%

Sigma-Aldrich

406961

(+)-2,2′-Isopropylidenebis[(4R)-4-phenyl-2-oxazoline]

(S)-2-[2-[Bis(2-tolyl)phosphino]phenyl]-4-tert-butyl-2-oxazoline 97%

Sigma-Aldrich

688533

(S)-2-[2-[Bis(2-tolyl)phosphino]phenyl]-4-tert-butyl-2-oxazoline

2,2′-Bis[(4S)-4-benzyl-2-oxazoline] 98%

Sigma-Aldrich

405973

2,2′-Bis[(4S)-4-benzyl-2-oxazoline]

assay

97%

assay

97%

assay

97%

assay

98%

functional group

ether, phenyl

functional group

ether, phenyl

functional group

ether, phosphine

functional group

ether, phenyl

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

optical activity

[α]20/D −160°, c = 1 in ethanol

optical activity

[α]20/D +160°, c = 1 in ethanol

optical activity

[α]22/D −69.0, c = 1 in chloroform

optical activity

[α]20/D −40.6°, c = 1 in ethanol

bp

193 °C/0.03 mmHg (lit.)

bp

-

bp

-

bp

-

mp

37-41 °C (lit.)

mp

56-58 °C (lit.)

mp

134-138 °C

mp

129-132 °C (lit.)

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, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM0648
MKBT2302V
MKBH5818V
MKBC5465V
MKBC5465

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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.

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)

Global Trade Item Number

SKUGTIN
405000-1G04061826094921
405000-250MG04061838135582

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