221163

Sigma-Aldrich

Silver(I) oxide

ReagentPlus®, 99%

Empirical Formula (Hill Notation):
Ag2O
CAS Number:
Molecular Weight:
231.74
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

product line

ReagentPlus®

Quality Level

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

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Application

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.
Mediates monoprotection of symmetrical diols with alkyl halides in good to excellent yield.

Packaging

10, 50, 250 g in glass bottle
1 kg in glass bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Statements

RIDADR

UN1479 - class 5.1 - PG 1 - EHS - Oxidizing solid, n.o.s., HI: all

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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....
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)
Eagleson M.
Concise Encyclopedia Chemistry, 90-90 (1994)

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