Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

915807

Sigma-Aldrich

Difluoromethyltriphenylphosphonium bromide

≥95.0%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C19H16BrF2P
CAS Number:
58310-28-4
Molecular Weight:
393.20

Assay

≥95.0%

form

solid

storage temp.

2-8°C

InChI

1S/C19H16F2P.BrH/c20-19(21)22(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h1-15,19H;1H/q+1;/p-1

InChI key

WNPMJTVOWUTTSY-UHFFFAOYSA-M

Application

When irradiated with visible light, difluoromethyltriphenylphosphonium bromide generates a difluoromethyl radical, which has been shown to react with alkenes, enamides, and thiols to give the difluoromethylated product.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

Other Notes

Visible-Light-Induced Hydrodifluoromethylation of Alkenes with Bromodifluoromethylphosphonium Bromide

related product

Product No.
Description
Pricing

Signal Word

Danger

Hazard Statements

H301,H312,H315,H318,H411

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

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

WGK

WGK 3

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Niklas B Heine et al.
Organic letters, 19(15), 4150-4153 (2017-07-21)
A method for facile difluoromethylation of various thiols using (difluoromethyl)triphenylphosphonium bromide under mild reaction conditions is presented. The transformation proceeds in the absence of any transition metal using a bench-stable and readily accessible phosphonium salt. Deuterium labeling experiments and cyclic
Qing-Yu Lin et al.
Angewandte Chemie (International ed. in English), 55(4), 1479-1483 (2015-12-17)
Bromodifluoromethylphosphonium bromide was solely used as the precursor of difluorocarbene. Herein, an unprecedented visible-light-induced hydrodifluoromethylation of alkenes with bromodifluoromethylphosphonium bromide using H2O and THF as hydrogen sources for the synthesis of difluoromethylated alkanes is described. This difluoromethylation is characterized by

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service