Schreiner′s Catalyst

Name: Schreiner&#8242;s Catalyst
Brand: ALDRICH
Price: 195 USD
Availability: InStock

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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250 MG

$195.00

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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

Key Documents

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Product Name

Schreiner′s Catalyst,

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 key

YGCOMBKZFUMALE-UHFFFAOYSA-N

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)

assay

97%

form

powder

reaction suitability

reagent type: catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

greener alternative category

Aligned,

storage temp.

2-8°C

Quality Level

100

Related Categories

Catalysts

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Organocatalysts

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1 of 4

This Item	803863	901235	693448
Sigma-Aldrich 803855 Schreiner′s Catalyst	Sigma-Aldrich 803863 Schreiner′s Thiourea Catalyst	Sigma-Aldrich 901235 TBS-DHG Catalyst	SAFC 693448 Shi Epoxidation Oxazolidinone Ethyl Catalyst
reaction suitability reagent type: catalyst	reaction suitability reagent type: catalyst	reaction suitability reagent type: catalyst	reaction suitability -
assay 97%	assay 95%	assay ≥95%	assay 90%
form powder	form powder or crystals	form powder or crystals	form solid
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. -	storage temp. −20°C	storage temp. −20°C
greener alternative product characteristics Catalysis Learn more about the Principles of Green Chemistry.	greener alternative product characteristics Catalysis Learn more about the Principles of Green Chemistry.	greener alternative product characteristics Catalysis Learn more about the Principles of Green Chemistry.	greener alternative product characteristics Catalysis Learn more about the Principles of Green Chemistry.

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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Bonding Organocatalysed Friedel-Crafts Alkylation of Aromatic and Heteroaromatic Systems with Nitroolefins

Dessole G,et al.

Synlett, 13, 2374-2378 (2004)

Internal Lewis acid assisted hydrogen bond donor catalysis.

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

Urea derivatives are highly active catalysts for the base-mediated generation of terminal epoxides from aldehydes and trimethylsulfonium iodide.

Sarah A Kavanagh et al.

Organic & biomolecular chemistry, 6(8), 1339-1343 (2008-04-04)

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

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