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803855

Sigma-Aldrich

Schreiner′s Catalyst

greener alternative

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
MDL number:
MFCD00018048
UNSPSC Code:
12161600
PubChem Substance ID:
329768829
NACRES:
NA.22

assay

97%

Quality Level

100

form

powder

reaction suitability

reagent type: catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

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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

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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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sarah A Kavanagh et al.
Organic & biomolecular chemistry, 6(8), 1339-1343 (2008-04-04)
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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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