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803855

Schreiner′s Catalyst

greener alternative

97%, powder

Synonym(s):

1,3-Bis[3,5-bis(trifluoromethyl)phenyl]urea, N,N′-bis[3,5-bis(trifluoromethyl)phenyl]-Urea

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About This Item

Empirical Formula (Hill Notation):
C17H8F12N2O
CAS Number:
3824-74-6
Molecular Weight:
484.24
UNSPSC Code:
12161600
PubChem Substance ID:
329768829
NACRES:
NA.22
MDL number:
MFCD00018048
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Product Name

Schreiner′s Catalyst,

assay

97%

Quality Level

100

form

powder

reaction suitability

reagent type: catalyst

greener alternative product characteristics

Catalysis
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Greener Alternative Product

greener alternative category

Aligned,

storage temp.

2-8°C

SMILES string

O=C(NC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)NC2=CC(C(F)(F)F)=CC(C(F)(F)F)=C2

InChI

1S/C17H8F12N2O/c18-14(19,20)7-1-8(15(21,22)23)4-11(3-7)30-13(32)31-12-5-9(16(24,25)26)2-10(6-12)17(27,28)29/h1-6H,(H2,30,31,32)

InChI key

YGCOMBKZFUMALE-UHFFFAOYSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

Schreiner′s catalyst is commonly used as a hydrogen-bond donor in the activation of carbonyls, nitroolefins, imines etc.

Other Notes

Acceleration of the DABCO-promoted Baylis–Hillman reaction using a recoverable H-bonding organocatalyst

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR4465
MKCM5141
MKCK6548
MKCG1567

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Related Content

Anita Mattson – Professor Product Portal

Boronate ureas benefit from internal Lewis acid coordination of the urea cabonyl oxygen and the strategically placed boron. As a result of this structural feature, boronate ureas can be rendered more acidic than conventional urea hydrogen bond donor catalysts.

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Dessole G,et al.
Synlett, 13, 2374-2378 (2004)
Sarah A Kavanagh et al.
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N,N'-Diarylureas have been shown to efficiently catalyse sulfonium ylide-mediated aldehyde epoxidation reactions for the first time. These processes are of broad scope and can be coupled with a subsequent Cu(II) ion-catalysed Meinwald rearrangement to give an efficient and convenient protocol
Sonia S So et al.
Organic letters, 13(4), 716-719 (2011-01-14)
Boronate ureas are introduced as a new class of noncovalent catalysts for conjugate addition reactions with enhanced activity. Through intramolecular coordination of the urea functionality to a strategically placed Lewis acid, rate enhancements up to 10 times that of more

Global Trade Item Number

SKUGTIN
803855-250MG04061833243572