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719641

Sigma-Aldrich

(4S)-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-5,5-dimethyl-4-(1-methylethyl)-oxazole

97%

Synonym(s):

(S)-2-(2-(Diphenylphosphino)phenyl)-4-isopropyl-5,5-dimethyl-4,5-dihydrooxazole, (S)-5,5-(Dimethyl)-i-Pr-PHOX

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$293.55

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1 G
$80.24
5 G
$293.55

About This Item

Empirical Formula (Hill Notation):
C26H28NOP
CAS Number:
Molecular Weight:
401.48
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

Assay

97%

form

solid

mp

124-128 °C

functional group

ether
phosphine

SMILES string

CC(C)[C@@H]1N=C(OC1(C)C)c2ccccc2P(c3ccccc3)c4ccccc4

InChI

1S/C26H28NOP/c1-19(2)24-26(3,4)28-25(27-24)22-17-11-12-18-23(22)29(20-13-7-5-8-14-20)21-15-9-6-10-16-21/h5-19,24H,1-4H3/t24-/m0/s1

InChI key

JGUZEKBWCGNHHN-DEOSSOPVSA-N

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This Item
68853349607372575
assay

97%

assay

97%

assay

98%

assay

≥97.0% (CHN)

functional group

ether, phosphine

functional group

ether, phosphine

functional group

ether, phenyl

functional group

ether, phosphine

form

solid

form

solid

form

-

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

mp

124-128 °C

mp

134-138 °C

mp

171-175 °C (lit.)

mp

85-90 °C

Application

(S)-5,5-(Dimethyl)-i-Pr-PHOX is a phosphinooxazoline ligand (PHOX), belongs to the class of non-C2 symmetric chiral ligand.
It can be used in:
  • The enantioselective Pd-catalyzed allylation reactions.[1]
  • The synthesis of (R)-2-phenyl-2,5-dihydrofuran by the enantioselective Heck reaction between 2,3-dihydrofuran and phenyl triflate.[1]
  • The allylation reaction of fluorinated allyl enol carbonates and fluorinated silyl enol ethers to prepare allylated tert α-fluoroketones.[2]

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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