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Merck
CN

803898

Sigma-Aldrich

Mattson Difluoroborate Urea

greener alternative

Synonym(s):

N-[3,5-bis(trifluoromethyl)phenyl]-N′-[2-(difluoroboryl)phenyl]-Urea

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About This Item

Empirical Formula (Hill Notation):
C15H9BF8N2O
CAS Number:
1451048-80-8
Molecular Weight:
396.04
UNSPSC Code:
12352300
PubChem Substance ID:
329768832
NACRES:
NA.22

Key Documents

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form

powder

reaction suitability

reagent type: catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

223-228 °C

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=CC=C2B(F)F

InChI

1S/C15H9BF8N2O/c17-14(18,19)8-5-9(15(20,21)22)7-10(6-8)25-13(27)26-12-4-2-1-3-11(12)16(23)24/h1-7H,(H2,25,26,27)

InChI key

VTRJGINZAJTRDQ-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

1-(3,5-bis(trifluoromethyl)phenyl)-3-(2-(difluoroboryl)phenyl)urea is a robust and user-friendly white solid capable of being stored on the benchtop indefinitely. The strategic incoporation of the difluoroboryl substituent renders this the most acidic urea catalyst reported to date (pKa(DMSO) = 7.5). This difluorboronate urea benefits from enhanced reaction rates and yields when compared to traditional urea catalysts. It also enables reactions that are inaccessible with conventional urea catalysis.

Other Notes

Arylation of Diazoesters by a Transient N-H Insertion Organocascade

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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