Skip to Content
Merck
All Photos(5)

Documents

221163

Sigma-Aldrich

Silver(I) oxide

ReagentPlus®, 99%

Sign Into View Organizational & Contract Pricing
All Photos(5)

About This Item

Empirical Formula (Hill Notation):
Ag2O
CAS Number:
20667-12-3
Molecular Weight:
231.74
EC Number:
243-957-1
MDL number:
MFCD00003404
UNSPSC Code:
12352303
PubChem Substance ID:
329752249
NACRES:
NA.21

Quality Level

100

product line

ReagentPlus®

Assay

99%

form

powder or chunks

reaction suitability

reagent type: catalyst
core: silver

SMILES string

[Ag]O[Ag]

InChI

1S/2Ag.O

InChI key

KHJDQHIZCZTCAE-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Mediates monoprotection of symmetrical diols with alkyl halides in good to excellent yield.
Silver(I) oxide may be used to mediate the following processes:
  • Selective monoalkylation of symmetric diols in the presence of alkyl halide.
  • Palladium catalyzed cross-coupling of aryl- and alkenylsilanols with organic halides.
  • Palladium-catalyzed reaction of aryl and alkenyl halides with terminal alkynes to form arylated or alkenylated alkynes, respectively.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Statements

H271,H318,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Ox. Sol. 1

Storage Class Code

5.1A - Strongly oxidizing hazardous materials

WGK

WGK 2

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’.

Already Own This Product?

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

Visit the Document Library

A New Transformation of Silanols. Palladium-Catalyzed Cross-Coupling with Organic Halides in the Presence of Silver (I) Oxide
Hirabayashi K, et al.
Organic Letters, 1(2), 299-302 (1999)
Highly selective silver (I) oxide mediated monoprotection of symmetrical diols
Bouzide A and Sauve G.
Tetrahedron Letters, 38(34), 5945-5948 (1997)
Abderrahim Bouzide et al.
Organic letters, 4(14), 2329-2332 (2002-07-06)
[reaction: see text] The reaction of symmetrical diols and oligo(ethylene glycol)s with a stoichiometric amount of p-toluenesulfonyl chloride in the presence of silver(I) oxide and a catalytic amount of potassium iodide led selectively to the monotosylate derivatives in high yields.
Eagleson M.
Concise Encyclopedia Chemistry, 90-90 (1994)
Non-Sonogashira-type palladium-catalyzed coupling reactions of terminal alkynes assisted by silver (I) oxide or tetrabutylammonium fluoride.
Mori A, et al.
Organic Letters, 2(19), 2935-2937 (2000)
View All Related Papers

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